A Career in Commercial Property Sales. What It's Actually Like to Sell $100M+ Skyscrapers

"I didn't want to be a real estate agent. That sounded terrible." That's how Tim Grosmann felt before he found his way into commercial property, where he's now spent fifteen years chasing what he calls the thrill of the win. In this episode of The 20 Minute Career, he tells Jane Butler what changed his mind, why relationships take years to build and even longer to pay off, and what it actually takes to earn that feeling. If you're a student curious about property, sales, or mid-career looking for a change and wondering what a career with real autonomy looks like, this conversation gives you the unfiltered version. In this video, I cover: ✅ The terrible job interview that somehow turned into a thirteen-year career. ✅ What a typical day actually looks like in commercial property sales. ✅ The hardest part of the job: cold calling, rejection, and pitches you lose after months of work. ✅ How AI is changing entry-level work in property, and why human judgment matters more because of it. ✅ The real cost of the role, and why the first couple of years are the hardest. ✅ What keeps Tim in the industry after fifteen years. ✅ Where the property industry is heading, from build-to-rent to the future of office buildings. ✅ Tim's advice to his twenty-year-old self. Chapter Timestamps: 0:00 - The story that started it all 0:37 - Did you always want to work in property? 2:11 - A day in commercial property sales 3:41 - Why relationships are everything 4:07 - The hardest parts of the job 5:50 - How AI is changing commercial property 8:12 - The real cost: no off switch 10:28 - What keeps Tim in the industry 14:09 - The mistake that taught him the most 15:27 - Skills that matter in property 16:02 - Where the industry is heading: build-to-rent About the Channel: The 20 Minute Career provides real-world career insights through honest conversations with professionals. We help students and job seekers understand the true nature of different jobs to make better career decisions. Subscribe & FOLLOW for new episodes every Wednesday. Connect with us: Everything in one place: https://linktr.ee/the20minutecareer Follow us on Instagram and TikTok @the20minutecareer The 20 Minute Career — Real People, Real Jobs, Honest Conversations. #PropertyCareers #CommercialRealEstate #The20MinuteCareer #CareerAdvice #SalesCareers #RealEstateAustralia #CareerGuidance #FutureOfWork #Australia