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

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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

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