WEBVTT - Understanding Startup Equity Compensation w/ Malcolm Etheridge

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<v Speaker 1>Afro Tech San Francisco, California. Eric Moore, managing direct Draft

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<v Speaker 1>based Ventures, is in an afro tech founder and investors

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<v Speaker 1>line was taking questions about how to successfully pitch a

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<v Speaker 1>VC and he offers some words of wisdom for new

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<v Speaker 1>founders looking to raise an early seed round. Don't come

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<v Speaker 1>to an investor without some sort of product. I mean,

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<v Speaker 1>these days, it doesn't take that much money to build

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<v Speaker 1>a product. And if you don't have the money, you

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<v Speaker 1>can probably find or theoretically you should be able to

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<v Speaker 1>find an engineer that can help you build a product. Uh.

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<v Speaker 1>And then so even if it's an m v P uh,

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<v Speaker 1>you know, a minimum viable product or the alpha version

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<v Speaker 1>of what you're building. Uh, it's gonna be a lot

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<v Speaker 1>more helpful and you will stand out that much more

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<v Speaker 1>if you have that already built before approaching a potential investor.

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<v Speaker 1>I'm well, Luke, it's Mrs Black Tech, Green Money. I

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<v Speaker 1>wanta introduce you to some of the biggest names, some

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<v Speaker 1>of the brightest minds and brilliant ideas. If you're black

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<v Speaker 1>in building or simply using tech to secure your back,

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<v Speaker 1>this podcast is for you. Malcolm meth Bridge is a

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<v Speaker 1>certified financial planner, speaker and bloggers in these areas of

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<v Speaker 1>expertise and glue retirement planning, investment, portfolio development, tax planning

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<v Speaker 1>and insurance, stock options, and other executive benefense. He leverages

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<v Speaker 1>that expertise to help senior managers and tach workers make

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<v Speaker 1>sense of some of the most complex financial situations that

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<v Speaker 1>working professionals tend to face. On a recent lunch table

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<v Speaker 1>live discussion, what You're about to Hear, I asked Malcolm

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<v Speaker 1>about what exactly equity is and if there are any

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<v Speaker 1>unique traits of equity when you work for a tech startup. Yes. So,

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<v Speaker 1>so equity camp used to be unique to the tech industry.

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<v Speaker 1>I'm I'm learning as time goes on that millennial specifically, right,

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<v Speaker 1>we got folks who are twenty eight, thirty thirty, two

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<v Speaker 1>thirty five, let's say twenty to thirty five. I'll give

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<v Speaker 1>us the window who are working for companies right now

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<v Speaker 1>who maybe aren't in tech, but they have uh friends

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<v Speaker 1>who are, and they're seeing the money that their friends

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<v Speaker 1>are making and the fortunes that are being created from

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<v Speaker 1>owning equity in the company that they work for, and

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<v Speaker 1>so they're starting to demand themselves regardless of what the

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<v Speaker 1>shop is that the company pay them in equity. So

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<v Speaker 1>a lot of companies outside of the text Fear are

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<v Speaker 1>also jumping on the bandwagon now and offering that, but

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<v Speaker 1>in Silicon Valley, right, I'll use Silicon Valley as the

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<v Speaker 1>general broad right, uh grouping, even though folks in tech

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<v Speaker 1>are working in Texas and Florida and god knows where

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<v Speaker 1>else at this point. But like it used to be

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<v Speaker 1>that that was something that was reserved for those people

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<v Speaker 1>in Silicon Valley in tech companies, and they refused to

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<v Speaker 1>work for a company they didn't offer them a piece

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<v Speaker 1>of the pie, right, And so I want to own

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<v Speaker 1>a piece of the work product that I am hoping

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<v Speaker 1>to create. I saw and all these agreements when I

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<v Speaker 1>come in the door. Let's say I can't take any

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<v Speaker 1>of the work product with me, right, if I create

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<v Speaker 1>some service or some features some app. Google lets you

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<v Speaker 1>do your ten percent time. Right, if I create Google

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<v Speaker 1>Maps or Gmail during my ten percent time, I can't

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<v Speaker 1>take that with me. Google owns it. But at least

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<v Speaker 1>I get to participate in the upside and the value

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<v Speaker 1>creation that that add on I created happens to generate

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<v Speaker 1>over time. By owning equity in the shop, and so

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<v Speaker 1>it's kind of you know, everybody's happy right on both sides.

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<v Speaker 1>When when you say, let's say I created a feature

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<v Speaker 1>in email and I work for Google, and let's not

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<v Speaker 1>just leave its Google. Let's say any startle I create

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<v Speaker 1>a feature that becomes a thing. How valuable could that be?

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<v Speaker 1>You know, both to the company and to me as

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<v Speaker 1>an individual who's on the payroll here, Like, how talk?

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<v Speaker 1>Can you talk about some instances where that could actually

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<v Speaker 1>provide a serious windfall? Oh my god? Yeah, So I'll

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<v Speaker 1>give you a real specific, if example. I won't give

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<v Speaker 1>too many details to to not tell anybody's life story

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<v Speaker 1>for them, But I happen to have a client who

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<v Speaker 1>worked for a coin base for a while, right we

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<v Speaker 1>all know coin based iPod recently and uh two big

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<v Speaker 1>acclaim right on on day one. I can't remember what

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<v Speaker 1>the starting price was supposed to be, something like forty bucks,

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<v Speaker 1>and it shot all the way up to like close

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<v Speaker 1>to three hundred on on this first day of trading.

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<v Speaker 1>So this particular person, his net worth was about a

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<v Speaker 1>hundred thousand dollars before coin based I p O coin

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<v Speaker 1>based I p O s and he's now an eight

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<v Speaker 1>millionaire so like, just think about like how life changing

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<v Speaker 1>that money is for somebody in their thirties who like,

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<v Speaker 1>had student loans, Suddenly they don't, didn't own a home,

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<v Speaker 1>suddenly they do. Didn't even have the word legacy anywhere

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<v Speaker 1>close to the tip of their tongue, and now they do. Right. So, like,

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<v Speaker 1>those kind of things are what happens from being that

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<v Speaker 1>close to value creation. So the rule, I won't call

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<v Speaker 1>it a rule, but one of the things I always

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<v Speaker 1>tell people who are like, you know, I want to

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<v Speaker 1>get rich, right, I want to work and get rich.

