4 years ago I had a great idea.. I'd invest my time, technical expertise & intellectual property in startups as an investor . It's certainly a not a new idea and I won't be the last person who thinks of it. Here's why I didn't work for me.
When I started Propulsion there wasn't anything called a Product Incubator not in NYC anyway. There were a couple of companies doing it but not as their main focus. So I did a ton of research, talked with founders, investors and they loved the idea. Founders were struggling to find tech cofounders and engineers were getting burnt out trying to do everything by themselves. Everyone needed a team and I could provide that.
I went to Cofounderslab & meetups. The pitch was simple; let's build web & mobile products as an investment in a startup and if the startup is able to get funding and traction we'll have our people join the startup. If the idea took off we'd all join. The idea resonated with engineers in a big way, when no one else could find a tech cofounder, I recruited 12. There was no way to know it at the time but that was the first false validation. Of course the engineers didn't all stick around.. Most of them were not really committed, they just wanted to get rich quick and they walked when it came time to sacrifice and put in real work (keep this in mind, it's a reoccurring theme in early stage startups). By year 2 we had 3 partners and a bunch of employees.
I didn't do this in a vacuum. I met the other companies and got advice from their CEOs. The guy from Startup Giraffe is the one I think of most right now. When I met him, he was exhausted and cynical. He warned me against taking this direction. I thought I had learned from his mistakes but I just made new ones. Here's what they told me and what I'll tell you.
As your going through it you don't know where you're making mistakes here are mine. Keep in mind, that I was pitched to by hundreds of founders. For each investment we took on, I had to speak to about 100-150 founders. It did get easier over time though. As I grew my network, friends started to send me higher quality leads. I've left this purposely general as I can't discuss some details.
One of our first investments. The founder was smart, charismatic, successfully built & sold multiple companies, had tons of industry connections, had big well known customers lined, impressive board of directors, mentors, & brought me in to the pitches. Everything a startup should have right? We built the MVP and it just sat there. We had some interest but after about 2 years it was totally dead. The lesson learned here was we had made the investment and the founder didn't have any skin in the game. It was easy for him to work on other things and when the time came they were able to walk with very little pain other then a bruised ego. So we took that lesson forward.. Founders have to be as invested in the product as we were.
Our next investment was a disaster.. The writer of a popular startup book introduced us to a startup in the midwest. One of the partners was a product manager from one of the largest tech companies and managed a product line worth hundreds of millions of dollars & the other partner was a serial entrepreneur with exceptional domain experience and a network of customers. They had contracted some college kid in India to build his V1 product (not MVP) and the guy just disappeared. They needed someone to finish it up so they could finalize their seed funding round from a bunch of rich friends. I talked to the investors and they assured me the money was there, they just wanted proof the product could launch. A jr partner of mine audited the code and he said it wasn't good but it was workable. He totally blew the assessment! We took on the deal and that partner started to work on the code. Except every time he made a change it broke everything. A months worth of work was dragged out to 3 months. The delay caused the founders to fight non-stop and the startup imploded. Our jr partner quit & I had to pay him off for his equity. All in all it cost us 50k plus time lost. The product did eventually launch but it was dead in the water. Not one single customer acquired!
This one is more of a cautionary tale then an investment. Word had gotten around and I was approached by a unicorn founder.. This guy had created a product that had a billion, let me repeat that BILLION dollar exit to major tech company. WOW talk about validation.!! But this person didn't make that much money from the deal. By the time the exit had occurred they really didn't have to much equity left. They wanted another bigger pay day. Their idea wasn't great, it was reductive (AirBnB for X) and a niche product at best but they knew what they was doing. So we went in to negotiations. It was clear they were figuring things out as they went along and kept moving the goal posts. At one point they switched their position and wanted me to be the CEO instead of them. They promised to be back me as a mentor and would be the product manager. They would open all the doors and get the investors on board. I was flattered but that made me super skeptical. Why would I be the CEO instead of them? They was far better qualified. But I went with it for a little while. In the end, they wanted 51% of the company, controlling interest, had the option to kick me out for no reason and wouldn't commit to anything they promised in a contract. After 3 months of work on the deal my partners & lawyer told me shut it down and I had to agree.
Our final investment is what did us in. We partnered with a founder who had their MVP developed, had investors onboard and was partnered with an ambitious and fast growing company that is a part of a large conglomerate. This company saw the startup as their way of testing a new business direction while keeping their risk low. They would be the buyer and the exit would happen as soon as we proved the idea. The startup was in the middle of a rebuild and my job was to bring the v2 product. Now this whole thing was a house of cards. The founder had made promises to everyone and was lying non-stop just to keep things going. Their MVP was supposed to have a propriety algorithm that was the core intellectual property that everything was going to be built on. Except they couldn't get it to work. The data science team that built it was supposed to move it to a new infrastructure and update it but they couldn't get it to turn back on. Since the core engine wasn't running, the dev shop that was doing the rebuild of v1 had built everything on dummy data. When we finally got the engine back online nothing the built had worked! The new v1 app had to have substantial rewrites, meanwhile the data science team were making changes without telling anyone which kept breaking things. Finally when the engine was back online I was able to test it and IT DIDN'T WORK! Four months in and I found out the core of the product was total B.S. I told the founder and they said ignore it, it's ok it didn't have to work, it just has to seem like it works. OMG! Well the delays caused the investors to drop out. That sent things in to a tail spin. The data science team just disappeared, the dev doing the rebuild of the v1 quit before it was finished. It was a disaster nothing worked it all had to be rebuilt from zero.Just as I started that the founder decided to change direction and wanted to spend 50-70k of our development resources on an investor pitch!! That was the nail in the coffin, you don't spend that kind of money to try to impress an investor.
After this last investment my partners and I realized this model couldn't work for us. We did have a somewhat successful dev shop and we could focus on that and grow it but no one had the energy to start over again, sowe decided to shut down the company and move on.
Here's my take away. Somethings I wish people would have been able to tell me.
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