Best Adam Wathan Podcasts (2025)

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How do you stay fast? 32:27

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1d ago32:27

32:27

Everyone else is moving fast and I feel like I'm getting slower and slower, so I'm thinking through the things I can change to move fast again.By Adam Wathan

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Jim Duquette 56:33

5d ago56:33

56:33

What's it like to be an executive at baseball's winter meetings? Jim Duquette, a former general manager with the Mets and Orioles and now the host of a show on MLB Network Radio, puts us in the rooms where everything happens. He also discusses the Phillies' offseason, including the chances that Kyle Schwarber and J.T. Realmuto return in free agency…

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Building a design tool 32:14

9d ago32:14

32:14

What we're building right now, and what I think I want to build next.By Adam Wathan

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Luke Murton returns 38:20

15d ago38:20

38:20

Luke Murton just completed his first season as the Phillies’ minor league director. He joins Phillies Extra to discuss the state of the farm system, including the 2026 expectations for Justin Crawford, Andrew Painter, and Aidan Miller, as well as less heralded players to monitor.

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What should we build with AI? 28:15

17d ago28:15

28:15

I refuse to believe anyone actually wants yet another textarea-to-website generator.By Adam Wathan

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The Tailwind business ain't what it used to be 29:13

19d ago29:13

29:13

Revenue is way down, and my best ideas for turning it around haven't worked.By Adam Wathan

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Joe Maddon 50:13

22d ago50:13

50:13

Joe Maddon is a three-time former Manager of the Year, manager of the hex-breaking 2016 Chicago Cubs, and one of the sharpest minds in baseball. He’s also a native Pennsylvanian. And he joined "Phillies Extra" to discuss the state of the Phillies, Kyle Schwarber's evolution into a complete hitter, how to pitch Bryce Harper, and much more.…

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Kevin Long returns 41:08

1M ago41:08

41:08

As the offseason begins and the Phillies sort through their roster, they will focus on trying to improve an offense that went cold again in the postseason. Hitting coach Kevin Long sat down with Phillies Extra to assess Bryce Harper's season and discuss his future, handicap Kyle Schwarber's chances of re-signing, the progress made by Bryson Stott a…

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Dusty Wathan 1:00:51

1M ago1:00:51

1:00:51

Dusty Wathan just completed his 20th season in the Phillies' organization, the last seven as the third base coach and catching instructor on the major league coaching staff. Wathan joined Phillies Extra to discuss the controversial bunt play in Game 2 of the NLDS against the Dodgers, J.T. Realmuto's remarkable longevity behind the plate and upcomin…

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Greg Luzinski 54:18

2M ago54:18

54:18

It's always a good time to sit down with former Phillies slugger Greg Luzinski. But it's particularly timely this week, as the team marks the 45th anniversary of its first World Series championship. The Bull discusses his starring role in the 1980 NL Championship Series, his career with the Phillies, the current team's struggle to get over the post…

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Larry Andersen 48:18

2M ago48:18

48:18

The Phillies' season is over. Larry Andersen is the perfect guest to help us make sense of what happened in the divisional round against the Dodgers because he has seen it all in 17 years as a major-league pitcher and 28 as a Phillies broadcaster. Andersen sits down with The Inquirer's Scott Lauber on the latest episode of "Phillies Extra" to discu…

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Mike Schmidt 47:19

2M ago47:19

47:19

As the Phillies prepare to open the postseason, there's no better time to sit down with the greatest player in franchise history. Mike Schmidt joins "Phillies Extra" to share his thoughts on the team's quest to win the World Series, Kyle Schwarber's big season, Pete Rose's Hall of Fame chances, and more.…

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Adam Wainwright 58:59

3M ago58:59

58:59

Adam Wainwright won 200 games over 18 seasons as a pitching mainstay with the St. Louis Cardinals and had some memorable duels with Zack Wheeler, Kyle Schwarber, Bryce Harper, and other Phillies players. Wainwright joins "Phillies Extra" to share his thoughts on the Phillies' chances for a long playoff run, his experience as Harrison Bader's teamma…

