How To Explore Careers Without Guesswork, With Gabe DeSanti & Alex Dworsky
Podcast: Career SessionsPublished On: Mon Apr 27 2026
Description: In this episode of Career Sessions, Career Lessons, JR Lowry sits down with Gabriel DeSanti and Alex Dworsky, co-founders of Staj, a platform built around a simple but powerful idea: What if you could experience a career before committing to it? They explore why traditional career decision-making is often based on limited information and how that leads many people to feel misaligned years into their careers. Drawing on Gabe’s experience trying nearly 200 different jobs and Alex’s background in corporate America, they discuss how career exploration can shift from guesswork to intentional experimentation.They cover:Why most people choose careers without truly understanding themHow short-term “career experiments” can provide clarityPractical ways to explore new industries without prior experienceWhy curiosity and initiative matter more than a perfect resumeHow to build credibility quickly when pivoting careersThe role of networking and real-world exposure in unlocking opportunitiesThey also share insights from building Staj and what they’re learning about how people test and transition into new paths. If you’re early in your career or considering a pivot, this conversation is for you.Follow Career Sessions for weekly insightful episodes just like this.Check out the full series of “Career Sessions, Career Lessons” podcasts here or visit pathwise.io/podcast/. A full written transcript of this episode is also available at https://pathwise.io/podcasts/gabe-desanti-alex-dworsky/.Become a PathWise member today! Join at https://pathwise.io/join-now/
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