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Matt MacInnis

Chief Product Officer @ Rippling

CPO at Rippling. Previously founded Inkling and worked at Apple.

β€œMatt MacInnis is the chief product officer and former longtime COO at Rippling, a unified workforce management platform valued at over $16 billion.”

Career History

CompanyRoleYears
RipplingChief Product Officer (formerly COO)2019-present
InklingCo-Founder & CEO2009-2018
AppleSr. Manager, International Education Markets~2001-2009

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Episodes (1)

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Quotable Clips

β€œIt's a very special and rare thing, and it gives me a superpower as a leader because I can lean on that when I'm ringing the oil out of somebody who's in the bored and tired zone.”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

8:27
β€œAnd so that's the way we work at Rippling. Everyone is constantly asking for more resources and of course where we can afford to and where it's appropriate new resources arrive, but it is really impor...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

12:22
β€œIt's got an awesome growth profile. So we should be really focused on the adoption metrics because I think that's going to be an important ingredient to low churn over time, removing friction from the...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

25:00
β€œThere are other parts of our product where I would say I don't care at all about adoption and am much more focused on foundational things like I said earlier, test coverage or whatever, just to make s...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

25:13
β€œAnd then you have the concept of beta. Beta is just volatility. Beta's not good. A high beta stock jerks around for no particular reason. It's discorrelated with the index. It's very high beta. Great ...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

26:12
β€œSo your ideal stock is a very high alpha, very low beta stock. They don't really come in that shape because alpha and beta tend to be correlated, but that's what you want when you buy a financial asse...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

26:28
β€œOur payroll product, we badly want the payroll product to be very low beta. We really don't want the payroll product to have any unpredictability or aberration, and so we're willing to accept more pro...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

27:44
β€œAnd the product quality list is lightweight in the sense that it just articulates in the simplest ways the standards we want you to meet when you ship a product. It doesn't apply to every product, not...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

30:32
β€œAnd the answer is we didn't have any line item in the PQL for feature flags. So I added a line to the fucking PQL that said, "You are allowed to have one feature flag that governs your entire product ...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

32:37
β€œThis framework, the PQL, given these lightweight checklists, iterated on consistently in response to everything we learn as we go, constitutes a very nice lightweight way to lower the beta of the syst...”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

32:59
β€œYou asked me a very simple question, I gave you a very long-winded answer, but these frameworks help me design systems that scale across one going to 2,000 technical workers.”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

33:22
β€œThe pickle emoji thing, the dancing pickle in Slack, there's a lot of-”
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Matt MacInnis

10 contrarian leadership truths every leader needs to hear | Matt MacInnis (Rippling)

33:53