The hosts welcome back Jason Swett to the podcast. He discusses the recent Sin City Ruby conference, including notable highlights such as having Dave Thomas as the keynote speaker. Jason provides insights into the conference's history, the challenges of organizing events in Las Vegas and the financial factors leading to the decision to discontinue Sin City Ruby. Other topics covered include Jason's personal perspective on balancing multiple professional commitments, and some Docker debugging.

00:00 Welcome Back, Jason!
00:09 Sin City Ruby Recap
01:22 Dave Thomas: The Keynote Surprise
03:08 Conference Highlights and Extracurriculars
04:34 Challenges and Future of the Conference
11:13 New Beginnings: Jason's Career Shift
18:36 Improving Developer Onboarding
22:08 Challenges with Docker and Testing
24:12 Exploring Docker Configuration Issues
29:22 Balancing Multiple Projects and Burnout
32:26 Deciding What to Cut
35:48 The Value of Podcasting and Networking
37:16 Conclusion and Final Thoughts

Links:

- Jason's Website

- Jason's Podcast

- Jason's Book

- Ryan's Website

- Brendan's X/Twitter

- Brendan's Bluesky

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In this episode, Colleen Schnettler, co-founder of the SaaS Marketing Gym, shares the challenges and successes of building SaaS businesses, and her current work coaching technical founders on effective marketing strategies. The conversation also covers various other topics like AI role in marketing content, Rails Upgrades and more.

00:00 Introduction to Colleen Schneller
00:14 Colleen's Journey into Programming
02:49 The Birth of SaaS Marketing Gym
05:32 Challenges and Insights in Marketing
08:44 Tailoring Marketing Strategies for Founders
17:43 The Role of AI in Marketing
19:41 AI Struggles with Nuance
19:56 AI in Cold Emailing: A Disaster Story
20:48 Using AI for Research
22:48 Rails Upgrade Challenges
23:29 Active Storage Encryption Issues
29:07 Front-End Framework Dilemmas
32:25 Maintaining Software vs. Rewriting
33:40 Conclusion and Contact Information

Notes

- Colleen's LinkedIn

- Colleen's X/Twitter

- Colleen's Bluesky

- Ryan's Website

- Brendan's X/Twitter

- Brendan's Bluesky

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In this episode, the hosts explore the challenges of technical debt (tech debt) and delve deeply into effective project management strategies. They highlight the importance of categorizing tasks using a backlog system and explain how they utilize tools like Trello for tracking. Additionally, they explore the PARA method for organizing digital life and managing projects effectively.

00:00 Introduction to Tech Debt
00:11 Defining Tech Debt
00:20 Performance Issues as Tech Debt
02:36 Bugs vs. Design Defects
03:27 Prioritizing and Managing Tech Debt
06:20 Organizing the Backlog
07:05 Using Trello for Project Management
15:19 The PARA Method
19:09 Daily Workflow and Prioritization
23:01 Final Thoughts on Tech Debt

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