Ep 73 - How to Become A Technical Program Manager with Casey Jostine

On this episode of #WorkingInTech, we're talking to Casey Jostine. Casey started his career as a 7th-grade math teacher through Teach For America before pivoting into tech. He went on to earn a Master’s in Information Systems and now works as a Technical Product Manager at Microsoft, where he leads hardware capacity and decommissioning for Outlook and Exchange. Casey is also the founder of Dresscode, a tech-inspired fashion brand that makes STEM more accessible through clothing. And he plays a key role in Atlanta’s tech community as a Director at RenderATL, the Southeast’s largest tech conference. Casey will share how he made the switch from teaching to tech, what it’s like managing large-scale systems at Microsoft, and how he’s using fashion and community to inspire the next generation. Cracking the PM Interview: https://amzn.to/3HPaIYG 𝕏 CONNECT WITH ME ON SOCIALS 𝕏 Facebook: https://www.facebook.com/juwonthetechie/ Twitter: https://twitter.com/JuwonTheTechie Threads: https://www.threads.net/@juwonthetechie IG: https://www.instagram.com/juwonthetechie/ LinkedIn: https://www.linkedin.com/in/juwon-io/ TikTok: https://www.tiktok.com/@juwonthetechie CONNECT WITH CASEY LinkedIn: https://www.linkedin.com/in/caseyjostine/ Website: http://www.thedresscodeco.com/ CHAPTERS 0:00 - Intro 0:50 - RenderATL 2:20 - Why Tech? 11:27 - Nurturing Talent 15:25 - Breaking into Tech 22:25 - Skills for Product Managers 26:00 - Transition from Entrepreneurship 29:15 - Attending Tech Conferences 35:20 - Using AI 37:20 - Salary Progression 40:47 - Negotiation Tips 44:50 - DRESSCODE 54:00 - Render 2026! 57:20 - What Makes a Great Resume 59:40 - Showing up to an Interview 1:01:27 - Final Words 1:03:30 - Conclusion