Wealthyist

Wealthyist E64 | Luxury Isn't a Price Tag: Redefining the 'Biggest Day' with Wedding Pros Ashley Kuehnel & Koryn Bennett

In this episode, host Austin Grandinetti sits down with Ashley Kuehnel of Midwestern Bride and Koryn Bennett  of Ivy Lane Photo Company . The conversation dives into the evolving world of luxury and premium weddings, particularly in the Midwest. Key highlights include: * What "luxury" really means: It varies wildly by couple—some prioritize an intimate experience with 10 guests and heavy investment in florals or photography, while others focus on hosting a large crowd. True luxury often boils down to how the day feels: seamless, stress-free, personal, and emotionally supportive. It's less about a fixed dollar amount and more about priorities, vendor treatment, attention to detail (like fetching Birkenstocks for a bride's sore feet), and peace of mind. * The role of key vendors: Ashley explains her consultative, relationship-driven approach at Midwestern Bride. With nearly 15 years in the industry (drawing from hospitality, floral, dress shops, and catering), she acts as a "quarterback," curating vendors, aligning budgets and timelines, and handling the behind-the-scenes logistics so couples can actually enjoy their day. Koryn shares how her photography emphasizes collaboration, extended shoots, backup security for images (including long-term hard drive storage), and treating couples as individuals rather than assembly-line clients. Both stress the value of experienced vendors who understand the full ecosystem—preventing disasters like no-shows or lost photos that cheaper or less reliable options can cause. * Budgets and realities: Full-planning clients with Ashley often land at six figures or more (one standout reached over $500K for a multi-day, highly intentional event on private property with custom tents, flooring, multiple floral teams, and army-truck loads of flowers). "Average" weddings (without full planning) trend toward $60K–$70K in their markets, far above outdated Google averages due to rising venue costs, inflation, and demand for experiential elements. Backyard or DIY options can ironically cost more than venues because of hidden logistics (electricity, staffing, etc.). * Generational shifts and trends: Gen Z couples lean toward smaller, more intentional weddings, questioning traditions (e.g., skipping long ceremony-to-reception gaps), and valuing vendor friendliness and honesty about family dynamics. They're prioritizing presence over pomp. Parents' involvement varies—some provide gifts with full autonomy, others buffer budgets thoughtfully. Experiential details shine: sentimental surprises (like restoring a late father's car for photos), personalized guestbooks (e.g., a surfboard with embedded flowers), interactive elements (Polaroid walls with real-time seating integration), and guest-focused flow (quick bar service, props to energize the dance floor). * Why hire pros? Peace of mind is the ultimate luxury. Planners and photographers prevent chaos, anticipate needs, foster smooth vendor teamwork, and create space for couples (and families) to be fully present. The guests' experience—hospitality from the first moment, no downtime, entertainment that keeps energy high—often separates memorable events from standard ones. The discussion ties back to wealth strategies: Spending on a wedding reflects values around experiences, relationships, and intentionality, much like financial planning. It's not about mindless extravagance but curating what matters most while trusting experts to handle the rest. Ashley and Koryn emphasize building trust, open communication (especially across generations), and delivering feelings of care and joy that last far beyond the photos. Overall, the episode offers practical insights for anyone planning (or paying for) a high-end wedding: Focus on alignment with vendors who "get" you, invest in expertise for security and smoothness, and remember that luxury is ultimately about emotion and execution, not just the bottom line. Great listen for couples, parents, or anyone curious about how the wealthy approach life's milestone celebrations.

Wealthyist E63: Dream Machines & Detroit Steel: Corvette Joy, Classic Car Investing, and Reviving Milwaukee Concours

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. Enjoy them, show them, share them. Don’t let them sit and degrade out of fear or sentiment. * Driving vintage cars: Requires extra care — they’re not modern in braking/handling, and other drivers don’t always respect them. Milwaukee Concours d’Elegance: J is leading the revival (post-COVID) with plans for next year at the zoo in partnership with Autism United. It aims to be “Middle America’s Pebble Beach” — competitive, invitation-only, judged classes celebrating original/unrestored excellence. They need deep-pocket sponsors and ~450 volunteers. Get involved via carguymke.com or “Jay the Car Guy” on social media. Final advice for successful retirees entering the hobby: Buy what tugs at your heartstrings, not what others think is cool. Work with experts to avoid pitfalls, and drive/enjoy your collection. The episode blends lifestyle passion, practical wealth strategies for automotive assets, and community-building around classic cars. It’s motivational for enthusiasts and informative for those treating them as investments. Perfect listen for anyone with (or eyeing) a garage full of steel dreams.

Wealthyist E61 | From Navy SEAL to Building Impact-Driven Businesses: Leadership Lessons from the Battlefield to the Boardroom with John Choate

In this episode of The Wealthyist, Kent Halleen sits down with John Choate — former Navy SEAL officer, successful entrepreneur, and founder of Apogee Travel, a transparent hotel booking platform that supports veteran causes and charities like St. Jude. John shares hard-earned leadership lessons from the SEAL teams that translate directly to building high-performing businesses and living a wealthy, purposeful life. Key topics include: * Anticipating the “adversary’s vote” and stress-testing plans (the military “murder board” approach) * The power of decentralized command and building a culture that allows smart failure * Why the right people always matter more than perfect processes * The challenge high-achievers face when transitioning out of high-intensity careers — and how the drive never really turns off * Current trends in physical security for ultra-high-net-worth individuals (the shift to low-visibility, concierge-style protection) Blending battlefield discipline with entrepreneurial wisdom, John delivers practical, no-nonsense insights on leadership, legacy, risk, and staying grounded while chasing meaningful success. A must-listen for executives, founders, and anyone building wealth with impact.