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<v Speaker 1>You can save your way to about two to three

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<v Speaker 1>million dollars over the course of a thirty five or

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<v Speaker 1>so year career by diligently saving, not spending anything crazy.

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<v Speaker 1>Like I've seen it happen to have clients that are

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<v Speaker 1>in their sixties now, they've been working really hard, they

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<v Speaker 1>command a high salary, they don't spend anything crazy, and

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<v Speaker 1>they have about two and a half to three million

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<v Speaker 1>dollars that they've saved over time doing it. The quote

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<v Speaker 1>unquote right way you want to go beyond that three

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<v Speaker 1>million dollar threshold, you're either gonna have to be attached

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<v Speaker 1>to some sort of value creation, right. So you're one

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<v Speaker 1>of the first employees at a company that ends up

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<v Speaker 1>doing something big, or you're gonna have to do it

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<v Speaker 1>in real estate by holding onto assets for a very

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<v Speaker 1>long time and allowing them to appreciate until one day

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<v Speaker 1>you look up and on paper you're worth a time

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<v Speaker 1>and you start liquidating that stuff. Those are the two

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<v Speaker 1>ways that I personally have seen where clients have like

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<v Speaker 1>significant life changing lineage changing money that happens. And more

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<v Speaker 1>to the point you were making when we first started,

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<v Speaker 1>one of the ways that that that allows you to

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<v Speaker 1>be attached to that value creation that it's happening is

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<v Speaker 1>you own uh an interest in the company that you're

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<v Speaker 1>working for. So if I'm at you know, Microsoft, I'll

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<v Speaker 1>use as an example because it's a popular enough company

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<v Speaker 1>and I own shares of Microsoft. I worked there for

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<v Speaker 1>five years. I accumulate you know, half million dollars worth

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<v Speaker 1>of shares in the five years that I'm there. I leave,

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<v Speaker 1>but I don't sell them. I hang on to them.

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<v Speaker 1>And then we all have seen what the fang stocks Facebook, Amazon, Netflix,

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<v Speaker 1>and Google have have done. Microsoft included in that bucket.

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<v Speaker 1>They've you know, quadrupled over like that that tenure span

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<v Speaker 1>that the NASDAC has been on this run. That's life

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<v Speaker 1>changing money for some people. Right, your five hundred thousand

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<v Speaker 1>dollars worth of equity you had as part of your

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<v Speaker 1>total comp package that came to you when you came

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<v Speaker 1>on board is now two million dollars by you going

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<v Speaker 1>along for the ride. That's life changing money. Versus you

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<v Speaker 1>work as a software engineer. I pay you a hundred

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<v Speaker 1>and eighty thousand dollars, the I r S takes half

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<v Speaker 1>of it, depending on what state you live in. Right,

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<v Speaker 1>and your hundred and eighty turns into ninety thousand, and

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<v Speaker 1>it's up to you to decide how to spend that

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<v Speaker 1>ninety thousand and make sure you keep a piece of it.

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<v Speaker 1>But it's really not likely to continue to grow at

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<v Speaker 1>the ridiculously outsized rate as you owning equity and something

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<v Speaker 1>where constantly new products are being created, new ideas are

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<v Speaker 1>being kicked around. All that is happening while you're sleep

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<v Speaker 1>frankly like you're not contributing anymore. You left the company,

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<v Speaker 1>but the value creation is still happening without you, but

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<v Speaker 1>because you were tied to it at one point, you

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<v Speaker 1>still get to reap the benefits. That's how the game

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<v Speaker 1>is one. So who I'm gonna ask two questions and

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<v Speaker 1>one which I hate to do but I think you

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<v Speaker 1>can handle. This is who has leverage to ask for

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<v Speaker 1>equity when working out a startup? And do I have

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<v Speaker 1>to be an engineer? Awesome questions, So you don't have

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<v Speaker 1>to be an engineer. I'm gonna ask the answer the

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<v Speaker 1>last one first because it's easier. You don't have to

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<v Speaker 1>be an engineer. I have seen administrative assistance who administrative

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<v Speaker 1>assistant early enough on that they got a piece of

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<v Speaker 1>the pie, and they even are attached to that that

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<v Speaker 1>wealth creation at at the end of the day and

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<v Speaker 1>are walking away with some decent cheers. So no, you

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<v Speaker 1>can be you know, I won't say you can be

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<v Speaker 1>the staff who works in the cafe as an example,

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<v Speaker 1>because those people are usually contractors. But if you're one

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<v Speaker 1>of those people and you can work your way into

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<v Speaker 1>write a conversation about it, by all means do it.

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<v Speaker 1>But you know, the average employee from the lower part

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<v Speaker 1>of the totem poll to the very top can actually

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<v Speaker 1>participate in the equity pool at almost any company at

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<v Speaker 1>this point, So you don't have to be an engineer

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<v Speaker 1>to participate. The second part you said, how do I

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<v Speaker 1>get equity as part of the conversation, Um, you gotta

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<v Speaker 1>ask for it. That's really, that's really it. So one

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<v Speaker 1>of the things that I always encourage people to focus

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<v Speaker 1>on when they negotiate this compensation package is not just

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<v Speaker 1>how much can I get in salary? Right, that's important,

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<v Speaker 1>but there comes a point when enough is enough, and

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<v Speaker 1>every incremental dollar you have them pay you has a

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<v Speaker 1>diminishing rate of return. Right, So you hit you know,

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<v Speaker 1>two hundred thousand dollars, let's say, and you live in

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<v Speaker 1>a place like you know, New York or California, where

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<v Speaker 1>after taxes, again, fift of that's going out the out

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<v Speaker 1>the window. Where if I were to to ask instead

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<v Speaker 1>for shares in the company, as long as I hold

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<v Speaker 1>onto those shares for an extra twelve months after you

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<v Speaker 1>know they vested and been issued to me, I'm paying

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<v Speaker 1>that long term capital gains. So long term capital gains

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<v Speaker 1>tax rates. My ordinary income tax rate I just told

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<v Speaker 1>you is fifty after state and federal get done with me. Right,

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<v Speaker 1>that's at delta that you've now been able to find

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<v Speaker 1>just by getting paid in that equity versus having them

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<v Speaker 1>pay it to you in in actual cash money. So

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<v Speaker 1>just having a longer vision to be able to see

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<v Speaker 1>the way the game is played in one will help

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<v Speaker 1>to keep you know, a few people at least from

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<v Speaker 1>asking for the wrong thing at the wrong time. Do

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<v Speaker 1>you find that younger folks beginning their careers working at

