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Bailey Pumfleet
Cal.com
1,464 posts
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user avatar
Bailey Pumfleet
Cal.com
@pumfleet
Co-founder of Cal.com
New York City
baileypumfleet.com
Joined August 2018
3
Following
5,970
Followers
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Sep 29, 2024
    This is a huge threat to COSS if someone can rip off another open source company and get into YC with it 🤯
    730K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Mar 1, 2025
    I don't care about your resume. At @calcom, we hire differently. - Can you ship fast? - Are you hungry to learn? - Do you challenge the status quo? Our best engineers had never built a scheduling product before. Our most successful sales person had zero enterprise experience.
    168K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Feb 6, 2025
    Calendly is a sales company. The CEO is a salesperson, and 90% of their team are salespeople. They've been around for 12 years and haven't built any of the thousands of features that people ask for. @calcom is the opposite: a product company. We're 90% engineers. We've built
    100K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Feb 26, 2025
    I started @calcom at 17. No experience. No resources. Just a dream to make it happen. Here's how I built a product that powers millions of schedules daily: Everyone said I was too young. But being young was my superpower. I didn't know what was "impossible”. I had no
    61K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Sep 29, 2024
    Replying to @pumfleet
    For YC to publicly support ripping off open source, it’s going to send out a very dangerous signal that this is acceptable…
    29K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Feb 10, 2025
    I started @calcom at 17 with zero business experience. Everyone said "you need experience first." You know what's funny? The biggest innovations often come from people who don't know what's "impossible." Sometimes not knowing the "right way" is your biggest advantage. Trust
    35K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Sep 29, 2024
    Tell me you don’t understand open source licensing without telling me you don’t understand open source licensing
    user avatar
    Garry Tan
    Y Combinator
    @garrytan
    Sep 29, 2024
    Don’t understand why people are dragging a new project when literally it’s open source Apache license and that’s *the reason* why open source is awesome
    48K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Feb 3, 2025
    Guys, I’ll die on this hill: Most companies are sales companies pretending to be product companies. 95% of our team at @calcom is product and engineering. Why? Because I'd rather build something incredible than hire 100 salespeople to sell something mediocre. Our users can
    31K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Sep 29, 2024
    Replying to @sa_han47
    Yep. The PR description reads: “Its ours now!”
    Image
    20K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Feb 27, 2025
    Just over a year ago, I moved to the US for Cal.com. And now, I finally got my green card approved 🥳 The EB-1A green card is a tough one to get, but I’m incredibly grateful to every one of the dozens of people that helped me get this.
    Image
    29K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Oct 20, 2025
    Very proud of the fact that we did this with a team of 25, didn’t blow through VC money and were profitable
    user avatar
    Peer Richelsen
    Cal.com
    @peer_rich
    Oct 20, 2025
    chat we cooked ✅ 420k MRR blaze it 🌿💨 from <$1M to $5M ARR in less than 22 months 🔥 🔜 next up: $690k MRR
    Image
    68K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Sep 29, 2024
    Replying to @rishi_raj_jain_
    Sure, but I don’t think a COSS rip-off is something that should get into YC and funded They literally opened the code base and renamed all references of Continue to PearAI. This is not innovation. This is stealing.
    18K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Apr 19, 2023
    After about 2 months of work, @calcom is now proudly ISO 27001 compliant & certified, which is a great step forward to enabling some of our European customers to use Cal.com even with the strictest needs. Now we have SOC 2, ISO 27001 & HIPAA ✅
    Image
    20K
  • user avatar
    Bailey Pumfleet
    Cal.com
    @pumfleet
    Jul 4, 2025
    get yourself a team that makes you feel like this
    Image
    9.5K

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