Calendly, every mention

44 scenes · ← back to Calendly

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every year anyone Jason Lemkin 20Tope Awotona 18Mark Roberge 12David Cummings 9Ashley Smith 7Casey Renner 5Steve Sloan 4Kate Allering 2Scott Beechuk 1Parker Conrad 1

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

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Why Your Next Hire Should Report to an AI, Tragedy Apps, and Too Many AI SDRs? | The Agents #004 May 6, 2026 · 2 mentions

  • ▶ 46:26 Jason Lemkin Um, and give me all my personal contact information in case the Calendly didn't work.
  • ▶ 1:17:33 Jason Lemkin I got to click on someone's Calendly or wait to get a meeting or work with a crappy chat bot.

The Present and Future of AI in Sales and GTM with SaaStr's CEO and Owner's CRO Jan 21, 2026 · 1 mention

  • ▶ 35:53 Jason Lemkin And it does the whole Calendly scheduling, which is not, which has already been done, but it instantly connects it with the qualification so that that lead is qualified.

How to Use AI to Hyper-Customize Go-To-Market at Scale with SaaStr's CEO and Chief AI Officer Dec 10, 2025 · 1 mention

What Happens When AI Kills Your SaaS Growth? Live Q&A with SaaStr CEO and Founder Jason Lemkin Aug 27, 2025 · 3 mentions

From PLG to Enterprise to SMB: Insights from Calendly's CEO Tope Awotona Aug 25, 2025 · 31 mentions

  • ▶ 0:00 Jason Lemkin I mean, I know every quarter has been perfect at Calendly since inception. 2 times in the scene
  • ▶ 1:52 unnamed speaker CEO and Founder Calendly, Tok Awatana. 6 times in the scene
  • ▶ 4:46 Jason Lemkin Have these Calendly? 2 times in the scene
  • ▶ 5:54 Jason Lemkin And then we'll take some questions just to ground it because everyone uses Calendly, right?
  • ▶ 15:35 unnamed speaker By the way, a lot of people use Calendly because we're German based and Germans love Calendly. 2 times in the scene
  • ▶ 16:03 Tope Awotona If you get into the highly regulated industries, financial services, healthcare, there are some that initially perceive us as kind of being a rogue app. 9 times in the scene
  • ▶ 22:30 Tope Awotona And just sort of looking at Calendly as, well, they're sort of like some.
  • ▶ 25:39 unnamed speaker I have a question on, um, so what are your thoughts on Calendly's current paying ratio? 4 times in the scene
  • ▶ 28:31 unnamed speaker Uh, my quick question is about AI application with Calendly. 4 times in the scene

How to Build Top-Performing Sales Orgs with OpenAI's GTM Leader Maggie Hott Aug 6, 2025 · 1 mention

  • ▶ 26:12 Maggie Hott We did this at Slack, Webflow, OpenAI, and I know many other greats have done it like Calendly, New Relic, and Airtable.

SaaS + AI: It’s Time to Move Much Faster with SaaStr CEO and Founder Jason Lemkin May 21, 2025 · 2 mentions

How Revenue Leaders at Box, Calendly, and Lattice Scaled From $0 to $100M+ and Beyond Jan 24, 2024 · 12 mentions

  • ▶ 0:48 Kate Allering Calendly. 2 times in the scene
  • ▶ 6:05 Mark Roberge It's not something like a single person is going to download and start using it, like a Dropbox or a Calendly, and so, like, intuitively, there was probably a big question there,
  • ▶ 9:03 Mark Roberge And that's what really Kate did at Calendly. 9 times in the scene

How to Scale Go-to-Market Through IPO with ICONIQ Growth's General Partners Nov 30, 2023 · 1 mention

Rippling CEO Parker Conrad's Theory of the Compound Startup: Disrupting How We Think About Software Jun 27, 2023 · 1 mention