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<v Speaker 1>startups and tech companies are more and more sophisticated and

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<v Speaker 1>know to ask for equity versus the larger paycheck? And

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<v Speaker 1>or if you find those who aren't who just said

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<v Speaker 1>they want the bag today, how do you have that

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<v Speaker 1>conversation with them to convince and that look, the better

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<v Speaker 1>play here potentially is to take less up from capital

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<v Speaker 1>and to go for equity. Yes, So one of the

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<v Speaker 1>challenges that I have as a financial planner is helping

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<v Speaker 1>people figure out there enough point. That's one of the

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<v Speaker 1>things that I really like about this work is that

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<v Speaker 1>there's a book that I read and I always recommend

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<v Speaker 1>to people called Your Money or Your Life. It's the

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<v Speaker 1>book that's credited with helping to to launch the fire movement,

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<v Speaker 1>the financial independence retire early movement um. But essentially the

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<v Speaker 1>key tenant of the book is figuring out your enough point,

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<v Speaker 1>Like how much house is enough? How much car is enough?

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<v Speaker 1>How much vacation is enough? How much you know? All

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<v Speaker 1>these things, we get on the treadmill and run this

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<v Speaker 1>race four to constantly be chasing at some point enough

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<v Speaker 1>is enough and you have enough luxury and you have

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<v Speaker 1>enough like whatever, figuring out what that enough point is

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<v Speaker 1>and then planning beyond that. And so I always try

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<v Speaker 1>and help people see the forest for the trees that yes,

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<v Speaker 1>you could get an extra dollars by joining company X, right,

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<v Speaker 1>but if if it means then that you're gonna be

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<v Speaker 1>working one point two times is hard right to to

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<v Speaker 1>to be a kind of specific what could you be

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<v Speaker 1>doing with that extra of your time versus the twenty

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<v Speaker 1>dollars that you're gonna earn because you already make enough

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<v Speaker 1>money to pay your mortgage, pay your kids daycare, You're

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<v Speaker 1>driving nice enough car, you're live in a nice enough neighborhood.

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<v Speaker 1>Like you're not chasing safety at this point, we're just

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<v Speaker 1>chasing access. And so helping people figure out like enough

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<v Speaker 1>is enough and the difference now is pay me an

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<v Speaker 1>equity instead. And one other negotiating piece that I would

0:12:36.400 --> 0:12:39.640
<v Speaker 1>encourage people to consider is companies are a lot more

0:12:39.760 --> 0:12:43.600
<v Speaker 1>willing to part with shares of equity than they are

0:12:43.679 --> 0:12:46.319
<v Speaker 1>with additional cash. If you just think of it from

0:12:46.600 --> 0:12:49.960
<v Speaker 1>the CFOs perspective, Right, if I have if I commit

0:12:50.000 --> 0:12:52.760
<v Speaker 1>to a salary that I owe you, that's every day,

0:12:52.800 --> 0:12:55.240
<v Speaker 1>every year, that's a line item that goes against the

0:12:55.280 --> 0:12:57.480
<v Speaker 1>P and L that I got to count for. Right,

0:12:57.480 --> 0:12:59.440
<v Speaker 1>I owe you two hundred thousand dollars. You're asking me

0:12:59.480 --> 0:13:02.199
<v Speaker 1>for an extra twenty That twenty grand is going against

0:13:02.200 --> 0:13:04.720
<v Speaker 1>the P and L. Every year you asked me for

0:13:05.840 --> 0:13:11.600
<v Speaker 1>dollars worth of shares. That's a totally different equation because

0:13:11.600 --> 0:13:14.640
<v Speaker 1>those shares are sitting on a spreadsheet somewhere in in

0:13:15.080 --> 0:13:17.800
<v Speaker 1>you know, in in somebody's like hard drive. They're not

0:13:17.880 --> 0:13:20.560
<v Speaker 1>an actual thing I've got a hand over to you.

0:13:20.800 --> 0:13:23.040
<v Speaker 1>So yes, they still have to be accounted for, but

0:13:23.080 --> 0:13:25.280
<v Speaker 1>we don't hold onto them and keep them as tightly

0:13:25.320 --> 0:13:28.520
<v Speaker 1>guarded as we would if you're asking for cash. Also,

0:13:28.679 --> 0:13:33.920
<v Speaker 1>if you're thinking from the HR person's perspective, I gotta

0:13:33.960 --> 0:13:37.199
<v Speaker 1>be able to to justify why I gave you to twenty.

0:13:37.240 --> 0:13:39.319
<v Speaker 1>But the software engineer who sits next to you is

0:13:39.360 --> 0:13:41.760
<v Speaker 1>getting too, And then the next person who comes in

0:13:41.800 --> 0:13:44.280
<v Speaker 1>the door is gonna want to know what they can

0:13:44.320 --> 0:13:46.839
<v Speaker 1>actually get as far as cash comp and now I've

0:13:46.840 --> 0:13:49.080
<v Speaker 1>got to do I all for that person to twenty

0:13:49.080 --> 0:13:51.280
<v Speaker 1>two because I just gave it to you. Whereas with

0:13:51.320 --> 0:13:53.360
<v Speaker 1>the shares, it's a little bit different than a little

0:13:53.360 --> 0:13:55.680
<v Speaker 1>bit more fluid. And I'm speaking broadly right, every company

0:13:55.720 --> 0:13:57.880
<v Speaker 1>is different the way they treat this. But what I've

0:13:57.920 --> 0:14:01.840
<v Speaker 1>seen and and also talking to hire uh recruit technical

0:14:01.880 --> 0:14:05.320
<v Speaker 1>recruiters personally, like they're way more willing to come up

0:14:05.320 --> 0:14:11.320
<v Speaker 1>off of additional equity shares versus cash money. So for

0:14:11.440 --> 0:14:14.720
<v Speaker 1>folks who and obviously the startup side of the table

0:14:14.760 --> 0:14:17.800
<v Speaker 1>would understand this, but I want to make sure the engineer,

0:14:17.920 --> 0:14:22.280
<v Speaker 1>the talent, the HR person, the legal person understands this side.

