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

The #WorkingInTech series follows the career journeys of thriving tech professionals. We unpack their career stories to turn lessons learned into useful tips to help you make winning career moves.

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:   / juwonthetechie  
Twitter:   / juwonthetechie  
Threads: https://www.threads.net/@juwonthetechie
IG:   / juwonthetechie  
LinkedIn:   / juwon-io  
TikTok:   / juwonthetechie  

CONNECT WITH CASEY
LinkedIn:   / 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