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The Art of Product on Smash Notes

The Art of Product podcast.

December 28, 2019

The Art of Product is a podcast chronicling the journeys of two software entrepreneurs (Ben Orenstein and Derrick Reimer) building startups. Discussions span from the technical realm to the business side and everything in between.



Episodes with Smash Notes

The Tuple team is contracting with Thoughtbot for pairing and leveling up their Rails skills. Derrick is working on team permissions and thinking about working with a marketer after wrapping up most of the work around the StaticKit sale.

Derrick is joined by Cole Krumbholz to talk about Formspree's acquisition of StaticKit. They delve into Cole's history as a bootstrapped founder, dealing with competition, defining success, how the deal came together, and what's next for both products.

SavvyCal is officially launched! Derrick talks through how the launch went and how he's managing his freshly-restocked information pipeline. The Tuple team is nearing the finish line on their large upcoming release and recorded a "peek behind the curtains" screencast for customers.

Ben is trying out Roam for organizing his notes. He shares some tips for engineers applying for jobs. After manually onboarding customers for a few weeks, Derrick is soft-launching SavvyCal to accelerate his learning from real-world customers.

Ben reflects on their latest all-hands meeting and a major upcoming release that will improve the Tuple internals. Derrick recounts the Mighty Cal rebrand to SavvyCal.

Derrick is continuing to manually onboard Mighty Cal users and is incorporating their feedback into the product. He is driving towards optimizing self-service onboarding to enable opening up signups more broadly. Ben is considering hiring a someone to optimize trial conversions. They discuss OKRs and what skills this person might need.

Ben is looking to hire a WebRTC expert to prepare Tuple for multi-way calls and continue improving performance. Derrick has onboarded a handful of paying Mighty Cal customers and is rapidly iterating on their feedback. Oh, and Ben has groceries now.

Ben is taking his first day off in a while to recharge. He's experimenting with clustering calls on specific days to allow for more focus time on other days. Derrick finished the Zoom integration for Mighty Cal and experienced the joy (and sorrow) of onboarding his first outside user.

Derrick has officially begun using Mighty Cal for his own scheduling needs. He plans to start onboarding early users this week. The Zoom integration is underway. Ben is considering ways to compensate and incentives Tuple hires. As Tuple keeps growing quickly, Ben continues to navigate decision fatigue and transitioning from individual contributor to business operator.

Mighty Cal received Google API verification this week, which was a critical blocker to onboarding users. Derrick worked on scheduling link personalization this week. The Tuple team revamped their call feedback form and are now receiving a broader spectrum of messages from customers.

Ben ran his first all-hands meeting this week. Tuple got featured in a Stripe blog post about the customer portal feature that Tuple was beta testing. Ben has some observations about how Stripe approaches product development. Derrick reached his goals this week with Mighty Cal and is now working toward onboarding the first customers.

Derrick is driving toward the first milestone of using Mighty Cal for his own scheduling and is facing the reality of setting ambitious goals for the week. The Tuple team moved into their new office, which spurred on a healthy conversation about the value of working in-person and accessing the remote talent pool.