0:14:22.400 --> 0:14:26.000
<v Speaker 1>Legal people might give it, but let's under let's talk

0:14:26.000 --> 0:14:28.280
<v Speaker 1>about what the cliff means. So if I come in

0:14:28.320 --> 0:14:30.680
<v Speaker 1>as an engineer and I say, hey, I'm gonna give

0:14:30.720 --> 0:14:33.600
<v Speaker 1>you a hundred thousand shares with a three year cliff,

0:14:34.840 --> 0:14:41.000
<v Speaker 1>what does that mean? Perfect perfect setup? So the cliff

0:14:41.040 --> 0:14:43.360
<v Speaker 1>best that you're talking about, it's how long you have

0:14:43.480 --> 0:14:46.120
<v Speaker 1>to be at the company before you actually take ownership

0:14:46.160 --> 0:14:49.200
<v Speaker 1>of those shares. So to to keep from being too

0:14:49.240 --> 0:14:52.920
<v Speaker 1>super nerdy er super technical, the I r S and

0:14:52.920 --> 0:14:56.760
<v Speaker 1>and the company have this trade that happens, which is

0:14:56.800 --> 0:15:00.440
<v Speaker 1>called constructive receipts. So you have constructively received at the

0:15:00.560 --> 0:15:03.360
<v Speaker 1>end of a three year period those shares, which means

0:15:03.400 --> 0:15:07.120
<v Speaker 1>with it you also have taken on the tax liability

0:15:07.240 --> 0:15:10.960
<v Speaker 1>for those shares and and whatever they're worth at the time.

0:15:11.280 --> 0:15:14.000
<v Speaker 1>So a hundred thousand dollars worth of shares, you wait

0:15:14.120 --> 0:15:17.000
<v Speaker 1>the three years that you have to vest, right, you

0:15:17.000 --> 0:15:19.120
<v Speaker 1>have to be at the company three years before those

0:15:19.120 --> 0:15:23.200
<v Speaker 1>shares vest, and technically now you own them at that

0:15:23.280 --> 0:15:25.880
<v Speaker 1>point the moment they get issued to you, regardless of

0:15:25.880 --> 0:15:29.440
<v Speaker 1>whether they're restricted stock or non qualified stock options or

0:15:29.560 --> 0:15:33.280
<v Speaker 1>performance share units or whatever. Once you take ownership of

0:15:33.360 --> 0:15:37.000
<v Speaker 1>those shares, you also take ownership of the tax liability.

0:15:37.520 --> 0:15:40.720
<v Speaker 1>Prior to you taking ownership of the shares, you don't

0:15:40.720 --> 0:15:44.600
<v Speaker 1>own anything. You also don't own the hundred thousand dollars, right,

0:15:44.640 --> 0:15:46.840
<v Speaker 1>because you don't have the shares, but you don't own

0:15:46.840 --> 0:15:51.680
<v Speaker 1>the tax liability. So with that additional cash also comes

0:15:51.800 --> 0:15:55.200
<v Speaker 1>the additional tax liability. So just something to be aware

0:15:55.240 --> 0:15:57.240
<v Speaker 1>of at at the exact same time. But to answer

0:15:57.280 --> 0:16:01.200
<v Speaker 1>your question very specifically, companies as retention tool will put

0:16:01.200 --> 0:16:03.920
<v Speaker 1>a time clock on how long they have to be

0:16:03.960 --> 0:16:07.640
<v Speaker 1>able to get work product out of you before they

0:16:08.080 --> 0:16:12.160
<v Speaker 1>give you those shares. That that it kind of gives

0:16:12.160 --> 0:16:14.360
<v Speaker 1>you your walking papers to right. If I think about

0:16:14.360 --> 0:16:17.160
<v Speaker 1>it purely from the company's perspective, I know I've got

0:16:17.200 --> 0:16:19.120
<v Speaker 1>you on the hook for three years. If you've got

0:16:19.120 --> 0:16:22.440
<v Speaker 1>a three year vesting requirement. Beyond three years, you're a

0:16:22.480 --> 0:16:26.120
<v Speaker 1>free agent. Every year. I gotta constantly be doing things

0:16:26.160 --> 0:16:28.200
<v Speaker 1>and bringing things to you to make you feel good

0:16:28.240 --> 0:16:30.720
<v Speaker 1>about staying with this team and want to be here. Right,

0:16:30.880 --> 0:16:32.800
<v Speaker 1>But for that three year period you're on that that

0:16:32.880 --> 0:16:34.920
<v Speaker 1>rookie contract, if you will. If you think about it

0:16:34.920 --> 0:16:38.720
<v Speaker 1>in terms of the NFL, you're gonna play and perform

0:16:38.800 --> 0:16:41.640
<v Speaker 1>regardless of of what's happening, because you've got to hit

0:16:41.680 --> 0:16:44.760
<v Speaker 1>that three year that number before we can issue you,

0:16:44.760 --> 0:16:48.400
<v Speaker 1>you know, the shares. That's good for me to know

0:16:48.440 --> 0:16:51.080
<v Speaker 1>and playing around as the company. So that's something to

0:16:51.120 --> 0:16:54.160
<v Speaker 1>also kind of think about. They'll also issue you UH

0:16:54.360 --> 0:16:59.080
<v Speaker 1>shares not only as as investing based on tenure, but

0:16:59.160 --> 0:17:01.600
<v Speaker 1>also as a retention and tool. So you get past

0:17:01.640 --> 0:17:04.200
<v Speaker 1>that three year window. Maybe I'm worried that that somebody

0:17:04.240 --> 0:17:06.680
<v Speaker 1>is gonna compote you right. Tech companies are a bit

0:17:06.720 --> 0:17:09.560
<v Speaker 1>incestuous at this point about stealing talent from one place

0:17:09.600 --> 0:17:12.200
<v Speaker 1>to the next, and the same people kind of moving

0:17:12.240 --> 0:17:14.439
<v Speaker 1>every three years or so, and so one way that

0:17:14.480 --> 0:17:16.960
<v Speaker 1>I can keep you from making that jump is to

0:17:17.040 --> 0:17:20.520
<v Speaker 1>offer you additional shares as a retention bonus every single

0:17:20.600 --> 0:17:23.280
<v Speaker 1>year that you stay. And maybe those shares just have

0:17:23.400 --> 0:17:25.359
<v Speaker 1>to you gotta be here one year after you get

0:17:25.400 --> 0:17:27.119
<v Speaker 1>them in order for them to vest, or there's no

0:17:27.160 --> 0:17:29.960
<v Speaker 1>investing timetable on them. Those are all things you want

0:17:29.960 --> 0:17:33.240
<v Speaker 1>to know and negotiate going in the door so that

0:17:33.440 --> 0:17:36.439
<v Speaker 1>you can give yourself the most flexibility and freedom to

0:17:36.520 --> 0:17:38.879
<v Speaker 1>be able to maneuver however you want to and still

0:17:38.920 --> 0:17:42.600
<v Speaker 1>get you know, the majority of those shares, if not

0:17:42.640 --> 0:17:46.479
<v Speaker 1>all of them, before making any other moves. I do

0:17:46.560 --> 0:17:49.080
<v Speaker 1>have people watching the chat on Facebook and lunch table,

0:17:49.160 --> 0:17:50.600
<v Speaker 1>so if you do have questions, I want to make

0:17:50.600 --> 0:17:53.119
<v Speaker 1>sure I get to those, um so it makes sure

0:17:53.160 --> 0:17:55.399
<v Speaker 1>go feel free to drop your questions in the chat

0:17:55.440 --> 0:17:58.200
<v Speaker 1>and we will get as many of them as we can.

