Rob Woollen

16 statements across 1 episodes · 3 bullish · 4 bearish · 1 people on the record · first statement Jun 30, 2025 by Rob Woollen · across every show →

On the record as a speaker too: Rob Woollen's record, appearances and statements → this page counts the times other people say the name.

Everything said about Rob Woollen, oldest first

Jun 30, 2025
Insight
Woollen: Early test users rarely tell founders an idea is terrible
“It's very rare. Someone's gonna be like, I think your idea is terrible. I would never ever use this, right? They, Tend to give you some sort of positive thing.”
Rob Woollen Jun 30, 2025 ▶ 31:29 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Insight
Woollen: The BI market gets disrupted by new waves every 5 to 10 years
“It seems to go through these waves every, like, five or 10 years where a new crop of companies come in, a lot of the existing ones seem to get acquired, and then sort of fizzle out, and then this new wave takes over”
Rob Woollen Jun 30, 2025 ▶ 19:11 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 negative
Assertion Not checkable as stated
Woollen: Two of Sigma's five team members quit after year one
“And then actually two of the people were just like, yeah, we do this for a year. We, we're gonna, we're out. And so we went from a team of five back to a team of three”
Rob Woollen Jun 30, 2025 ▶ 24:14 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 bullish
Assertion Not checkable as stated
Sigma Computing tripled revenue three consecutive years from $3M to $27M
“Yeah, we, I think three years in a row tripled the company. So, you know, it was like three, nine, 27, something like that.”
Rob Woollen Jun 30, 2025 ▶ 52:05 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Insight
Product-market fit arrives when major deals close without any founder involvement
“I think for me, the first, like, sort of sign of Product Market Fit was, we were signing customers that were paying us, you know, as much or more than all these ones that I had personally, like, spent all these, you know, hours on hand-holding, And I'd never e…”
Rob Woollen Jun 30, 2025 ▶ 53:21 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Insight
Woollen: Prototypes must look polished to get meaningful product feedback
“You have to make things that people aesthetically like, and they feel like, you know, it looks polished enough that they don't focus on that. They focus on the actual product feedback”
Rob Woollen Jun 30, 2025 ▶ 32:04 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Assertion Not checkable as stated
Sigma built a spreadsheet-to-SQL prototype in three weeks for a Snowflake meeting
“And so, we once again threw away everything we'd done, and in essentially, I think about three weeks between the time we set the meeting, when we actually showed up there, we built a brand new interface, one that looks like a tiny part of our product right now…”
Rob Woollen Jun 30, 2025 ▶ 38:29 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 negative
Insight
BI tools overfocus on technical users; most people shouldn't learn SQL
“The sort of business intelligence applications is they really focus on technical users. So if you could write SQL or Python, you could do whatever you want in them to give them a really powerful interface, but the vast majority of people, they're not going to …”
Rob Woollen Jun 30, 2025 ▶ 14:29 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 neutral
Assertion Not checkable as stated
Woollen: Sigma's target problems are identical to its 2014 founding document
“That was probably January or February of 2014, and I recently found some document we wrote back then, and we sort of outlined all these problems in the industry at the time, and we've wavered a lot on exactly how we're gonna solve all those problems, but the a…”
Rob Woollen Jun 30, 2025 ▶ 14:02 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Insight
Prospective founders easily talked out of starting should definitely not start
“People ask me, should they start a company? And my answer very quickly is no. And the And the reason I say that is actually related to your question. I say that because if just talking to me and I tell, you know, you're convinced that like, oh, maybe I shouldn…”
Rob Woollen Jun 30, 2025 ▶ 8:39 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 positive
Assertion Not checkable as stated
Sigma Computing has officially crossed $100M ARR and 1,400 customers
“We're over a hundred now. We're over 1400 customers.”
Rob Woollen Jun 30, 2025 ▶ 52:31 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Assertion Not checkable as stated
Sigma Computing closed exactly zero new customers in the second quarter of 2019
“And so the next quarter, and I still see this on our on our company sort of dashboard, the next quarter we closed zero new customers.”
Rob Woollen Jun 30, 2025 ▶ 44:03 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025
Assertion Supported
Sigma raised an $8M Series A in April 2014 without a product
“We raised in April. But yes, we were able to raise and this is the part where I'd say we're very fortunate in that we had long track records. So we were very well known people to the investors. But the investors gave us an eight million dollar, a series A out …”
Rob Woollen Jun 30, 2025 ▶ 16:22 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 negative
Opinion
Big tech acquisitions inevitably slowed down Looker and Tableau product development
“I think big company acquisitions like that, just, it's really hard to do anything but slow down the team. And frankly, that's what we've seen in both those cases.”
Rob Woollen Jun 30, 2025 ▶ 19:45 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 positive
Insight
Woollen: Founders finding traction after long pivots must mentally reset to Day Zero
“You also have to sort of mentally, you know, you're at day zero. Like it doesn't matter that you spent three years trying to build stuff. You're at day zero and you have to be like ready to fight from day zero, not ready to fight from over, you know, four year…”
Rob Woollen Jun 30, 2025 ▶ 46:39 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
Jun 30, 2025 negative
Assertion Not checkable as stated
Salesforce decisions heavily relied on spreadsheet guesses ten years ago
“At least 10 years ago when I was there, the company was still largely run on hypotheses, you know, spreadsheets with some guesses in it. Like they couldn't, the vast majority of people that were making the important decisions couldn't really leverage all of th…”
Rob Woollen Jun 30, 2025 ▶ 6:59 He went 7 years with no revenue— then grew to $100M ARR. | Rob Woollen, Co-Founder of Sigma · PMF Show
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