The Wisdom Wall
15 quotable lessons, heuristics and mental models. Every one is playable at the moment it was said. No fortune cookies allowed.
“forget about your hobbies, you're not gonna be a good friend, son, daughter, mother. You gotta ruthlessly prioritize, identify the things that really matter to you, and only do those things. It's not a good time to have a work-life balance.”
“the way I would suggest would be a better way to do it is take a small slice of it. Like the, uh, the amount that you would give like an early VP or, or someone who's, who's, who's high up in the organization, but not, not a founder and give and invest that portion over four years and then have the rest vest at, uh,…”
“sales or marketing or anything on the revenue side pays off at a pays off faster, but at a lower ultimate rate, um, engineering resources and actually making the product better, creating that extra feature that wins you extra deals pays off at the highest rate, but over a longer period of time.”
“I think that the rule is debt before equity. If you can get it, it's cheaper. Equity capital is super expensive. You can't get debt until you already have revenue. Once you can get debt, you should get debt. You stack equity on top of it. But even if you just push your, the equity round back six months, you're, you,…”
“so if someone who's purchased Zoho is, is showing that they're more cost conscience, they're, they're willing to take shortcuts. They want the cheaper thing. Um, and so it, it, uh, It, they're less likely to purchase add-ons of this nature.”
“The reason they assume this is because a lot of the SAS debt providers are doing year long deals. That's really risky because you're basically You're, you're saying you're going to pay their debt back with more debt, but you know, we're standing on the barrel of a recession right now. They may, they, they may or may…”
“We do reach out to even as just someone who looks like a single seat deal will at least reach out to them and, and, and ask them if they have questions about how to, how to use the product. You know, we'll set it up for them, get them successful. That call usually takes 20 minutes or so, and, uh, even 15 minutes. And,…”
“You don't have to have a huge podcast. You have to have a podcast that is very specifically valuable in some way to a very specific group of people, your ideal customer profile. And, you know, some people have larger TAMs than others, and so it can be more broadly applicable. But, you know, if, if. 300 people are…”
“the trade-off being there that, that often, if you're doing well, that ends up being a much, much more expensive debt. If you're, if you don't do well, then that ends up being cheaper debt because the, the exchange in exchange for the warrants, you don't, You, you pay a much lower, uh, APR, but there, if you do well,…”
“there, I've got a seasonality problem, problem being that people don't buy software in November or December and hardly in the first half of January.”
“That, that providers love to give you an umbrella when it's not raining and take away the umbrella once it starts raining. Perfect. So they, they, when times are bad, they'll often demand you pay back faster and they'll have terms in your contract.”
“as you get larger, I think the, the, the prices come down to more around 17, 16, 17, 18%. Um, and, and that's, that, I think that's much more reasonable for, for a more mid-sized company. You know, if you're over three million dollars, I think you could, you start creeping into that area.”
“It's a, it's a great product for companies that throw off cash. Right. So if, if you have a, if you have a, A nice MRR and a growing MRR. It's a, it's a nice way to raise money. Obviously it wouldn't be a good fit if you're, you know, for a lot of companies that don't, that are capital hungry, but, but don't bring in a…”
“the more you can match your spend with the money that you're bringing in, the lower your ultimate cost of capital is going to be because you're holding the money in your bank account for less time.”
“we tell them what that, how much they're going to save. Like we actually like do the math. Like we don't just say 20, 20%. We say, oh, and that's going to come out to 75 dollars.”