0:17:58.359 --> 0:18:02.600
<v Speaker 1>And in the meantime, going down that road of investing

0:18:02.640 --> 0:18:06.520
<v Speaker 1>periods and cliffs and etcetera. I wonder if let's say

0:18:06.560 --> 0:18:11.320
<v Speaker 1>this remarkable opportunity happens, you know, which is doesn't happen

0:18:11.320 --> 0:18:13.879
<v Speaker 1>all the time. But you give me a hundred thousand

0:18:13.960 --> 0:18:16.760
<v Speaker 1>shares on day one. I have a two year let's

0:18:16.840 --> 0:18:18.680
<v Speaker 1>just still just to get easy map, a two year

0:18:18.680 --> 0:18:22.240
<v Speaker 1>investing period, so I can't get my full amount of

0:18:22.280 --> 0:18:25.399
<v Speaker 1>shares for that two years. In that two years time,

0:18:26.160 --> 0:18:29.879
<v Speaker 1>those shares go to the moon. So these are Google numbers,

0:18:29.960 --> 0:18:34.400
<v Speaker 1>Apple numbers, Amazon numbers, Facebook numbers. So I'm on paper,

0:18:35.240 --> 0:18:40.040
<v Speaker 1>super duper wealthy on paper, but I don't have any

0:18:40.080 --> 0:18:43.439
<v Speaker 1>of that liquor cash. How does my life change in

0:18:43.480 --> 0:18:47.000
<v Speaker 1>the meantime while or how could it change in the

0:18:47.080 --> 0:18:53.400
<v Speaker 1>meantime or does it so? Uh? Two separate answers, because

0:18:53.440 --> 0:18:56.320
<v Speaker 1>that goes to separate ways. Right, So if you're talking

0:18:56.840 --> 0:18:59.000
<v Speaker 1>I work for a private company, I work for a

0:18:59.040 --> 0:19:02.439
<v Speaker 1>startup and they've made an announcement that they plan to

0:19:02.440 --> 0:19:06.640
<v Speaker 1>go public at some point. Right, I'm thinking about door

0:19:06.720 --> 0:19:09.399
<v Speaker 1>Dash as a really good example of this. Tons of

0:19:09.400 --> 0:19:13.639
<v Speaker 1>people who started at different rates COVID happens, those shares

0:19:13.680 --> 0:19:16.240
<v Speaker 1>are now gonna be to the moon, like you said,

0:19:16.280 --> 0:19:18.679
<v Speaker 1>because like all of a sudden, door Dash is posting

0:19:18.680 --> 0:19:22.040
<v Speaker 1>the best numbers they've ever posted. Nobody in the company

0:19:22.080 --> 0:19:25.880
<v Speaker 1>is doing any work anymore because everybody's imagination is flying around.

0:19:26.960 --> 0:19:30.040
<v Speaker 1>I'm gonna be like super super wealthy because I'm gonna

0:19:30.080 --> 0:19:32.720
<v Speaker 1>get those shares and I'm gonna go buy this beach

0:19:32.760 --> 0:19:35.080
<v Speaker 1>house and I'm gonna and I mean literally like can't

0:19:35.080 --> 0:19:38.720
<v Speaker 1>get anybody off Zello, can't get anybody off. Everybody is

0:19:38.760 --> 0:19:42.840
<v Speaker 1>spending that money. But there's also this thing called a

0:19:42.880 --> 0:19:45.840
<v Speaker 1>lock up where you've got to wait six depending on

0:19:45.880 --> 0:19:47.960
<v Speaker 1>where you are in the food chain right the hierarchy,

0:19:48.000 --> 0:19:50.320
<v Speaker 1>and how close you are the privileged information. There's also

0:19:50.359 --> 0:19:52.080
<v Speaker 1>this thing called a lock up where you've gotta wait

0:19:52.119 --> 0:19:55.040
<v Speaker 1>six months after the company goes public before you can

0:19:55.080 --> 0:19:57.560
<v Speaker 1>do anything, So those shares could come crashing back down

0:19:57.640 --> 0:20:00.480
<v Speaker 1>the earth in that time before you're legal allowed to

0:20:00.520 --> 0:20:02.680
<v Speaker 1>sell anything, because they don't want you moving the stock

0:20:02.720 --> 0:20:07.240
<v Speaker 1>price around, which I've seen happen unfortunately. But also to

0:20:07.320 --> 0:20:10.480
<v Speaker 1>your point, with a publicly traded company like a Facebook

0:20:10.560 --> 0:20:12.879
<v Speaker 1>or an Amazon or Google or whoever who's going on

0:20:12.920 --> 0:20:16.840
<v Speaker 1>this run, the more advantageous way to work out your

0:20:17.640 --> 0:20:21.119
<v Speaker 1>equity grants is to have them coming to you on

0:20:21.160 --> 0:20:25.240
<v Speaker 1>a monthly basis instead of annually for that reason right there.

