Episode
Wealthyist E63: Dream Machines & Detroit Steel: Corvette Joy, Classic Car Investing, and Reviving Milwaukee Concours
- Podcast
- Wealthyist
- Published
- May 8, 2026
- Duration seconds
- 1737
- Processing state
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- https://share.transistor.fm/s/fff21dd7
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Summary
In this engaging Wealthyist episode, host Kent Haleen and co-host David Panitzke (both proud new owners of the same-year manual-transmission Corvettes) welcome Jay Shiek , aka Jay the Car Guy — a passionate collector, appraiser, broker, and key figure reviving the Milwaukee Concours d’Elegance. Jay shares his origin story: a lifelong car enthusiast who turned his passion into a business helping clients buy, sell, and appraise vintage and collector cars. His favorite part? The priceless look on someone’s face when they finally get behind the wheel of a car tied to childhood memories or long-held dreams — whether it’s a nostalgic Sunday driver, a race-pedigree machine, or a serious investment piece. Key Highlights & Advice Why classics hit different: Modern cars lack the emotional history; older ones reconnect people with their past (e.g., “My uncle had one”). Jay’s personal passion: Unrestored, original “survivor” cars like his beloved Packard (bought new in Wisconsin, passed through careful owners, now a family wedding chariot). He’s a caretaker, not a modifier — no power steering/brakes, original everything. Common mistakes for wealthy newcomers: Impulse/heartstring buys or auction bidding wars (set a hard budget). Skipping professional appraisals (leads to overpaying, under-insuring, or missing provenance value). Sentimental restorations that don’t make financial sense. Market insights: Values fluctuate dramatically (muscle cars, limited-production models like Charger Daytonas or GNX). Japanese 90s icons (Supra, RX-7) are heating up. Rarity, provenance, and condition drive big premiums — but buy what you love and will actually enjoy. Car collections: Get them appraised, properly insured, stored (especially Wisconsin winters with battery tenders), and driven . Enj…