While the mistakes never end, the nature of the mistakes does change a bit as you scale up.
At the same time, as I look back at those mistakes, some of the lessons learned when the company had 25 people remain. I also sadly realized that I didn’t fix all those issues from 3.5 years ago.
The two biggest challenges that I continue to grapple with are:
Communication is definitely tougher with size.
At 25 people, everyone kind of knows what is going on through osmosis. It’s not perfect, but it sort of works.
You also have a team that joined a riskier, pretty early-stage company, so to some extent, the folks who signed up expect it.
At 200, communication is critical.
I struggle with communication on three fronts: frequency, format, and granularity.
Doing a regular one-hour all-hands seems expensive and unproductive, especially given there is no way everyone will attend, and the format is not great for creating an understanding of topics, opportunities, and challenges the company faces. It feels superficial/surface-level.
Emails sort of work, but you lose tone there. I probably should explore a recorded online briefing next.
And then there is deciding what to share. If we start talking CAC and LTV, some folks love it and some are bored. There is no perfect set of content that everyone will find beneficial, interesting, and/or useful.
To some extent, this is a high class problem (it’s much better than not scaling) — but it is important we figure it out, especially as this problem likely only gets worse as we move to 500 or 1000 people.
I’ll dig into my concerns on maintaining culture in the next newsletter.
Old dogs, new tricks
Retail companies are turning to AI, with companies like Walmart using the tech for shelf-scanning robots to manage inventory.
Friday’s client-only note covered meal kit valuation multiples, Netlix domination, the dog walking ecosystem (wtf), and more. If you’re a client and you missed it, check it out here. You can view all notes here.
But what is it?
Gene-editing technology known as CRISPR has far-reaching applications, from creating designer babies to saving endangered crops.
We explain this technology and look into potential uses and controversies in our What Is CRISPR? analysis. This Thursday, you can tune into our 15-minute CRISPR flash webinar. Sign up here.
The Future of Fintech kicks off on June 19, which gives you 21 days to buy tickets and 3 days to pay at current prices. Ticket prices go up June 1.
You won’t want to miss:
Partying at NYC’s iconic Rockefeller Center during the Welcome Reception
Day 1: Adena Friedman, CEO of Nasdaq; Mick Mulvaney, Acting Director of the Consumer Financial Protection Bureau; Joe Lubin, Co-Founder of Ethereum, and more.
Day 2: Sheila Bair, Former FDIC Chair; Kenneth Lin, CEO of Credit Karma; Mario Schlosser, CEO of Oscar, and more.
We have less than 100 tickets — get ’em before they go. Save $500 by using the code 3days.
The Industry Standard
CB Insights data is the most trusted by those in the industry and the media. A few recent hits.