The Art of Product

Follow The Art of Product
Share on
Copy link to clipboard

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

Ben Orenstein and Derrick Reimer


    • Dec 23, 2022 LATEST EPISODE
    • monthly NEW EPISODES
    • 37m AVG DURATION
    • 220 EPISODES

    4.9 from 56 ratings Listeners of The Art of Product that love the show mention: product, building, actionable, starting, business, guys, highly recommend, job, new, listening, great, awesome, work, show, love, giant robots, ben and derrick.



    Search for episodes from The Art of Product with a specific topic:

    Latest episodes from The Art of Product

    220: Ben and Adam Wrap The Year

    Play Episode Listen Later Dec 23, 2022 73:30


    The Code Quality Challenge (https://tuple.app/code-quality-challenge) Tuple's open CTO position (https://tuple.app/jobs/cto) Kevin Shen's Dream Studio Course (https://dreamstudiocourse.com/)

    218: Building a $1M/Year Dev Ed Business (with Adam Wathan)

    Play Episode Listen Later Oct 26, 2022 78:00


    217: Half a Job You Love

    Play Episode Listen Later Jul 27, 2022 51:14


    Aaron Francis (Tuple's Marketing Engineer) drops by for advice on his non-Tuple project, a query builder for Rails and Laravel called Refine.

    216: Penelopers, Penelopers, Penelopers

    Play Episode Listen Later Jul 20, 2022 52:10


    Penelope Phippen drops by and encourages Ben to set, like, even a single goal.

    215: Mental Health with Dr. Sherry Walling

    Play Episode Listen Later Jul 11, 2022 35:13


    Talking with Dr. Sherry Walling about dealing with mental health personally and how to help people around you who may be struggling.

    214: Another week, another Wathan

    Play Episode Listen Later Jul 6, 2022 55:26


    213: Powered by Debt

    Play Episode Listen Later Jun 29, 2022 37:34


    Tuple launched a new marketing experiment this week. Derrick is continuing work on migrating SavvyCal to new hosting infrastructure.

    212: Tuple Goes Hollywood

    Play Episode Listen Later Jun 22, 2022 38:19


    The Tuple team had their first filming session for the meta-documentary about their marketing experiments. Derrick is awaiting results from the latest SavvyCal funnel experiments.

    211: This Is Not A Bad Reality

    Play Episode Listen Later Jun 15, 2022 24:56


    Ben and Derrick catch up on all things Tuple (https://tuple.app/) and SavvyCal (https://savvycal.com/?via=drfgar). Ben recently raised prices for Tuple. Derrick is experimenting with major funnel changes for SavvyCal.

    210: Talk To Your Customers

    Play Episode Listen Later May 25, 2022 40:26


    Derrick is launching a bunch of SavvyCal features this month, including a Close integration and meeting polls. Ben has had good experiences lately talking to customers.

    209: Penelope Again-ope

    Play Episode Listen Later May 11, 2022 50:33


    Stripe's Technical Advisor to the CTO, Penelope Phippen (https://www.linkedin.com/in/penelope-phippen-4103142b/) stops by and Ben tries to get her to divulge company secrets.

    208: Prime Foot-Shooting Material

    Play Episode Listen Later May 4, 2022 39:27


    Ben and Derrick chat through a cool new feature Tuple (https://tuple.app/) is shaping up. They also discuss Tuple's ambitious marketing bets.

    207: Musings on Advice

    Play Episode Listen Later Apr 20, 2022 38:23


    Ben and the Tuple team have hit a good shipping stride lately. Derrick and team are nearing completion on a few large SavvyCal initiatives. The guys reflect on MicroConf and the nature of dispensing advice.

    206: IRL at MicroConf

    Play Episode Listen Later Apr 6, 2022 27:32


    Derrick and Ben share updates from the Castos recording booth at MicroConf Growth.

