What if your biggest career breakthrough… came from a machine that knows you better than your manager ever could?
That’s the bet Jared Goralnick is making—and it’s not coming from theory. It’s coming from a career spent sitting at the fault line between human behavior and software: from early internet hacker, to Microsoft and LinkedIn product leader, to now rebuilding how feedback works from the ground up.
Jared Goralnick is a multi-time founder and former product leader at Microsoft, LinkedIn, and Upwork. Today, he’s the CEO and co-founder of Your360 AI, a voice AI platform reimagining how professionals get feedback, grow, and make career-defining decisions. Instead of static surveys and biased manager reviews, Your360 uses conversational AI to deliver executive-level coaching at a fraction of the cost—unlocking a billion-dollar market that’s long been broken and underpenetrated.
In Today's Episode We Discuss
00:01 – Intro & Guest Welcome
00:23 – Jared’s Early Tech Background
01:27 – Running, Philosophy & Personal Habits
03:11 – Early Influences on Building Products & Teams
06:30 – Obsession with Human Behavior + Software
08:23 – The 4-Hour Workweek & Early Productivity Work
10:19 – Favorite Gadgets & Camping Lifestyle
13:51 – LinkedIn Lessons: Marketplaces & Feedback Loops
17:59 – From Features to Systems Thinking in Product Leadership
21:02 – Founder Lessons & Early Startup Mistakes
25:05 – Origin Story of Your360.ai
27:15 – Market Size & Disrupting 360 Feedback
30:41 – Psychological Safety & AI-Driven Feedback
34:39 – Surprising User Behavior with Voice AI
37:16 – How Your360 Works (Product Walkthrough)
41:14 – Data Privacy, SOC2 & Enterprise Concerns
45:10 – Biggest Mistakes in HR Tech Startups
47:43 – Future of Work & Career Survival Skills
50:08 – Long-Term Vision for Your360
52:08 – Beliefs That Changed Over Time
56:00 – AI Tools, Productivity & Claude/Cursor
🧠 Pull quotes
“Feedback shouldn’t be filtered through someone who controls your compensation. That’s not coaching—that’s politics.”
“If you want to grow, you have to make meaning from feedback—not just receive it.”
Jared grew up watching his father chase the feeling of a great job—and never quite find it again. That imprint stuck. Now he’s building something deceptively simple: a system that helps millions of people actually understand themselves at work—before it’s too late to course-correct.
Because in the end, the biggest risk isn’t failure. It’s going years in the wrong direction… with no one honest enough to tell you.
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