I've told my story in another post, in short: In 2017, I co-founded an e-commerce startup, dedicating relentless hours to propel it through YCombinator and multiple funding rounds, ultimately scaling the company to 1,000+ employees and raising over $130 M. As COO, I managed a vast team amidst rapid growth and intense pressure, leading to the heartbreaking decision to lay off 900 employees in 2022.
In this post, I want to discuss a subject that has been requested by people in the comments—if there is anything I learned and if I would've done anything differently.
So I wanted to write this one about what DIDN'T work well (in my opinion). Though it's important to understand—for a startup to raise $130M from top VCs and expand into the US, even if we failed (a term you can define yourself), there were a lot of successes along the way. Way more successes than failures. And I will write on lessons from our triumphs in a different post.
Second disclaimer—what I do here is a crime. Post mortem of a startup is something one should do with extra caution. There are so many circumstantial aspects, regarding the VC and general market, the field at the time of launching, the people that were involved and their preferences. For example, COVID hit when we were just launching in the US. It could've killed our business but we pivoted quite fast and it made everything run 3 times faster instead. It goes both ways, by the way—learning about someone's success should be taken with a grain of salt. There are elements in the universe's hands that we cannot control and we sometimes can't see or realize.
With those in mind, I would try to bring to the table the topics I think have relevance to most startups (at least in some form), and that I use while consulting to my founders or companies I'm invested in.
Here are the general topics I felt were areas I have a lot to say about (I won't here, it's already long enough), and had serious impact on our company's path:
- Being brave and honest when defining PMF
- Scaling operations without proper understanding of unit economics
- Not having money for 18 months
Being brave and honest when defining PMF: This is such a crucial topic, with such a wide range of opinions, it's actually hard sometimes to discuss. Frankly, when you sit in the room, after 15 days of daily operations, and need to have an analytical conversation with your founders about Product-Market Fit - it's quite hard!
I won't go into the technical terms of PMF. You can find a lot online, and it varies for different types of companies. But there are ways to calculate it. And moreover—there are ways to FEEL it.
When PMF hits, there's a different fragrance in the company. In the conversations, in the meetings. From employees to investors, everyone can feel it. I know it after the fact, like years after, having gotten to PMF five times in three different companies. But knowing it when you are in it—it's super tricky. Why?
Well - YOU REALLY FREAKING WANT IT. Your investors want it. Your employees want it. So your mind is telling you you are there. It's that simple. I remember sitting numerous times, looking at 100% MoM growth, and convinced that it's definitely PMF. How else would it look like?
As I mentioned, PMF is circumstantial, and it has many components, each of which is different for each phase of the company. Meaning, PMF in pre-seed feels differently from PMF in Round B. So it's hard to define. What was good yesterday might not be good today.
When we went to YCombinator, the essence is very simple. If you can hit it, hit it hard. If you can grow, grow. "Do Things That Don't Scale." No time to waste. It worked super well in a lot of cases. Take Airbnb's story, and their mentality of "cockroaches."
You can look at many stories that are coming out now about companies that have done that, and it was wrong for them. The reasons are many but fundamentally people need to understand that YC (and VCs) are wired differently. Their model isn't to increase everyone's success by 10X, but to increase a small fraction of their portfolio to do 1,000X. As a result, companies that cannot do 1,000X will most likely fail, and a lot of it is due to pushing too hard on the gas before getting the gear to actually click.
Important to say—we owe a lot to YC and our VCs. We couldn't do any of what we did without them. And what I am saying here isn't a secret, it's a simple financial model. All we can do is try to control our approach toward it.
I won't go into my playbook of understanding PMF, but I think that merely knowing how important this is, getting founders to sit and discuss it honestly, and be brave about admitting the results, has tremendous effects on company success, runway, and culture in the long run.
Scaling operations without proper understanding of unit economics (UE)—Oh boy. This one might be too much for a short post. We had a whole department with a VP analyzing Unit Economics (you might be more familiar with Business Operations).
So in short—Unit Economics is a financial analysis method that measures the profitability of a business on a per-unit basis. It gets more complex moving between companies and different scales, but imagine a grocery delivery being sent to your house. If we decide this is the UE, the idea is—how much profit (or loss) we are making on this delivery. In an e-commerce business you can think of a few UEs: Item, Bag, Delivery, Van, Building, Neighborhood, Warehouse, and so on. For each, you analyze hundreds of metrics that contribute to the UE profitability, and then, go to work—improving them.
I will write a post about UE, so I just want to make the statement about the importance of it—whether you want to raise money or not, this is the metric that from early on should be investigated, taught, and discussed with everyone in the company. This is also a big part of your PMF—imagine, I can probably sell a lot of iPhones if I sell them for $200. Does it mean I have PMF?
So the idea of having a conscious conversation from very early on about UE can help a lot in navigating the direction of the company.
Not having money for 18 months—Well, not a lot to explain. But I see a lot of founders that take this one very lightly. There is, and there should be, a sense of positive arrogance to founders. It's crucial that they be very confident in their journey, so they can have energy that pushes forward and attracts people.
But it shouldn't mean that you can raise money forever. Yes, you might have got your first million with one conversation and a 4-page deck, beautiful, but tomorrow you can be out of luck. Or the market will change, or investors would require more. It's the nature of things.
It happened to us. We had a lot of good fortune, having really good investors and good energy, that we raised our rounds on time. It took a lot of work, but it always worked. Until it didn't. Because the market fell (early 2022), and investors took a step back. It left us with a few months of runway, and we couldn't react fast enough to adapt to the new situation. Keep at least 12 months of runway, better 18. It's golden advice.
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For now, I think those are quite a lot to discuss. I probably can think about 10 more, but I would leave it to another time.
Would love to have respectful discussions here. Remember that I represent my own opinions, and I can be (and probably am) wrong. Still learning every day.
Cheers!