    205: Wathan Stops By

    Play Episode Listen Later Mar 30, 2022 55:36


    Our favorite Canadian drops by to talk mobility, fancy A/V setups, what's next for Tailwind UI, and how we'll never find peace of mind.

    204: Miscellanea

    Play Episode Listen Later Mar 23, 2022 38:01


    Ben and Derrick riff on a variety of topics, including coffee brewing, retreats, MicroConf, design, finding business ideas, and interesting subreddits. Links: Sweet Maria's (https://www.sweetmarias.com/) MicroConf (https://microconf.com/) Finding My Next Bootstrapped Business Idea (https://www.derrickreimer.com/essays/2019/05/28/finding-my-next-bootstrapped-business-idea.html) The Stair Step Approach to Bootstrapping (https://robwalling.com/2015/03/26/the-stairstep-approach-to-bootstrapping/) fatFIRE (https://www.reddit.com/r/fatFIRE/) OneBag - The Art of Minimalist Travel (https://www.reddit.com/r/onebag/)

    203: The Hiring Spree

    Play Episode Listen Later Mar 16, 2022 40:10


    The Tuple team has recently grown by three team members! Ben is looking forward to getting the Linux client out the door in the next month. Derrick is staying busy moving SavvyCal forward and bringing his new developer into the app.

    202: The Art and Pain of Design

    Play Episode Listen Later Mar 9, 2022 58:43


    Ben talks to Brian Lovin, a designer, podcaster, writer, and software tinkerer.

    201: Getting Things Done with Stephen Dolan

    Play Episode Listen Later Mar 2, 2022 69:30


    Ben and Derrick chat with Tuple's Chief of Staff and GTD expert, Stephen Dolan. They discuss Stephen's path from programming to sales to his current role and nerd out over methods for staying productive.

    200: The 200th Episode!

    Play Episode Listen Later Feb 23, 2022 33:50


    Ben recently had a Tuple team retreat. He is still in hiring mode. The Tuple product team is progressing on their Linux integration. Derrick ran a product-market fit survey for SavvyCal, and the results are... tune in to find out. He's pondering how to approach a freemium play.

    199: Keeping Up With Courtland

    Play Episode Listen Later Feb 9, 2022 52:01


    Ben & Derrick chat with Courtland Allen from Indie Hackers. They discuss the challenges of building a community and finding fulfillment in work, among a variety of other topics. Resources: Indie Hackers (https://www.indiehackers.com/) SavvyCal (https://savvycal.com) Tuple (https://tuple.app)

    198: Leaving Room To React

    Play Episode Listen Later Jan 26, 2022 33:05


    Derrick and Ben catch-up about what's going on at Tuple and SavvyCal. Derrick had a fun customer experience on Twitter last week. Ben is still in hiring mode.

    197: Growth Mindset

    Play Episode Listen Later Jan 12, 2022 32:51


    Derrick & Ben catch up after a few weeks away for the holidays. Ben is still in hiring mode. He's considering ways to do more teaching (something he used to do a lot when he was a programmer by trade). Derrick is planning to be more intentional in fostering a growth mindset this year in business and life.

    196: The Hedonic Treadmill

    Play Episode Listen Later Dec 22, 2021 35:05


    Ben & Derrick chat about doing what you love versus doing what the business needs.

    Metric Obsession

    Play Episode Listen Later Dec 8, 2021 35:47


    Ben and Derrick catch up after a holiday break. Ben chats about his recent design hire and Stephen's promotion to Chief of Staff at Tuple. Derrick ran a successful Black Friday promo for SavvyCal and is hard at work on the Stripe integration.

    194: The Future of AoP

    Play Episode Listen Later Dec 1, 2021 37:00


    Ben and Derrick plan for the future of the podcast.

