The bootstrapped are coming, the bootstrapped are coming

Welcome to Startups Weekly, a fresh human-first take on this week’s startup news and trends. To get this in your inbox, subscribe here.

Bootstrapped startups, or companies that use their own revenue or existing cash flow to fund growth instead of relying on external capital sources, sit in a very separate box than venture-backed startups. By nature of asset class, bootstrapped startups prioritize revenue to keep alive, while venture-backed startups prioritize growth to keep investor buy-in for future runway needs. Bootstrapped companies follow less of an exponential growth curve, while venture-backed companies need to be an outlier.

Enter a downturn and both sides get a tad more interesting. The built-in business discipline of bootstrapped startups may feel especially downturn-proof as the overfunded companies announce rounds of layoffs. As venture starts to be more interested in the stable fundamentals of the startup bunch, is it the bootstrapper’s time to swing big?

For Healthie, a payments processor for healthcare companies, now felt like the right time to get on the “treadmill” of venture capital after six years of bootstrapping, according to co-founder Cavan Klinsky.

“If you’re a bootstrapped company who is not yet on the [venture] treadmill, you have that kind of optionality or that ability to choose when to get on,” he said. “Once you’ve already raised a bunch of ventures, you’re kind of building a business for venture scale, whereas if you are bootstrapped … you can be really really opportunistic about what that right time is.

For my full take, read my TechCrunch+ column: Will once-bootstrapped startups turn to venture during a watershed moment?

In the rest of this newsletter, we’ll get into a play on Honey for the real world and behind some significant layoffs happening in tech. As always, you can support me by forwarding this newsletter to a friend or following me on Twitter.

Deal of the week

If Pogo had its way, you’d get paid every time you stroll down Market Street in San Francisco. Or check your email. Or open its app. The only catch is that you give your personal data to the consumer-focused fintech in return. Put differently, Pogo wants to give users cash in return for their data.

I dug into the startup, which just raised a $12.3 million seed round led by Josh Buckley and a previously unannounced $2.5 million pre-seed round, and its goals for TechCrunch this week.

Here’s why it’s important:  Pogo is going to have an intimate window into someone’s life, from where they live to their favorite coffee shop to just how many subscriptions they own. It’s similar to what a bank would see, but it’s a venture-backed startup that it wants you to trust.

The Electronic Frontier Foundation, a nonprofit that has defended civil liberties in the digital world since 1990, describes the idea of exchanging data for money as “data dividends.” In an essay, the organization urges consumers to rethink if getting money for their data really fixes the existent imbalance between users and corporations.

The EFF asks a series of questions, such as who will determine what the cost of certain data is and what makes your data valuable to companies? Plus, what does the average person gain from a data dividend and what do they lose in exchange for that extra cash?

The layoffs continue

There were a number of significant layoffs this week, not limited to but including:

Here’s why it’s important: This format almost doesn’t work for layoff coverage, because it’s clear why people losing jobs is an important dynamic to cover. What’s new more recently, which I’ll get into next week, is that we’re seeing founders conduct two rounds of layoffs in quick succession.

If you missed last week’s newsletter

Read it here: “Great Resignation meets Great Reset meets (Great R…un down those valuations please).” I also recorded a companion podcast with my co-author on the piece, Anita Ramaswamy, which you can listen to here: “A niche facet of startup employee pay, explained.” 

Any requests for topics for me to dig into, either on Startups Weekly or on the show? Tweet me a big question and I’ll take a swing at it, either on an upcoming Startups Weekly or on the podcast.

Seen on TechCrunch

Equal Ventures has a new pair of funds, filings show

Instagram gets worse with dark patterns lifted from TikTok

If you think Instagram is bad now, you won’t like Zuckerberg’s plans

Here’s why a gold rush of NLP startups is about to arrive

Sports community platform Stadium Live raises $10M to expand its digital world for Gen Z

Seen on TechCrunch+

Build a solid deck for your quarterly board meetings

Venture investors shrug at proposed changes to US carried interest taxation

Pitch Deck Teardown: Alto Pharmacy’s $200M Series E deck

You can now get startup shares on the cheap

The right questions to ask investors when fundraising in a down market

Ok! I’m headed to the mountains. Until next time,

N