Calendly, every mention

23 scenes · ← back to Calendly

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every year anyone Harry Stebbings 17Annie Pearl 10Joost de Valk 5Jason Lemkin 5Marvin Liao 3Kieran Flanagan 3Rory O'Driscoll 1Edwin Chen 1Dan Siroker 1

Verbatim, from the transcripts: the passages where Calendly comes up

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NVIDIA Crushes Quarter | OpenAI Cuts Off Cursor | Instinct Hits $2.5B Valuation Sep 3, 2026 · 1 mention

Anthropic's $30T Assumption & OpenAI Confirms IPO | Why Customer Service & Robotics are Overinflated Aug 27, 2026 · 1 mention

Surge CEO & Co-Founder, Edwin Chen: Scaling to $1BN+ in Revenue with NO Funding · 20VC with Harry Stebbings Jul 21, 2025 · 1 mention

  • ▶ 6:36 Edwin Chen Like, oftentimes, like, I will just give people my calendar, my Calendly, and they're just surprised at how blank it is because I try to avoid filling my meetings all day.

Jason Lemkin: Why Pricing is Worse Than Ever and There is More Funding Than Ever | E1157 · 20VC with Harry Stebbings May 27, 2024 · 3 mentions

  • ▶ 1:22:35 Jason Lemkin They have some good investments, but there's no way they're going to make four hundred million as GPs off Calendly is great. 3 times in the scene

Dan Siroker: Second-Time Founders Are More Investable & Why Not To Hire People Out of College |E1153 · 20VC with Harry Stebbings May 15, 2024 · 1 mention

  • ▶ 45:08 Dan Siroker One, the one thing I actually really recommend, so before I did this public fundraise, the way I actually practiced and actually got the story in a pitch right was anytime prior to that some investor would reach out, I would actually send…

Guy Podjarney: $7.4B Startup Founder; How to Analyse Market Size; Good vs Great Messaging | E1018 · 20VC with Harry Stebbings May 24, 2023 · 1 mention

Joost de Valk: How I Founded Yoast; The Ultimate Guide to SEO; The Threat of AI | E1000 · 20VC with Harry Stebbings Apr 12, 2023 · 5 mentions

  • ▶ 20:31 Joost de Valk So something like Calendly, which I see a lot of people use and love. 5 times in the scene

20Product: When to Hire a CPO, The Three Different Types of CPO, How To Know What You Need, How To Structure the Hiring Process, What Are the Must-Ask Questions, What Tests and Case Studies Should Be Used, How Should Their Compensation Package Be Structur Feb 3, 2023 · 4 mentions

  • ▶ 14:03 Harry Stebbings Now, Annie is the CPO at Calendly, the company that makes 2 times in the scene
  • ▶ 22:44 Harry Stebbings Honey Pearl from Calendly, CPO Calendly said on the show the other day that the biggest mistake that founders make when hiring CPOs is actually they have misaligned expectations and they bring someone in, but they still kind of want to own… 2 times in the scene

Maggie Hott: 3 Questions You Must Ask When Interviewing Sales Reps | 20VC #960 · 20VC with Harry Stebbings Dec 15, 2022 · 1 mention

  • ▶ 7:22 Harry Stebbings I don't know if Calendly does, but they would probably be the first that comes to mind, but I, I, I'm totally with you.

Jason Lemkin: Cold Email Tips; Why Only 15% of Founders Listen to their VCs | 20VC #954 · 20VC with Harry Stebbings Nov 30, 2022 · 1 mention

David Lieb: How I Founded Google Photos & Bump; Why I Left Google | 20VC #927 · 20VC with Harry Stebbings Sep 21, 2022 · 2 mentions

  • ▶ 41:16 Harry Stebbings I, Annie Pearl from Calendly, CPO at Calendly said on the show the other day that the biggest mistake that founders make when hiring CPOs is actually they have misaligned expectations and they bring someone in, but they still kind of want… 2 times in the scene

Calendly CPO Annie Pearl: Hiring Advice for Product; Calendly's Second Product | 20VC #921 · 20VC with Harry Stebbings Sep 1, 2022 · 18 mentions

  • ▶ 0:25 Harry Stebbings So you've led some of the most fantastic product orgs and most recently with Calendly. 2 times in the scene
  • ▶ 4:56 Harry Stebbings When you look at Calendly, you know, you have such strong brand recognition within a certain market and within a certain, like, specific function, like, role.
  • ▶ 5:18 Annie Pearl So I think about Calendly as our history and where we've come to date, we really started off as this very horizontal scheduling automation platform, right? 6 times in the scene
  • ▶ 11:19 Annie Pearl And so Calendly, what we started to see was these core ICPs, sales, recruiting, you know, um, our, our customer experiences teams within organizations starting to become, um, you know, some level of, of mass, right? 3 times in the scene
  • ▶ 32:09 Harry Stebbings I just don't know Calendly as a business anywhere near as well as you do, and so it might be quite a base strategy to you. 3 times in the scene
  • ▶ 41:32 Annie Pearl Uh, what we use at least at Calendly.
  • ▶ 46:50 Harry Stebbings Which product leaders outside of Calendly do you most admire? 2 times in the scene

Kieran Flanagan: Hiring Tips for Growth; North Star Metrics; Hubspot's Mistake | 20VC #916 · 20VC with Harry Stebbings Aug 10, 2022 · 3 mentions

  • ▶ 12:30 Kieran Flanagan Then you have product-led companies like Calendly, Miro, Figma, and what they do is they have a marketing team that help acquire the demand, and then a product team that sits within the product team that's centralized, that does the…
  • ▶ 45:27 Kieran Flanagan And so like you have a Calendly, which is applicable to anyone, right? 2 times in the scene

20VC: Lightspeed Partner, Merci Victoria Grace on The Future of Collaboration Tools, Bundling vs Unbundling, Synchronous vs Asynchronous & What It Means To Productise The S*** Out of Venture Jun 8, 2020 · 1 mention

20 VC 083: 500 Startups Week: New Funds, Startup Mentoring and Dave's Masterplan with Marvin Liao, Partner @ 500 Startups Oct 28, 2015 · 3 mentions

  • ▶ 20:50 Marvin Liao Um, and the other, other tool that I love is Calendly.com. 3 times in the scene
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