0:20:25.760 --> 0:20:29.560
<v Speaker 1>So if I get a new uh tranches the word

0:20:29.560 --> 0:20:32.879
<v Speaker 1>that we use, or slice or whatever of shares that

0:20:32.920 --> 0:20:36.600
<v Speaker 1>come to me every single month, then as the price

0:20:36.680 --> 0:20:39.120
<v Speaker 1>is doing what it does, I can plan my own

0:20:39.200 --> 0:20:42.560
<v Speaker 1>life around what else I need to do financially and

0:20:42.600 --> 0:20:45.640
<v Speaker 1>whether I'm gonna sell this month or not. If I've

0:20:45.640 --> 0:20:48.399
<v Speaker 1>got to wait an entire year to make that cell

0:20:48.640 --> 0:20:51.399
<v Speaker 1>or whole decision, then I'm at the mercy of wherever

0:20:51.440 --> 0:20:54.000
<v Speaker 1>the company is in that moment. It may not even

0:20:54.000 --> 0:20:56.560
<v Speaker 1>make a difference with a company like Amazon, like you said,

0:20:56.560 --> 0:20:59.360
<v Speaker 1>who can't seem to go but in one direction. But

0:20:59.680 --> 0:21:02.520
<v Speaker 1>for a company who does take a very nasty dip

0:21:02.640 --> 0:21:05.000
<v Speaker 1>at some point, I'm kind of at the mercy of

0:21:05.119 --> 0:21:08.000
<v Speaker 1>whatever the market does. And so developing that plan in

0:21:08.040 --> 0:21:11.320
<v Speaker 1>advance of when and how to sell is going to

0:21:11.440 --> 0:21:14.200
<v Speaker 1>be super helpful to turn you from a paper millionaire,

0:21:14.280 --> 0:21:19.240
<v Speaker 1>as you're saying, into an actual millionaire, as in exchanging

0:21:19.240 --> 0:21:22.359
<v Speaker 1>those certificates for actual dollars at some point, so that

0:21:22.440 --> 0:21:24.640
<v Speaker 1>you can take some chips off the table and not

0:21:24.720 --> 0:21:27.240
<v Speaker 1>just kind of follow the ticker wherever it takes you.

0:21:28.680 --> 0:21:33.320
<v Speaker 1>What typically happens in the in the tech company specificist.

0:21:33.320 --> 0:21:36.480
<v Speaker 1>But let's say just companies across the board where equities

0:21:36.520 --> 0:21:40.440
<v Speaker 1>involved and they go public or they sell or otherwise,

0:21:40.880 --> 0:21:47.240
<v Speaker 1>and early employees don't get a financial winfall what typically happened. Um,

0:21:47.359 --> 0:21:50.600
<v Speaker 1>that's a tough one man. People get real stings you

0:21:50.680 --> 0:21:55.040
<v Speaker 1>around liquidity events. Um. You know, founders start trying to

0:21:55.080 --> 0:22:00.320
<v Speaker 1>renegotiate their founder shares. Uh, you have key employee that

0:22:00.400 --> 0:22:03.960
<v Speaker 1>aren't satisfied with their contract the way it was initially

0:22:04.000 --> 0:22:07.080
<v Speaker 1>written and where they sit on the cap table when

0:22:07.080 --> 0:22:10.040
<v Speaker 1>they look at their slice versus others. Like those kind

0:22:10.040 --> 0:22:12.520
<v Speaker 1>of things, it gets It gets kind of ugly, honestly

0:22:12.560 --> 0:22:17.280
<v Speaker 1>at some point, Um, the short answer to your question is,

0:22:17.320 --> 0:22:20.240
<v Speaker 1>if you aren't on that cap table before the liquidity

0:22:20.280 --> 0:22:24.280
<v Speaker 1>event happens, you're probably not gonna get on it. Um.

0:22:24.320 --> 0:22:27.200
<v Speaker 1>What does happen in some cases where you are valuable

0:22:27.320 --> 0:22:29.760
<v Speaker 1>enough to the company that they're worried about like hurting

0:22:29.840 --> 0:22:32.320
<v Speaker 1>your feelings and they're worried about losing you, is you

0:22:32.400 --> 0:22:35.160
<v Speaker 1>can get a gross up as we call it, where

0:22:35.160 --> 0:22:39.399
<v Speaker 1>they issue you a one time bonus allotment of shares

0:22:39.920 --> 0:22:42.679
<v Speaker 1>to make you whole, as they say, so that you

0:22:42.720 --> 0:22:46.320
<v Speaker 1>feel like you're included and you're participating, but those shares

0:22:46.320 --> 0:22:50.720
<v Speaker 1>are not going to have the same Uh. Value is

0:22:50.760 --> 0:22:53.000
<v Speaker 1>not the word that I wanna, I want to use it.

0:22:53.000 --> 0:22:55.679
<v Speaker 1>It's not gonna have the same like sweetness to it

0:22:55.760 --> 0:22:59.720
<v Speaker 1>as the folks that were there on day one, two, three, ten.

0:23:00.040 --> 0:23:02.439
<v Speaker 1>Funny you know that kind of thing because even with

0:23:02.520 --> 0:23:04.960
<v Speaker 1>like incentive stock options as an example, that have a

0:23:05.000 --> 0:23:07.040
<v Speaker 1>bit of a look back kind of feature. They allow

0:23:07.080 --> 0:23:09.200
<v Speaker 1>you to look at yesterday's price and decide if you're

0:23:09.200 --> 0:23:12.520
<v Speaker 1>gonna uh sell it now and take today's price as

0:23:12.600 --> 0:23:15.560
<v Speaker 1>your your exchange value. Uh. Even if I would have

0:23:15.600 --> 0:23:18.320
<v Speaker 1>granted you incentive stock options at today's price, you're not

0:23:18.320 --> 0:23:21.160
<v Speaker 1>gonna get that super low basis that somebody got who

0:23:21.200 --> 0:23:23.600
<v Speaker 1>started with the company ten years ago when it was

0:23:23.880 --> 0:23:29.720
<v Speaker 1>literally in somebody's living room. What are what would you say?

0:23:29.720 --> 0:23:33.280
<v Speaker 1>I like the top three to five things a start

0:23:33.320 --> 0:23:36.920
<v Speaker 1>up employee should be paying attention to in their work

0:23:36.920 --> 0:23:41.080
<v Speaker 1>contracts regarding conversation. Know what happens to your shares if

0:23:41.080 --> 0:23:44.920
<v Speaker 1>and when the company has a liquidit event. That's huge. Uh.

