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.

The Art of Product on social media


  • 193: Feeling Ambitious

    November 17th, 2021  |  35 mins 43 secs

    Ben and Derrick chat about their ambitions for building their companies and planning for the new year.

  • 192: This Is Not A Fire Drill

    November 10th, 2021  |  44 mins 49 secs

    Ben tells the story about a recent Tuple incident in production. The guys discuss how they're putting planning into action after last week's chat with Adam about Shape Up. Derrick gives an update about growth efforts for SavvyCal.

  • 191: Shaping Up with Adam Wathan

    November 3rd, 2021  |  1 hr 6 mins

    Ben and Derrick talk to Adam about how to effectively plan and organize work.

  • 190: Unpacking Stripe, Continued

    October 20th, 2021  |  51 mins 14 secs

    Penelope Phippen is back on the show to continue the conversation from Episode 180 about how Stripe does with it does.

  • 189: Back In The Saddle

    October 13th, 2021  |  37 mins 29 secs

    Ben is back home from the Vineyard and Derrick is back to 100%. Tuple is hiring a Product Designer and considering adding a bit more structure to their product planning process. Derrick recently shipped a new marketing site update

  • 188: Priorities, Priorities

    October 6th, 2021  |  38 mins 27 secs

    Ben and Derrick strategize about how to allocate time and energy and staying in tune with customers.

  • 187: Wait, There Are How Many Time Zones?!

    September 22nd, 2021  |  41 mins 44 secs

    Ben and the team are preparing to officially designate Tuple 1.0! Derrick is working on embedding SavvyCal more deeply in customers' workflows and is digging more moats around time zone handling.

  • 186: Investing In The Core

    September 15th, 2021  |  36 mins 44 secs

    Ben is back on Martha's Vineyard enjoying some partial days off. The Tuple team just shipped a major overhaul of the app internals with better performance and less CPU usage. Derrick has been doing a bit of housekeeping & maintenance work to make the core SavvyCal offering even smoother.

  • 185: Incremental Improvements

    September 1st, 2021  |  25 mins 51 secs

    Ben is hanging out with two new team members in the office this week. The Tuple team is preparing to ship some big performance upgrades. Derrick launched the SavvyCal iCloud integration on Product Hunt

  • 184: Delete Your Backlog?

    August 25th, 2021  |  47 mins 28 secs

    Ben and Derrick have been recharging with some vacation time the last few weeks. Ben is excited to onboard his new sales hire. Derrick shipped a Fastmail calendar integration and released a Zapier integration. The guys discuss the merits of having and tending to a backlog.

    Derrick could use your help getting to 50 active Zapier integrations!

  • 183: Soaking In Nature

    August 11th, 2021  |  40 mins 24 secs

    Ben is excited to onboard a new team member to help with sales and customer success. Derrick shipped iCloud integration for SavvyCal and is continuing the shipping spree. Both have recently had the opportunity to spend some time in nature on lakes and rivers.

  • 182: Cutting Churn

    July 28th, 2021  |  28 mins 4 secs

    Ben hired a new engineer to help with technical support and learn the ropes on native development. Derrick is thinking about strategies for reducing churn.

  • 181: On A Shipping Spree

    July 21st, 2021  |  37 mins 8 secs

    At last, Ben found someone for the sales/customer success role at Tuple. Derrick is on a shipping spree with SavvyCal.

  • 180: Unpacking Stripe with Penelope Phippen

    July 14th, 2021  |  58 mins 59 secs

    Ben & Derrick chat with Penelope Phippen all about how Stripe continues to relentlessly ship high-quality software. P.S. Stripe is hiring!

  • 179: Riffing on Reform

    June 30th, 2021  |  43 mins 27 secs

    Derrick is joined by Peter Suhm, founder of Reform, to share some updates and do some masterminding.

  • 178: Why Build A Business At All?

    June 23rd, 2021  |  54 mins 6 secs

    Ben & Derrick have an impromptu chat with Adam Wathan about all things business.