Wealthyist E60 | Philanthropy From The Heart: How Ultra-Wealthy Donors Turn Simple Giving Into Transformation with Joan Nesbitt

In this engaging episode of Wealthyist, host Anthony Mlachnik (Senior Wealth Advisor at Annex Private Client) sits down with Joan Nesbitt, Vice Chancellor for University Advancement at the University of Wisconsin-Milwaukee (UWM). With over 30 years in higher education fundraising—including more than a decade in a similar role at Missouri S&T—Nesbitt shares insights from the front lines of partnering with ultra-high-net-worth individuals, families, and philanthropists to create lasting impact through education. The conversation opens with Nesbitt's journey from Oklahoma roots (complete with a relaxed attitude toward Midwest tornado warnings and tennis during sirens) through Missouri to her current role in Wisconsin. She reflects on her accidental entry into fundraising in the 1980s and the shift from smaller nonprofits to better-resourced higher ed environments. Key topics include: * Evolving donor strategies: Most annual gifts still come simply as checks or credit cards from income, but high-capacity donors leverage sophisticated vehicles like stock donations, charitable remainder trusts, donor-advised funds, and planned/legacy giving tied to life events (e.g., business sales, liquidity events, or RMDs). * Shifting alumni engagement: The old assumption of natural alumni loyalty has faded, especially among younger graduates burdened by student debt. Millennials and Gen Z prioritize broad societal impact, justice, and fairness over "helping someone just like me." Nesbitt discusses how UWM is adapting with personalized digital strategies and even piloting AI-driven platforms for scalable, avatar-based donor engagement (surprisingly appealing to those over 50). * The power of storytelling and experiences: Annual galas, alumni awards, and heartfelt reflections highlight how connections—with professors, mentors, dorm friends, or campus moments—create enduring emotional ties. Donors often express genuine humility and surprise when recognized. * Major gifts and ultra-wealthy mindsets: Nesbitt recounts standout stories, including a record-breaking $300 million gift (in ETFs) from a billionaire engineer who wanted transformative impact beyond "just a building." She emphasizes holistic donors who blend cash, time, volunteering, corporate resources, and networks. Even during UWM's 414 Day giving campaign, a major donor made seven targeted gifts across challenges, showing deep alignment with personal values. * Sports, NIL, and the "front porch" of the university: Athletics draws attention and enrollment for many schools, but Nesbitt notes it varies by institution (less central at her prior engineering-focused school). She stresses operating with integrity amid the "Wild West" of NIL, keeping student-athlete education and experience first while collaborating across advancement and athletics. * Personalization as the secret sauce: Whether for philanthropy or wealth management, success comes from understanding individual goals, values, and passions. Sophisticated donors leverage giving to amplify networks, teach family members, and create community connections—much like high-net-worth clients intentionally align time, relationships, and resources. Nesbitt closes by inviting listeners to explore UWM's role as a community-engaged institution (recognized by the Carnegie Foundation) that transforms potential into opportunity through education, workforce development, and public events. The episode offers wealthy listeners practical takeaways on intentional philanthropy, legacy planning, and building meaningful impact—while drawing thoughtful parallels to personalized wealth strategies. It's a warm, insightful look at how ultra-wealthy families turn resources into societal transformation, with a forward-looking nod to AI's role in advancement.  A great listen for anyone interested in higher ed giving, donor psychology, or blending personal values with strategic generosity.

Wealthyist E59: Private Jets Without Owning the Plane: How Jet OUT’s Co-Ownership Reclaims Time for the Wealthy

In this remote episode of Wealthyist, recorded live from Jet OUT’s new hangar in Waukesha, Wisconsin, host Anthony Mlachnik (Senior Wealth Advisor at Annex Private Client) sits down with Evan Rossiter, Sales Director at Jet OUT — a Milwaukee-based private aviation company. Evan clearly explains Jet OUT’s co-ownership model: it’s not traditional fractional ownership (like NetJets), not a jet card, and not aircraft management. Instead, it’s structured like tenant-in-common real estate — multiple co-owners share one Cessna Citation CJ4 Gen2 jet, but Jet OUT owns and operates the entire fleet. Co-owners simply call and fly. JETOUT handles all maintenance, piloting, flight planning, and heavy lifting. Key highlights include: * Strategic expansion — Bases in Milwaukee, Southwest & East Florida, Scottsdale, and Dallas (with 6 more CJ4s arriving in 2026, bringing the fleet to ~16 aircraft). * The efficiency niche — Matching co-owners flying the same day or opposite directions (especially Midwest-to-Florida runs), which reduces costs and boosts utilization. * Time as the ultimate luxury — Dramatic contrast vs. commercial travel: 15-minute airport arrivals, no TSA, direct flights to smaller airports, and multi-stop business days that let executives be home for dinner. * Real-world use cases — Business owners hitting 3–4 cities in one day; families reaching second homes in Florida or Arizona; even light-hearted stories like flying pets solo. * Entry points — Ideal for 4–5+ round trips per year; a shorter “dip-your-toe” one-year program is also available. * Community & lifestyle angle — Like-minded co-owners often connect (when desired), and different paint schemes on each jet preserve anonymity. * Future outlook — Continued growth in private aviation driven by commercial frustrations post-COVID and TSA issues; possible larger aircraft coming. Anthony ties the conversation back to wealth management: how high-net-worth clients are “time poor,” and how strategic choices like smart private aviation can protect family time, reduce stress, and align with values — exactly the kind of lifestyle optimization Wealthyist explores.