small, medium-sized businesses

also referred to as: smb

6 statements across 3 episodes · 2 bullish · 1 bearish · 3 people on the record · first statement Apr 4, 2024 by Dharmesh Shah · across every show →

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

Apr 4, 2024 positive
Disclosure
HubSpot committed to SMBs permanently rather than moving upmarket to enterprise
“So one of the early kind of high conviction decisions we made at HubSpot was that we were going to focus on SMB as our target market.”
Dharmesh Shah Apr 4, 2024 ▶ 29:09 Zigging vs. zagging: How HubSpot built a $30B company | Dharmesh Shah (co-founder/CTO)
Apr 4, 2024 positive
Insight
Shah: 'Reverse gravity' inevitably pulls successful software companies upmarket into enterprise
“In software, there's what I call reverse gravity. Over time, the market will always pull you up, right? Because what ends up happening is that smart founders and smart management teams will look at the numbers and say, oh, well, as it turns out, our bigger cus…”
Dharmesh Shah Apr 4, 2024 ▶ 49:01 Zigging vs. zagging: How HubSpot built a $30B company | Dharmesh Shah (co-founder/CTO)
Apr 4, 2024
Assertion Not checkable as stated
Shah: At HubSpot's founding, Intuit was the only multi-billion dollar SMB software
“When HubSpot started SMB, it was literally like A hundred times harder to succeed at SMB, right? And we could not raise capital. Like, it was so hard because, I mean, the common argument was, like, there literally is exactly one company in the history of softw…”
Dharmesh Shah Apr 4, 2024 ▶ 48:10 Zigging vs. zagging: How HubSpot built a $30B company | Dharmesh Shah (co-founder/CTO)
Nov 9, 2025
Insight
Abel: Founders should pick SMB vs enterprise motions based on skill
“I think it's about like, what game does the founder best understand? Are they like an incredible marketer and have some like competitive edge for how they can like win a massive audience? I would say go SMB and marketing led. Or are they a bit more you know, r…”
Jen Abel Nov 9, 2025 ▶ 33:17 $1M to $10M: The enterprise sales playbook with Jen Abel
Nov 9, 2025
Insight
Abel: Having $10M in SMB revenue equals zero in enterprise sales
“Well, I, I'm a ten million dollar business. I'm like, in this small business space, you're zero dollars in enterprise. It's a zero to one right now in enterprise. It's a totally different game. It's a different value proposition. It's a different deal structur…”
Jen Abel Nov 9, 2025 ▶ 58:42 $1M to $10M: The enterprise sales playbook with Jen Abel
Nov 30, 2025 negative
Insight
Grosser: Segmenting solely by company size misses key sales differentiators
“A very, very typical company segmentation is small, medium, large. That's a rational way to do things. Small, you often have a single decision maker. Medium, you know, a small team, and large, it's complex, it's a committee, etc. So the buying process does cha…”
Jeanne DeWitt Grosser Nov 30, 2025 ▶ 1:01:17 What world-class GTM looks like in 2026 | Jeanne DeWitt Grosser (Vercel, Stripe, Google)
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