
The Art of Product
The Art of Product is a podcast chronicling the journeys of two entrepreneurs building software companies. Hosted by Ben Orenstein and Derrick Reimer.
Latest episodes

Nov 12, 2020 • 31min
150: It's Like The Vinyl Of Telling Time
Ben and Derrick discuss some recent instances of founder CEOs stepping down from their posts. Derrick is shipping a unique feature this week. Ben is trying (but failing) to avoid getting into antique watches.

Nov 5, 2020 • 41min
149: Check Your Business Privilege
Derrick has found a new groove working in public again. Ben is polishing a job posting for a Senior Product Designer role at Tuple. The guys discuss long-term visions and harvesting profits vs. reinvesting in the business.

Oct 29, 2020 • 34min
148: No Design Survives Contact With The DOM
Ben is enjoying working on marketing activities. Tuple is beginning their experiment of offering pairing coaching calls to customers. Derrick shipped a differentiating feature and received very positive response. A new part-time head of marketing is starting with SavvyCal in November. The guys opine about specialists vs. generalists.

Oct 22, 2020 • 30min
147: Incremental Shipping
Derrick shipped the next part of team functionality, which opened the door for expansion revenue. Ben is zeroing in on hiring a pairing coach for Tuple customers. In his down time, Ben is taking up playing the piano - something his childhood self would be appalled about.

Oct 15, 2020 • 29min
146: Growing Teams
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.

Oct 8, 2020 • 28min
145: What's Next for StaticKit
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.

Sep 24, 2020 • 37min
144: Launching SavvyCal
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.

Sep 17, 2020 • 33min
143: Networking Thoughts
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.

Sep 10, 2020 • 33min
142: A Savvy Rebrand
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.

Aug 27, 2020 • 39min
141: Hiring Optimally
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.
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