Coding Chats

Using a side hustle and Build in Public to advance your software engineering career

Coding Chats

Show Notes

Coding Chats episode 40 - David Weiss shares his journey from being a Spanish teacher to a software engineer, highlighting the transferable skills that educators bring to tech. He discusses the importance of teaching in reinforcing knowledge, the challenges of building SaaS applications, and the significance of personal branding in today's job market. David also introduces his initiative, Build to Give, which connects early career tech professionals with non-profits, providing them with real-world experience while helping organizations in need.

Chapters 00:00 From Teaching to Tech: A Journey of Transition 04:10 Transferable Skills: Bridging Teaching and Software Engineering 07:38 The Power of Teaching in Tech 11:14 Side Hustles and Newsletters: Building a Personal Brand 16:42 Building SaaS Apps: Lessons Learned 20:11 The Importance of Personal Branding 23:42 Navigating the Job Market: Insights on AI and Tech 27:08 Build to Give: Connecting Tech Professionals with Nonprofits

David's Links: LinkedIn: https://www.linkedin.com/in/bydavidweiss Besides Code: https://www.besidescode.com Resume: https://www.useresume.app

John's Links:John's LinkedIn: https://www.linkedin.com/in/johncrickett/ John’s YouTube: https://www.youtube.com/@johncrickett John's Twitter: https://x.com/johncrickett John's Bluesky: https://bsky.app/profile/johncrickett.bsky.social

Check out John's software engineering related newsletters: Coding Challenges: https://codingchallenges.substack.com/ which shares real-world project ideas that you can use to level up your coding skills. Developing Skills: https://read.developingskills.fyi/ covering everything from system design to soft skills, helping them progress their career from junior to staff+ or for those that want onto a management track.

Takeaways David transitioned from teaching to tech by self-learning coding. Teaching skills like communication and collaboration are valuable in tech. Teaching reinforces knowledge and helps fill gaps in understanding.Building side projects can enhance personal growth and skill. A newsletter can provide accountability and community engagement. Marketing is crucial for the success of SaaS applications. Validating ideas with potential customers is essential before coding. Personal branding is important for career stability in tech. The tech job market is challenging for early career professionals. Build to Give connects early career professionals with non-profits for mutual benefit.

More from Coding Chats

Oct 22, 2026

Coding Chats Episode 83 - In this episode, VB from OpenAI’s developer experience team explains why he thinks plan mode is obsolete and how coding agents have shifted from step-by-step instructions to outcome-driven, long-running work. We cover how to write a good agents.md, why tests still matter when agents write the code, spec-driven development, and why cloud agents may be the future of dev tooling.

Oct 15, 2026

Coding Chats Episode 82 - John talks with Dave Westgarth, head of delivery at a Databricks consultancy. Dave shares his path from a psychology degree and McDonald's into tech, and they discuss why the Scrum Master role is so misunderstood, how it differs from a delivery manager, and whether either needs to be technical.They also look at how AI is changing delivery work. Faster code just moves the bottleneck upstream, John argues there's no AI-specific skill you can't learn in a day, and engineering fundamentals are what make AI useful.

Oct 8, 2026

Coding Chats Episode 81 - Ben Howdle talks to John Crickett about being a first time CTO in a start-up. Ben, author of The First CTO, shares what changes when you move from building technology to leading a technical team: the pressure, the trade-offs, and the realization that writing code is only part of the job.Drawing on startup experience and lessons learned the hard way, Ben discusses how to balance quality against runway, manage people, and communicate technical decisions in terms that founders and other non-technical stakeholders can understand. He also explores why resourcefulness, resilience, and comfort with ambiguity matter so much—and why CTOs often spend more time selling ideas than they expect.Whether you’re stepping into your first CTO role or leading a technical team at an early-stage company, this conversation offers candid insights into the realities of technical leadership.

May 28, 2026

Coding Chats Episode 80 - start-up advisor Alexander Berkovich shares his expertise on building successful start-ups, hiring strategies, CTO roles, and the importance of communication between technical and business teams. Discover practical tips for navigating the challenges of early-stage companies and how to align technical excellence with business goals.

May 21, 2026

Coding Chats Episode 79 - Richmond Alake, Director of AI Developer Experience at Oracle, joins John to discuss agent memory — how AI agents store, retrieve, and adapt to information. He argues that developers building memory on flat files are naively reinventing the database, and that once you factor in concurrency, security, and scalability, a proper database is inevitable. The conversation covers the full memory stack and how Oracle's AI database keeps embeddings and data together without shipping sensitive information to external providers.

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