0:23:44.960 --> 0:23:47.520
<v Speaker 1>To your point about people dancing around excited because they're

0:23:47.520 --> 0:23:50.560
<v Speaker 1>about to be a millionaire, some people don't realize that

0:23:50.640 --> 0:23:53.280
<v Speaker 1>if the company sells X happens right. There's a lot

0:23:53.320 --> 0:23:55.800
<v Speaker 1>of SPACs happening right now. The word spack is flying

0:23:55.800 --> 0:23:57.919
<v Speaker 1>around all over the place, and a lot of people's

0:23:57.920 --> 0:24:01.320
<v Speaker 1>equity agreement doesn't include language around UM, what happens if

0:24:01.320 --> 0:24:04.560
<v Speaker 1>the company changes hands, what happens if there's a change

0:24:04.560 --> 0:24:07.520
<v Speaker 1>of ownership before the I P O. So that's the

0:24:07.560 --> 0:24:11.040
<v Speaker 1>major one. But also like knowing the schedule of when

0:24:11.080 --> 0:24:13.399
<v Speaker 1>your your shares vest right, so you don't walk away

0:24:13.400 --> 0:24:15.960
<v Speaker 1>on accident and leave some chips on the table. UM.

0:24:16.040 --> 0:24:18.000
<v Speaker 1>That's what we call the forfeit value. What happens if

0:24:18.040 --> 0:24:21.960
<v Speaker 1>you forfeit those shares? UM also setting up plan for

0:24:22.040 --> 0:24:24.119
<v Speaker 1>win and how to get out of those shares because

0:24:24.160 --> 0:24:27.880
<v Speaker 1>until you actually trigger a sale, you're only a millionaire

0:24:27.920 --> 0:24:30.920
<v Speaker 1>on paper. So you know, deciding how much and when

0:24:31.040 --> 0:24:34.280
<v Speaker 1>to sell is a very big key component in there.

0:24:34.800 --> 0:24:39.280
<v Speaker 1>UM Also understanding that just because you're inside of your

0:24:39.400 --> 0:24:43.760
<v Speaker 1>vesting table, your vesting timetable, doesn't mean that other companies

0:24:43.800 --> 0:24:46.800
<v Speaker 1>won't match you to make you whole right, give you

0:24:46.880 --> 0:24:49.920
<v Speaker 1>some shares to match what you would stand to lose

0:24:49.960 --> 0:24:53.639
<v Speaker 1>from the company you're considering leaving to entice you to

0:24:53.680 --> 0:24:56.600
<v Speaker 1>move sooner. So I've seen that happen where I'm going

0:24:56.640 --> 0:24:59.840
<v Speaker 1>to use two completely made up examples. Google wants to

0:25:00.200 --> 0:25:03.840
<v Speaker 1>uh employee from Amazon. Google will say, instead of you

0:25:03.880 --> 0:25:06.080
<v Speaker 1>waiting the extra year and a half a year shares

0:25:06.119 --> 0:25:08.920
<v Speaker 1>to best, We're gonna match the shares that you would

0:25:08.960 --> 0:25:11.480
<v Speaker 1>lose and give you an extra ten percent on top

0:25:11.520 --> 0:25:13.880
<v Speaker 1>of that to get you to leave today instead. So

0:25:14.160 --> 0:25:16.240
<v Speaker 1>don't be afraid to ask. Don't be afraid to ask

0:25:16.320 --> 0:25:19.480
<v Speaker 1>questions because you'd be surprised, like what people are willing

0:25:19.520 --> 0:25:22.399
<v Speaker 1>to how flexible people are willing to get, you know,

0:25:22.520 --> 0:25:24.560
<v Speaker 1>to to make it happen. You asked me for five

0:25:24.600 --> 0:25:26.360
<v Speaker 1>I don't know if that was five three to five

0:25:26.480 --> 0:25:30.040
<v Speaker 1>three or five. You got that? You got there? Um,

0:25:30.080 --> 0:25:32.200
<v Speaker 1>you know not everybody is going to be a founder,

0:25:32.240 --> 0:25:36.320
<v Speaker 1>and UM, talk to me about some of the benefits

0:25:36.359 --> 0:25:40.760
<v Speaker 1>that could be uniquely available to senior level people at

0:25:40.760 --> 0:25:43.600
<v Speaker 1>a startup. Um, whether I'm coming on as a chief

0:25:43.720 --> 0:25:46.640
<v Speaker 1>operating officer, I'm coming like, what are some things outside

0:25:46.640 --> 0:25:50.880
<v Speaker 1>of equity as part of my benefits package? If I'm

0:25:50.880 --> 0:25:53.439
<v Speaker 1>on the career trajectory, should I be paying attention to

0:25:54.080 --> 0:25:56.920
<v Speaker 1>so one super unique thing and this is not me

0:25:57.200 --> 0:26:02.040
<v Speaker 1>like to my own horn. But we have companies as

0:26:02.080 --> 0:26:05.920
<v Speaker 1>clients who pay for financial planning on behalf of their

0:26:06.000 --> 0:26:09.960
<v Speaker 1>senior leaders. They don't give that to everybody across the board.

0:26:10.359 --> 0:26:13.600
<v Speaker 1>So you are c OO and you step into Now

0:26:13.720 --> 0:26:17.200
<v Speaker 1>the company's accountant is now your accountant. The company's financial

0:26:17.200 --> 0:26:20.920
<v Speaker 1>advisor is now your financial advisor. The company may even

0:26:21.000 --> 0:26:23.560
<v Speaker 1>comp you a car, right because I can. I can

0:26:23.600 --> 0:26:27.240
<v Speaker 1>have a corporate lease and and assign it to you. Um,

0:26:27.359 --> 0:26:31.359
<v Speaker 1>your your travel budget starts to look a little bit different. Um.

0:26:31.400 --> 0:26:33.879
<v Speaker 1>All those kind of things are are different and unique

0:26:33.880 --> 0:26:36.600
<v Speaker 1>to not even necessarily just the C suite. I've seen

0:26:36.640 --> 0:26:39.080
<v Speaker 1>it at the director level, of the senior vice president level,

0:26:39.119 --> 0:26:41.440
<v Speaker 1>that sort of thing. Um. But also real quick you

0:26:41.600 --> 0:26:44.560
<v Speaker 1>you said not just equity, but as far as equity

0:26:44.640 --> 0:26:47.600
<v Speaker 1>is concerned, your shares look different too in the C

0:26:47.800 --> 0:26:51.320
<v Speaker 1>suite or at the senior director level. So incentive stock

0:26:51.320 --> 0:26:54.520
<v Speaker 1>options are usually held just for the super top of

0:26:54.560 --> 0:26:59.080
<v Speaker 1>the organized organization chart. Everybody else gets what's called restricted

0:26:59.080 --> 0:27:03.000
<v Speaker 1>stock units, those that have two completely different tax treatments

0:27:03.000 --> 0:27:05.000
<v Speaker 1>in the way that you can actually plan around them

