Alina Vandenberg, co-founder of Chili Piper, discusses her unconventional approach to employee growth and company culture.
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“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.”
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More from Alina Vandenberg
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 VandenbergFeb 18, 2025▶ 3:47This 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 VandenbergFeb 18, 2025▶ 4:10This 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 VandenbergFeb 18, 2025▶ 9:11This 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 VandenbergFeb 18, 2025▶ 7:05This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO
AssertionNot 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 VandenbergFeb 18, 2025▶ 3:11This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO
AssertionNot 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 VandenbergFeb 18, 2025▶ 9:27This CEO Does $50m/yr and is moving to a Flat Org Structure, ChiliPiper CEO
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