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Andrew Painter 31:43

3M ago31:43

31:43

The Phillies planned for Andrew Painter to make his major league debut this season. Instead, he posted a 5.40 ERA in triple-A. But after missing two seasons because of an elbow injury that required surgery, the 22-year-old top prospect stayed healthy for 26 starts and 118 innings, more than doubling his career total in the minors. Painter sat down …

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An update from Justin and Jon 53:38

3M ago53:38

53:38

Justin and Jon reconnect after a two-year podcasting hiatus. What's happened since their last episode? Lots! They talk about big changes in their personal lives, and then move on to how they're thinking about Transistor as a business. These discuss burnout and motivation, the evolution of the podcasting industry, the pressure of being a leader, and…

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Brad Lidge 45:15

3M ago45:15

45:15

Nobody will forget Brad Lidge’s last pitch in the 2008 World Series. Seventeen years later, the Phillies have a closer with championship-clinching stuff. Lidge joined The Inquirer’s Scott Lauber to discuss Jhoan Duran, what it takes to close out playoff games, the remade Phillies bullpen, and more.

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Preston Mattingly 42:24

3M ago42:24

42:24

It's September, the stretch run is upon us, and the Phillies are making some final touches to the roster as they try to sew up a playoff spot and repeat as NL East champs. General manager Preston Mattingly joins The Inquirer's Scott Lauber to discuss the recent additions of pitchers Tim Mayza and Walker Buehler, a challenging season in triple A for…

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David Cone 45:49

3M ago45:49

45:49

In 1996, David Cone was diagnosed with an aneurysm in his right arm — a condition that threatened more than just his baseball career. So when news broke that Zack Wheeler had a blood clot removed and is now set to undergo surgery for venous thoracic outlet syndrome, Cone could relate. Ahead of his call of the Phillies-Braves on ESPN’s Sunday Night …

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Dante Nori and a Zack Wheeler update 33:22

4M ago33:22

33:22

A first-round pick by the Phillies in 2024, Dante Nori is ranked as the No. 6 prospect in their system by MLB.com. He also happens to be an avid collector of his own baseball cards. The single-A outfielder joins The Inquirer’s Scott Lauber to talk about his development over his first full minor league season, his NBA coach father, the pursuit of hi…

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153: DHH – Omarchy and Designing Your Own OS on Arch Linux 1:16:25

4M ago1:16:25

1:16:25

I talk to DHH about Omarchy, the carefully curated distribution of Arch Linux he's been refining for the last few months. We talk about stuff like: How did he discover Arch + Hyprland in the first place? What even is Arch, what even is Hyprland, and how the fuck do you make the mouse show up in Linux? Should you really be afraid of trying to mainta…

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Matt Strahm 54:51

4M ago54:51

54:51

Since 2022, Matt Strahm has been one of baseball’s most reliable relievers — and a key anchor in the Phillies’ bullpen. Off the field, he’s a passionate baseball card collector. Strahm joins The Inquirer’s Scott Lauber to discuss the bullpen’s outlook with new closer Jhoan Duran, helping Bryce Harper build his own card collection, and more.…

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Gary Matthews on his friendship with Ryne Sandberg 40:38

4M ago40:38

40:38

The baseball world is mourning the loss of Hall of Fame second baseman Ryne Sandberg. Former Phillies outfielder Gary Matthews became close with Sandberg while playing alongside him on one of the most beloved teams in Cubs history in 1984. Matthews joins The Inquirer’s Scott Lauber to share stories and memories of a baseball icon.…

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Mike Lieberthal and breaking down the trade deadline 37:49

4M ago37:49

37:49

Mike Lieberthal spent 13 seasons with the Phillies and holds the franchise record for most games caught. Lieberthal joins The Inquirer's Scott Lauber on the Phillies' alumni weekend to discuss the induction of his former teammate, Jimmy Rollins, and former GM Ed Wade into the team's Wall of Fame. Plus, a full recap of the Phillies at the trade dead…

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David Robertson 39:01

5M ago39:01

39:01

At 40 years old and entering his 17th MLB season, David Robertson is chasing another World Series ring. He sat down with The Inquirer’s Scott Lauber to talk about why he’s still on the mound — and how he hopes to help the Phillies make another title run.

