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
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