Alina Vandenberg

Co-Founder & Co-CEO, Chili Piper · 1 appearance on the record.

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founderexecutiveoperatorLinkedIn ↗chilipiper.com ↗

She co-founded Chili Piper in 2016 alongside Nicolas Vandenberghe, scaling the B2B demand conversion and scheduling platform past $50 million ARR with a fully remote, flat organizational model. Before Chili Piper, she led mobile product development at Reuters, Bloomberg, and Pearson, and later co-founded the nonprofit foundation Citizens Of Our Planet.

7statements → 2claims → 0claims resolved → 4/5average certainty → 2.43/5average debate potential →

2 not checkable as stated how the 2 claims stand · each chip opens the sources

2 assertions · 3 insights · 2 disclosures · every statement was checked. The predictions and assertions are the 2 claims: statements the public record can support or contradict. 0 are resolved, and 2 name no date, number or outcome precise enough to check. Everything else (opinions, insights, what ifs, disclosures) can never be settled by the record, so it carries no assessment.

What they said7 Episodes1

Everything Alina Vandenberg said on Top Founders that made the record, most notable first. Filter by type, assessment or year in the ledger →

Insight

Alina Vandenberg says traditional corporate organizational hierarchies are broken

“And that is the traditional org chart in which we all have an SVP, a VP, a director, an IC is broken. I believe that the best way to run a company is by having a flat structure.”

Alina Vandenberg Feb 18, 2025 ▶ 3:47 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Insight

Alina Vandenberg says the traditional advice to hire senior leaders fails

“So what he's referring to by Founder Mode is that we're told that we can run our company by hiring great people and get outside of their way. Senior, great people. That sounds lovely in theory, in practice, because we're founders and we're very particular abou…”

Alina Vandenberg Feb 18, 2025 ▶ 4:10 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Insight

Alina Vandenberg says European and Outlook-using prospects close significantly slower

“We also observe that we're gonna sell less well if, sorry, they're based in Europe, they take forever to close. If they're on Outlook, for some reason, people that use Outlook, they're a lot slower to make decisions as well and if they're a traditional company…”

Alina Vandenberg Feb 18, 2025 ▶ 9:11 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Disclosure

Chili Piper killed its inbox product over Gmail and Microsoft friction

“We actually had, at some point, an inbox as well, and the inbox was allowing buyers to see their entire buyer's journey and see who at the company emailed, what they did, and so forth. We killed it because we realized that it's going to be so hard to get peopl…”

Alina Vandenberg Feb 18, 2025 ▶ 7:05 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Disclosure

Alina Vandenberg personally helps unhappy Chili Piper employees find outside jobs

“If I can't find a job in our company that makes them happy, if I don't find the path for them to grow them in my company, I'm going to find them a job outside. And I really go outside of my way to find them a perfect fit.”

Alina Vandenberg Feb 18, 2025 ▶ 11:41 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Assertion Not checkable as stated

Alina Vandenberg says Chili Piper is cash break-even and growing

“There are a lot of things that have happened this year, but we're cash break even, and we're continuing to grow.”

Alina Vandenberg Feb 18, 2025 ▶ 3:11 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Assertion Not checkable as stated

Alina Vandenberg says Chili Piper books 500 meetings quarterly using AI

“That's how we managed to book 500 meetings a quarter”

Alina Vandenberg Feb 18, 2025 ▶ 9:27 This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO

Appearances (1)

Episode	Date	Speaking time
This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO	Feb 18, 2025	12m

Alina Vandenberg

Appearances (1)

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