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John Middleton 51:18

5M ago51:18

51:18

Phillies owner John Middleton was 9 years old when Dick Allen burst onto the scene in 1964 as National League Rookie of the Year. With Allen set to be inducted into the Hall of Fame on July 27, Middleton joins The Inquirer's Scott Lauber to discuss the late Phillies slugger's life and career.

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Ed Wade 45:31

5M ago45:31

45:31

Ed Wade built major-league rosters for 12 seasons, including eight years with the Phillies. With baseball's trade deadline coming up on July 31, Wade joins The Inquirer's Scott Lauber to discuss what the weeks leading up to the deadline are like for a general manager, his upcoming induction into the Phillies' Wall of Fame, and more.…

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Otto Kemp 33:59

5M ago33:59

33:59

It has been a life-changing month for Otto Kemp, who made his major league debut, collected his first hit and home run, and settled into a role with the Phillies. This week, he sits down with The Inquirer's Scott Lauber to discuss his rise from playing for a Division II college program, going undrafted, and preparing for a career in finance if base…

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Orion Kerkering 35:16

6M ago35:16

35:16

Orion Kerkering has had the look of a future closer since he made his major league debut late in the 2023 season, and last week, he picked up his first two career saves. He sits down with The Inquirer's Scott Lauber to discuss the adrenaline rush of pitching the ninth inning, being coached by the late Roy Halladay, why former teammate Jeff Hoffman …

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"Justin, I built a SaaS!" 1:30:43

6M ago1:30:43

1:30:43

Harris Kenny was a long-time listener of the podcast, and dreamed about building his own software product. After multiple attempts, over 5 years, he finally did it. How? He shares his experiences transitioning from a corporate job to entrepreneurship. He also discusses the challenges of user engagement, the exploration of various SaaS ideas, and th…

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Billy Wagner 52:36

6M ago52:36

52:36

Billy Wagner was among the most dominant closers in baseball history, and next month, he will be inducted to the Hall of Fame in Cooperstown, N.Y. He sits down with The Inquirer's Scott Lauber to discuss his two dominant seasons with the Phillies, playing at the peak of the Phillies-Mets rivalry, coaching a Virginia high school to four state champi…

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Don and Preston Mattingly 31:34

6M ago31:34

31:34

Don Mattingly was a defining figure in baseball during his 14-year career with the Yankees. Now, his son Preston Mattingly is making his mark in his first season as the Phillies general manager, following three years leading the team’s minor league system. For a special Father’s Day weekend episode of Phillies Extra, the Mattinglys sit down with Th…

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Tom McCarthy 51:13

6M ago51:13

51:13

Roy Halladay threw the second perfect game in Phillies history — and only the 20th ever in Major League Baseball — on May 29, 2010, in Miami. Tom McCarthy had the call on television, and even now, he considers it the No. 1 moment in his 18 years in the Phillies' broadcast booth. To mark the 15th anniversary of that unforgettable game, McCarthy sits…

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Bryce Harper 46:28

6M ago46:28

46:28

You’ve heard of Tom Brady’s “TB12 Method” — now Phillies superstar Bryce Harper is sharing his personal playbook. In an exclusive interview with The Inquirer’s Scott Lauber on the latest episode of Phillies Extra, Harper opens up about his all-natural approach to nutrition, why clean eating is crucial to his success, and how it’s helped him stay sh…

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2024 year in review and plans for 2025 1:28:22

11M ago1:28:22

1:28:22

In this episode, Adam and Ben sit down to reflect on how things went in 2024 in their business and personal lives and talk about their plans for 2025.By Ben Orenstein and Adam Wathan

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Giuuunta! Motivating yourself when you're not in startup mode 1:11:56

1y ago1:11:56

1:11:56

Bootstrapping a business is like getting a plane to lift off the ground. But what do you do once the plane is in the air? Dave Giunta and Justin Jackson recorded a recent phone call about maintaining motivation after the initial startup phase. How does founder energy shift once you've achieved your early goals? Dave prods Justin to find new sources…

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Catching up 45:11

1y ago45:11

45:11

Adam and Ben are back on the mics after nine months to give an update on their lives. Timestamps (00:00) - Catching up (00:18) - Fitness update (18:13) - House updates (24:53) - Ben update (35:11) - Tailwind Labs update Links Adam on X Ben on XBy Ben Orenstein and Adam Wathan

