small, medium-sized businesses

also referred to as: smb

4 statements across 4 episodes · 0 bullish · 1 bearish · 4 people on the record · first statement Sep 28, 2023 by Laura Behrens Wu · across every show →

Everything said about small, medium-sized businesses, oldest first

Sep 28, 2023
Insight
Behrens Wu: Hard tech requires domain expertise, but SMB software favors outsider perspective
“There are some problems where like, for example, if you're building like a hard tech startup, like you actually, you need the expertise in order to be credible, to know what you're talking about and to be able to build that product. For us, it was the kind of …”
Laura Behrens Wu Sep 28, 2023 ▶ 18:17 How young outsiders changed the shipping industry | Laura Behrens Wu (Shippo)
Feb 8, 2024
Insight
Cieri: The SMB software challenge is prioritization, not finding viable product adjacencies
“To me, one of the best things about working in the small business arena is just there's so many areas that we can help that I'm sure if we put effort into would work because the customer pain is there and the market's there. It's just kind of deciding how many…”
Michael Cieri Feb 8, 2024 ▶ 22:47 Lessons from Gusto & Square on Finding Your Product Wedge | Michael Cieri
Sep 5, 2024
Assertion Not checkable as stated
McCabe: Every VC met in 2011 said $100M SMB revenue was impossible
“When I started Intercom and was raising a seed around in 20 11, every single venture capitalist I met, and you remember that kind of era, told me that you can't build a hundred million dollar revenue business in SMB. Like, it cannot be done.”
Eoghan McCabe Sep 5, 2024 ▶ 5:31 Rebooting Intercom: Eoghan McCabe on Defying Silicon Valley Orthodoxy | Co-founder & CEO
Jun 19, 2025 negative
Insight
Cramer: Enterprise software startups mistakenly abandon their long-tail SMB customers
“One thing I see people do is they grow over time, they grow their business, become enterprise companies, and then they forget about what got them there. They forget about the long tail customer, the SMB or the mid market or something. And so many people do thi…”
David Cramer Jun 19, 2025 ▶ 1:33:46 How rejecting conventional wisdom grew Sentry to a $3 billion company | David Cramer (Co-founder)
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