DiscoverupsideSavvyCal // taking the awkwardness out of scheduling and making it easy [UP092]
SavvyCal // taking the awkwardness out of scheduling and making it easy [UP092]

SavvyCal // taking the awkwardness out of scheduling and making it easy [UP092]

Update: 2021-08-25
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Interview Begins 8:16

Debrief 54:58


Derrick Reimer is the founder and CEO of SavvyCal.


SavvyCal wants to take the friction and awkwardness out of scheduling time with people. They’re an indie SaaS company with a little bit of financial backing from TinySeed and a few angel investors. 


Previously, Derrick co-founded Drip, which was acquired by LeadPages. He hosts The Art of Product Podcast, where he shares what he is learning building the company.

We discuss:


  • Starting at the software industry 11:15

  • Drip Before SavvyCal 14:35

  • Business Takeaways 17:21

  • Sexy Software Business 19:43

  • Idea on SavvyCal 21:01

  • SavvyCal Reaching it's Market 24:06

  • What's Weird About Scheduling Links 28:42

  • SavvyCal's Feedback 30:47

  • SavvyCal and it's Competitors 34:25

  • SavvyCal's Indefinite Free Trial 39:51

  • Hybrid Bootstrapper 42:59

  • SavvyCal Wanting To Be A Multi-million Business 46:08

  • Minneapolis Startup 50:38


SavvyCal was founded in 2020 in Minneapolis, Minnesota.


Learn more about Savvycal

Follow Derrick on Twitter


Follow upside on Twitter

Advertise with an upside classified


This episode of upside is sponsored by SPMB


SPMB is one of the fastest-growing retained executive search firms in the country, closing hundreds of C-level searches every year.


For over 40 years, SPMB has specialized in recruiting upper management and board members to VC-funded startups everywhere from early-stage to growth stage.


They can do the same for you. 


Visit upside.fm/spmb to learn more.


This episode of upside is sponsored by Ethos Wealth Management


Managing wealth with an eye toward the future demands vigilance and skill in today’s global economy. Over the years, Ethos Wealth Management has worked with clients and their other professional advisors – including attorneys and accountants – to create comprehensive wealth management plans designed to make the best use of their wealth today and help ensure its endurance for future generations.


They can do the same for you. 


Visit upside.fm/ethos to learn more.


This episode is sponsored by SavvyCal


SavvyCal is the most intuitive and powerful scheduling tool on the market. In fact, we just started SavvyCal to book interviews with our guests! 


You can create personalized links in seconds and even allow recipients to overlay their calendar on top of yours. 


You really gotta see how this works, and you’ll wonder why it wasn’t always this easy.


Sign up to create a free account at savvycal.com/upside and when you're ready to test out a paid plan, use the code UPSIDE to get your first month free.


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SavvyCal // taking the awkwardness out of scheduling and making it easy [UP092]

SavvyCal // taking the awkwardness out of scheduling and making it easy [UP092]

Jay Clouse & Eric Hornung