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Adam Wathan, Creator of Tailwind CSS 1:00:06

1+ y ago1:00:06

1:00:06

Ben and Adam Wathan cover the development and reimagining of Tailwind CSS, focusing on the release of Tailwind 4.0. They delve into the motivation behind the rewrite, the challenges faced, and the approach to maintaining backward compatibility. The conversation covers topics related to software versioning, open-source maintenance, backward compatib…

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Adam Wathan: how small startups hire employees (Tailwind CSS) 1:34:42

1+ y ago1:34:42

1:34:42

How do founders of small bootstrapped companies hire new employees? Adam Wathan got over 1600 people who applied for two new roles at Tailwind Labs (a small team of six people). They ended up hiring two people, but neither of them actually applied. This wasn't how Adam expected (or hoped) this process would go. There were lots of surprising takeawa…

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Matt Swanson, CTO at Arrows 45:25

1+ y ago45:25

45:25

Ben and Matt discuss the role of a product engineer and Matt's journey as a content creator. Matt shares his experience working at a consulting agency and how it shaped his perspective on engineering. They also discuss the benefits of working in-person and the importance of the quality of coworkers. Matt reflects on his motivation for content creat…

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Hiring for tiny teams with Justin Jackson 1:39:02

1+ y ago1:39:02

1:39:02

Adam just wrapped up a big hiring project at Tailwind Labs, adding both a new engineer and a new designer to the team. In this episode he talks through the process with Justin Jackson, founder of Transistor, to compare notes and record what worked, what didn't, and how he will approach hiring in the future after going through this process. Timestam…

1
Derrick Reimer, Founder of SavvyCal 45:48

1+ y ago45:48

45:48

In this conversation, Ben and Derrick discuss the challenges of growing a business and the decision to target specific market segments. They explore the trade-offs between serving a broad audience and focusing on a niche market. They also discuss the technical choices and architectural decisions in building a product, with Derrick sharing his posit…

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Thorsten Ball, Software Engineer at Zed 1:12:58

1+ y ago1:12:58

1:12:58

In this episode, Ben chats with Thorsten Ball. This conversation fits neatly into two halves - in the first, Ben and Thorsten go deep on how to differentiate yourself, work in public, and make it easy for people to hire you. In the second part of the conversation, they talk more specifically about Zed, why it matters, and how it’s being built. Link…

1
Ben steps away from Tuple 1:11:22

1+ y ago1:11:22

1:11:22

After almost six years, Ben has stepped away from day-to-day work on Tuple and moved to its board. Friend of the pod Aaron Francis interviews Ben about the whole beautiful, complicated, enriching experience. As a treat, the boys dive into what's next for Aaron as well.By Ben Orenstein and Aaron Francis

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Andreas Kling, Creator of SerenityOS and the Ladybird Browser 1:11:20

1+ y ago1:11:20

1:11:20

Ben interviews Andreas Kling, creator of SerenityOS and the Ladybird browser. They talk about the concept of lifestyle software and how it relates to the development of SerenityOS, Andreas’ vision of creating a Zen garden for developers, and the benefits of using a mono repo and a unified language in the development process. They also touch on the …

1
Fable Tales, Staff Engineer at Stripe 1:05:31

1+ y ago1:05:31

1:05:31

In this conversation, Fable and Ben dig deep on building a technical career that balances programming and company leadership. Fable shares their experience working at Stripe and the different roles they have held, including being a technical advisor to the CTO. They also discuss Fable's career move from being a hands-on programmer to role where les…

1
Josh Pigford, Creator of Maybe.co 51:49

2y ago51:49

51:49

In this episode, Ben interviews Josh Pigford, founder of Maybe.co, about the company’s journey from VC-backed startup -> closed startup -> open source project -> funded open source project. They discuss JavaScript and Rails trade-offs, the challenges of building a personal finance software, and the operational difficulties of building a business ba…

1
Is ONCE enough? 1:10:58

2y ago1:10:58

1:10:58

A panel discussion on 37signals' first ONCE product, the launch of Campfire ("pay for it once, install it, and run it on your own server"). Ian Landsman, Tyler Tringas, and Justin Jackson share what they expected to happen before the launch, what did happen, and what it means for indie hackers and bootstrappers who want to launch SaaS companies. Is…