    193: Feeling Ambitious

    Play Episode Listen Later Nov 17, 2021 35:43


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

    192: This Is Not A Fire Drill

    Play Episode Listen Later Nov 10, 2021 44:49


    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

    Play Episode Listen Later Nov 3, 2021 66:07


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

    190: Unpacking Stripe, Continued

    Play Episode Listen Later Oct 20, 2021 51:14


    Penelope Phippen (https://twitter.com/penelope_zone) is back on the show to continue the conversation from Episode 180 (https://artofproductpodcast.com/episode-180) about how Stripe does with it does.

    189: Back In The Saddle

    Play Episode Listen Later Oct 13, 2021 37:29


    Ben is back home from the Vineyard and Derrick is back to 100%. Tuple is hiring a Product Designer (https://tuple.app/jobs/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

    Play Episode Listen Later Oct 6, 2021 38:27


    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?!

    Play Episode Listen Later Sep 22, 2021 41:44


    Ben and 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

    Play Episode Listen Later Sep 15, 2021 36:44


    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

    Play Episode Listen Later Sep 1, 2021 25:51


    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 (https://www.producthunt.com/posts/savvycal-for-icloud)

    184: Delete Your Backlog?

    Play Episode Listen Later Aug 25, 2021 47:28


    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! Create a Zap here (https://zapier.com/apps/savvycal/integrations)

    183: Soaking In Nature

    Play Episode Listen Later Aug 11, 2021 40:24


    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

    Play Episode Listen Later Jul 28, 2021 28:04


    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.

    On A Shipping Spree

    Play Episode Listen Later Jul 21, 2021 37:08


    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

    Play Episode Listen Later Jul 14, 2021 58:59


    Ben & Derrick chat with Penelope Phippen all about how Stripe continues to relentlessly ship high-quality software. P.S. Stripe is hiring! (https://stripe.com/jobs)

    179: Riffing on Reform

    Play Episode Listen Later Jun 30, 2021 43:27


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

    178: Why Build A Business At All?

    Play Episode Listen Later Jun 23, 2021 54:06


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

    On The Frontier

    Play Episode Listen Later Jun 16, 2021 44:40


    Ben and Derrick discuss shifting roles as their companies grow and evolve.

    176: Making the Rounds

    Play Episode Listen Later Jun 9, 2021 38:47


    Derrick has been sharing his story on various podcasts lately. Ben is continuing to refine his hiring process for the sales role at Tuple. Derrick is onboarding his first support hire and working on a delegated access feature for SavvyCal.

    175: Ben's Meetings

    Play Episode Listen Later May 26, 2021 25:02


    Derrick & Ben share updates on where they are spending their time moving their businesses forward.

    174: Everything Is A Vision Quest

    Play Episode Listen Later May 19, 2021 35:48


    Ben and Derrick discuss the nature of making decisions in the businesses and growing their teams.

    173: Shreyas Doshi on Product Management

    Play Episode Listen Later May 12, 2021 25:14


    Shreyas Doshi (Stripe, Twitter, Google) joins Ben and Derrick for a wide-ranging discussion on product management.

    172: Markidan on Marketing

    Play Episode Listen Later May 7, 2021 42:36


    Ben interviews Len Markidan, CMO at Podia about hiring a Head of Marketing for Tuple. Job description: https://tuple.app/jobs/head-of-marketing

    171: Humans Have A Lot of Drawbacks

    Play Episode Listen Later Apr 28, 2021 54:03


    Ben and Derrick discuss hiring support engineers and philosophies around customer support in general. They go deep on the topic of investing in your business, diversification, and allocating assets.

    170: Beautifully, Wonderfully Dissatisfied Customers

    Play Episode Listen Later Apr 21, 2021 35:07


    The Tuple team is close to shipping true 3-player mode without host & observer role limitations. Derrick launched the Outlook integration this week and is working on a bunch of smaller tasks that have been accruing the past month.

    Claim The Art of Product

    In order to claim this podcast we'll send an email to with a verification link. Simply click the link and you will be able to edit tags, request a refresh, and other features to take control of your podcast page!

    Claim Cancel