0:27:05.000 --> 0:27:08.680
<v Speaker 1>and ultimately what how valuable they are. So that's another

0:27:08.760 --> 0:27:11.480
<v Speaker 1>difference that that gets thrown in there between the two

0:27:11.520 --> 0:27:16.160
<v Speaker 1>tiers of employee and UM. I want to talk about

0:27:16.280 --> 0:27:19.159
<v Speaker 1>retirement accounts and how important they are too because we

0:27:19.240 --> 0:27:23.080
<v Speaker 1>we we have so many conversations around funding startups, because

0:27:23.119 --> 0:27:26.359
<v Speaker 1>we have this big disparity with you know, black minority owned,

0:27:26.400 --> 0:27:30.880
<v Speaker 1>women owned startups being funded. How can they if they can,

0:27:31.640 --> 0:27:36.080
<v Speaker 1>retirement accounts be used to put some early capital into

0:27:36.160 --> 0:27:38.959
<v Speaker 1>starting my thing. I'm really glad you asked that. So

0:27:39.000 --> 0:27:41.440
<v Speaker 1>I normally will see people take out a loan from

0:27:41.440 --> 0:27:43.719
<v Speaker 1>the company that the four one K playing the company

0:27:43.760 --> 0:27:46.960
<v Speaker 1>they work for, use that loan to to get access

0:27:47.000 --> 0:27:49.480
<v Speaker 1>to capital to start the company. When you leave the company,

0:27:49.520 --> 0:27:52.920
<v Speaker 1>that outstanding loan gets turned into a distribution, which means

0:27:53.040 --> 0:27:56.679
<v Speaker 1>ordinary income tax treatment, right, so you're paying taxes on

0:27:56.720 --> 0:27:59.720
<v Speaker 1>that distribution. Or you could just straight up say kick

0:27:59.800 --> 0:28:01.760
<v Speaker 1>me the cash, I'm gonna pay the taxes on it,

0:28:01.840 --> 0:28:03.359
<v Speaker 1>and it is what it is, and we use it

0:28:03.400 --> 0:28:08.200
<v Speaker 1>to start the company. But there's actually UH plans out

0:28:08.240 --> 0:28:10.920
<v Speaker 1>there within the tax code that allow you to convert

0:28:11.440 --> 0:28:13.879
<v Speaker 1>those shares in that you know, your investment in the

0:28:13.920 --> 0:28:18.959
<v Speaker 1>company into UH shares in the company are starting. So

0:28:19.040 --> 0:28:21.639
<v Speaker 1>instead of being invested in the SMP five index. In

0:28:21.640 --> 0:28:24.520
<v Speaker 1>your four own K plan. You now have a four

0:28:24.560 --> 0:28:28.520
<v Speaker 1>own K plan that is your new company, shares of

0:28:28.560 --> 0:28:31.840
<v Speaker 1>the company that you started that you're investing now back

0:28:31.840 --> 0:28:34.640
<v Speaker 1>into the Company's why you probably saw the article from

0:28:34.640 --> 0:28:37.639
<v Speaker 1>pro public about Peter Tile having a five billion dollar

0:28:38.320 --> 0:28:42.080
<v Speaker 1>roth ira funded from PayPal stock. It's because he had

0:28:42.120 --> 0:28:44.680
<v Speaker 1>really great lawyers twenty years ago when they started the

0:28:44.680 --> 0:28:47.120
<v Speaker 1>company that told him, don't take that money out of

0:28:47.120 --> 0:28:49.200
<v Speaker 1>your four when K plan to start, you know the shop,

0:28:49.840 --> 0:28:53.120
<v Speaker 1>sell yourself shares of PayPal. Convert your four owen k

0:28:53.640 --> 0:28:58.080
<v Speaker 1>uh dollars into shares of PayPal, and then as they grow,

0:28:58.240 --> 0:29:00.760
<v Speaker 1>they live inside this roth ira which will never pay

0:29:00.760 --> 0:29:04.240
<v Speaker 1>taxes on. So there are other ways to to to

0:29:04.480 --> 0:29:08.320
<v Speaker 1>use your four one K assets other than taking a

0:29:08.360 --> 0:29:13.000
<v Speaker 1>direct distribution and like paying the taxes today and you know,

0:29:13.200 --> 0:29:17.240
<v Speaker 1>hoping for the best going forward. Malcolm, where can people

0:29:17.320 --> 0:29:20.720
<v Speaker 1>learn more about you and your work? I'm at Malcolm

0:29:20.720 --> 0:29:23.600
<v Speaker 1>on Money on all social media platforms. I encourage them

0:29:23.600 --> 0:29:26.239
<v Speaker 1>to check out the tech Money podcast. Um we go

0:29:26.280 --> 0:29:29.040
<v Speaker 1>into a lot more detail on these kinds of topics,

0:29:29.080 --> 0:29:31.200
<v Speaker 1>you know, with with tons more times. So those are

0:29:31.200 --> 0:29:34.080
<v Speaker 1>the two main places I would say that to find me.

0:29:34.080 --> 0:29:36.880
<v Speaker 1>I'm also heavy on LinkedIn, so happy to spark up

0:29:36.880 --> 0:29:53.560
<v Speaker 1>a conversation there too. Yeah. Black Tech Green Money to

0:29:53.640 --> 0:29:57.440
<v Speaker 1>production of Blackvity, Afro Tech, The Black Effect podcast Networking

0:29:57.480 --> 0:30:00.040
<v Speaker 1>I Heart Media was produced by Morgan the Bone on

0:30:00.120 --> 0:30:03.800
<v Speaker 1>In Me Well Lucas, with additional production supported by Love

0:30:03.840 --> 0:30:07.920
<v Speaker 1>Beach and Marissa Lewis. Special thank you to Michael Davis

0:30:07.920 --> 0:30:10.800
<v Speaker 1>since the car savan ya you know, like the wine. Yes,

0:30:10.880 --> 0:30:14.000
<v Speaker 1>that's his real name. Learn more about my guests and

0:30:14.000 --> 0:30:16.880
<v Speaker 1>other tech disruptres and innovators at afro tech dot com.

0:30:17.200 --> 0:30:19.320
<v Speaker 1>The video version of this episode will drop the Black

0:30:19.320 --> 0:30:21.680
<v Speaker 1>Tech Green Money on YouTube next week, So tap in

0:30:23.160 --> 0:30:25.800
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<v Speaker 1>rating on iTunes. Go get your money, Peace and love,