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Slashing Churn Rates, Visa Side Hustles, YC S22 Demo Day Faves • Technology Flow

I love it when a plan comes together.

A few weeks ago, I found a Twitter thread by Sam DeBruhl, Heyday’s co-founder and head of marketing, who explained how he and his co-founder cut down on customers by improving their onboarding process.

I sent him a DM asking if he’d like to adopt a thread for a guest post on TC+; He said “yes,” and we published it earlier this week.

It doesn’t matter how many new customers you onboard each month if new users can’t quickly figure out how to use (or benefit from) your products.


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That’s why marketing and product teams need onboarding goals, says Sam, who explains the strategies he used to insert themselves into the customer journey and how those changes helped them reduce turnover by nearly 3x.

Thanks again to Sam for sharing the benefit of his experience! If you have solved a problem at your organization and are interested in sharing your solutions with an audience, please review our recently revised submission guidelines.

I think Technology Flow first, I host Two Twitter Spaces on Tuesday, September 13. These should be lively conversations, so I hope you’ll join us; Details are below.

Have a wonderful weekend,

Walter Thompson
Editorial Manager, Technology Flow+
@your protagonist

5 Metrics Series A Investors Look For in Dev-Tools Startups

Steel chain links are connected with a red paperclip in the middle, on a white background, cut out

Image Credits: I like that one (Opens in a new window) / Getty Images

The median Series A raised by developer-tooling companies fell to $47.5 million in Q3 2022, “the lowest since early 2021,” wrote Rock Garg, principal at Bain Capital.

After meeting with hundreds of companies since the recession began, Garg has written a fundraising guide for seed-stage entrepreneurs hoping to get to the next level.

“I’ve noticed one common trait among founders who have raised successful Series A rounds: They’re great at telling their companies’ stories,” says Garg.

Dear Sophie: Can I start a company or side hustle on a TN visa?

A lone figure at the entrance to a maze hedge with an American flag in the middle

Image Credits: Bryce Durbin/Technology Flow

Dear Sophie:

I am a Canadian citizen working in the US under a TN visa as a software engineer, I want to start my own company or at least earn money through a side hustle.

Is this possible in my TN or is this the only way I can do it through green card? If so, is it possible to get permanent residence as TN is non-immigrant intent?

– Smart Canadian

Twitter Space: A Gen Z VC Speaks Out

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Image Credits: Anastasia Yanishewska / EyeEm (Opens in a new window) / Getty Images

According to Andrew Chan, senior associate at Builders VC, GenZ investors are “still a bunch of kids, even me.”

In the Twitter space Tuesday September 13 at 8 am PDT/11 am EDTChan joins me to share his views on how “Gen Z is not a true investing trend”.

The Twitter space: What can today’s entrepreneurs learn from the 2000 dotcom bubble burst?

381632 01: The Pets.com Sock Puppet.  The San Francisco-based pet products company is best known for commercials with a sock-puppet dog and slogan. "Since pets cannot drive," It said on November 7, 2000 that it was closing after failing to find a financial backer or a buyer.  (Photo by Chris Hondros/Newsmakers)

Image Credits: Chris Hondros (Opens in a new window) / Getty Images

In 2000, many high-flying Internet startups became smoking craters. Anna Barber was VP of Product at Petstore.com when her company was sold in a fire sale to their biggest competitor, Pets.com.

“We’ve laid off all of our staff except for one person, who is working with the CEO to close the company and settle with all of our creditors,” Barber said. “That person is me.”

Pi Tuesday, September 13 at noon PDT/3 pm EDT, Barber joins me to talk about how today’s startup operators can avoid many of the missteps entrepreneurs made during past recessions. Bring your questions!

Want to survive the crypto winter? Start by instilling control confidence

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Image Credits: Expansio (Opens in a new window) / Getty Images

Crypto entrepreneurs still have room to grow, but they are well-served to get on the good side of regulators, says Stephen Aschettino, US head of fintech at law firm Norton Rose Fulbright US LLP.

“To seize new opportunities and stay competitive as the seasons change, regulatory clarity is critical.”

11 of our favorite companies from YC’s S22 Demo Day

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Image Credits: Bryce Durbin

This week, 240 companies pitched themselves at Y Combinator’s S22 Demo Day, a sharp decline from the 402 that participated in the Winter ’22 session.

After listening to more than 100 presentations, Technology Flow staff members Anna Heim, Christine Hall, Tage Kane-Okafor, Kyle Wiggers, Natasha Mascarenhas, Alex Wilhelm and Andrew Mendez chose their favorite companies.

  • Metroport
  • Anchor
  • Hilos
  • the capsule
  • Notex
  • feather
  • Gullak money
  • Shinkey Systems
  • Relay
  • Pana
  • Chaudek

Note: “These are startups that are unique to us for one reason or another. They are not endorsements and are sometimes just for fun.

10 of our favorite startups from YC’s S22 Demo Day: Part 2

yc school

Image Credits: Getty Images

Here are the companies from Day 2 that caught the eye: Mary Ann Azevedo, Natasha Mascarenhas, Amanda Silberling, Anna Heim, Andrew Mendez, Alex Wilhelm and Kyle Wiggers:

  • Cashin
  • axle
  • Spiny Squirrel
  • Decord
  • the moment
  • Tangia
  • Paige
  • Shining
  • Bindu
  • Birch Biosciences

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