The Art of Product

Ben and Derrick chat weekly about building software companies.

About the show

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

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  • 169: The Startup Rollercoaster

    April 14th, 2021  |  37 mins 41 secs

    Ben & Derrick chat about dealing with ups & downs in business, finding enough, decoupling fulfillment from business metrics, knowledge archival, dealing with feature requests, and slew of other topics.

  • 168: I'd Rather Commit Sins of Overambition

    April 7th, 2021  |  44 mins 9 secs

    Ben & Derrick brainstorm a "rooms" feature for Tuple. Derrick is getting close to wrapping up the SavvyCal Outlook integration. Ben shares highlights from their latest team retreat and teases some new plans for later this year.

  • 167: Crossing $10k

    April 1st, 2021  |  34 mins 20 secs

    SavvyCal crossed an important SaaS milestone this week. Ben is continuing to delegate more responsibilities to his team and redefine his role with the company. The guys talk about Gumroad's recent crowdfunding and Derrick's recent experience with Stripe Capital.

  • 166: Hello from Linux

    March 25th, 2021  |  34 mins 30 secs

    The Tuple team made their first "Hello world" audio call from the new Linux client. Ben and Derrick talk through complex team billing structures. Derrick had a stressful couple of days when the Google Calendar API started misbehaving and daylight saving time rolled over.

  • 165: The Art of Negotiation

    March 18th, 2021  |  34 mins 17 secs

    Ben and Derrick chat about tools for collaboration and their recent experiences with negotiating deals. Ben wants to level up this year on the marketing front. Work is underway on the SavvyCal integration with Outlook Calendar.

  • 164: We Love A Good Null Constraint

    March 11th, 2021  |  28 mins 33 secs

    Ben and Derrick chat about joy of shipping features quickly that customers love. They also discuss architecting software to minimize painful changes in the future. The Tuple team is making progress on the Linux client and SavvyCal is working on an Outlook integration.

  • 163: Catching Up With Paul Jarvis

    March 4th, 2021  |  50 mins 38 secs

    Ben and Derrick hang out and talk shop with Paul Jarvis, co-founder of Fathom Analytics.

  • 162: Do You Even Clubhouse?

    February 25th, 2021  |  35 mins 15 secs

    Ben is working on refining the Tuple company operating system. Derrick reflects on the kind of company he hopes to build and the merits of growing & managing a team vs staying tiny. The guys share their take on Clubhouse.

  • 161: The Podia Operating System

    February 18th, 2021  |  38 mins 5 secs

    This week, Ben chats with Spencer Fry, CEO and Founder of Podia. They discuss the processes they've evolved to run a swiftly-growing, successful company.

  • 160: Digging Moats

    February 4th, 2021  |  26 mins 50 secs

    The Tuple team is releasing a batch of nice improvements and gearing up for taking on the Linux client project. Ben touched some code recently. Derrick is knocking out a swath of small features that customers have been requesting and is getting closer to building more calendar integrations.

  • 159: Does Tuple Ever Crash?

    January 28th, 2021  |  32 mins 15 secs

    Tuple's latest release is the least crashy of them all! The team is gearing up for the Linux client and feeling energized to take on the challenge. SavvyCal is now officially Derrick's highest grossing independent SaaS endeavor. They are launching a "buy out your annual Calendly subscription" campaign this week.

  • 158: There's Nothing Like a Sharp Knife

    January 21st, 2021  |  28 mins 57 secs

    Derrick & Ben chat about health, hobbits, and habits. Derrick reveals more numbers from the Product Hunt launch and talks through upcoming plans for the product.

  • 157: SavvyCal Wins Product Hunt

    January 14th, 2021  |  27 mins 34 secs

    The SavvyCal launch on Product Hunt was a success! Derrick chronicles the story of the launch and some early results. The Tuple team wrapped up their retreat and has decided to build a Linux client in 2021.

    This podcast won Best Podcast from the SaaS Podcast Awards! Thank you to all our listeners who supported us!

  • 156: Reflections on 2020

    January 7th, 2021  |  46 mins 27 secs

    Ben & Derrick reflect on their journeys the past year and their plans for 2021.

  • 155: How Do You Buy A New Habit?

    December 31st, 2020  |  37 mins 22 secs

    Ben wants to build a meditation habit and is considering ways to facilitate that. Tuple is still searching for a product designer. Derrick & Ben both saw success with their year-end annual upgrade promotions. Derrick is planning a Product Hunt launch in early January.

  • 154: Courtland Allen Must Be Stopped

    December 17th, 2020  |  39 mins 48 secs

    We're nominated for the SaaS Podcast Awards - go vote! The guys muse about the clever marketing behind the awards and their fellow nominee Courtland Allen's unfair charm & good looks. Ben talks through a shared clipboard feature he is shaping for Tuple. Derrick shipped a bunch of marketing projects this past week.