  • ▶ 25:15 Parker Conrad And it might be that a company that actually started out that was like, hey, we're going to do the compound startup for this sales stack and do, I don't know, something like CRM, but also call recording and lead routing and, you know,…

SaaStr APAC AMA with Jason Lemkin, SaaStr CEO Mar 10, 2023 · 2 mentions

  • ▶ 4:22 Jason Lemkin The CMO of Calendly just moved there by coincidence, so I now have one friend, the ex-CMO of Calendly, that's it. 2 times in the scene

Accel, Iconiq & Salesforce Ventures: "Where Venture Is Right Now: Gritty & Much Harder" at G2 Reach Dec 2, 2022 · 2 mentions

  • ▶ 1:50 Jason Lemkin So doing late stage and Calendly and Braze and all these great names, but he's also done A, B, C, D, E, F, G,
  • ▶ 40:56 Jason Lemkin Calendly, we don't need any new software, right?

Increasing Runway Without Sacrificing Growth with Norwest Venture Partners and Andreessen Horowitz Nov 3, 2022 · 1 mention

The Answers To Scaling, Hiring, And Everything Else: An AMA With Saastr Founder & Ceo Jason Lemkin Aug 25, 2022 · 1 mention

  • ▶ 16:12 Jason Lemkin They're painkillers, and then a lot of folks will say, well, great, another, you know, video app, like, I don't need, I don't need a Zoom or, like, Calendly, like, ugh, like, I mean, that seems dumb.

Doug Pepper, GP at Iconiq + Jason Lemkin of SaaStr: "Where Venture Is Right Now" May 6, 2022 · 1 mention

  • ▶ 1:12 Jason Lemkin He's gone on and done multi-stage, and now he's at Iconic, which is one of the leading later stage investors, where boy, he's kind of hit, uh, he's, he's, he's invested in, uh, so many of the hits of SAS, Canva, Braze, which just IPO'd, I…

The Most Common SaaS Sales Potholes and How to Avoid Them with Mark Roberge, HubSpot's ex-CRO Nov 19, 2021 · 2 mentions

Demystifying the Unicorn Buzz with the CEOs of Calendly, Algolia, and Contentful Nov 10, 2021 · 17 mentions

  • ▶ 1:38 Tope Awotona I'm the founder and CEO of Calendly. 2 times in the scene
  • ▶ 9:09 Casey Renner Because, you know, you, you are, you've been with Calendly from the, you know, very beginning, and so I've seen those hires through, and then, you know, you've not been, you know, at Contentful as long as Tope has been with Calendly, but… 2 times in the scene
  • ▶ 16:09 Casey Renner How many people here are Calendly users? 2 times in the scene
  • ▶ 16:50 Tope Awotona Yeah, I did not, I was not thinking about being a unicorn when I first, uh, thought about building Cali, and I'm glad I didn't, actually. 3 times in the scene
  • ▶ 26:51 Steve Sloan And so, like, I mean, I love Calendly. 4 times in the scene
  • ▶ 36:15 Casey Renner Full transparency, OpenView is an investor in Calendly, so.
  • ▶ 41:06 Tope Awotona Uh, with an individual user of Calendly that I could have sent to somebody else to take care of, but I want to actually learn firsthand what that, you know, what it is, what the opportunities are, what the challenges are with, uh, uh,… 3 times in the scene

State of the Cloud 2021 with Bessemer Venture Partners | SaaStr Software Community Oct 14, 2021 · 1 mention

  • ▶ 33:52 Elliott Robinson In the kind of meeting and calendaring space, everyone's kind of heard a little bit about Calendly and their story, one of the best bootstrapped and now VC backstories to ever happen in SAS.

7 Lessons Helping Start Pardot, SalesLoft, and Calendly Nov 11, 2019 · 9 mentions

Using Product Led Growth as an Indicator for Investment w/OpenView Venture Partner, Ashley Smith Sep 11, 2019 · 7 mentions

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