Wealthyist

Annex Wealth Management
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Wealthyist, the podcast that discusses the lifestyles, choices, and strategies of the wealthy. Each week, the Annex Private Client team talks to experts in a variety of areas to discuss trends and paths visited by people who have built or are in the process of building significant wealth.

  1. 2D AGO

    Wealthyist E58 | Bricks, Policy & Legacy: Building Generational Wealth in Wisconsin Commercial Real Estate with Jim Villa

    In this episode of Wealthyist, host Anthony Mlachnik interviews Jim Villa, CEO of NAIOP Wisconsin (the Commercial Real Estate Development Association). With 35 years in public policy, politics, and economic development—including roles under Governor Tommy Thompson and Scott Walker—Villa offers a grounded, insider perspective on commercial real estate as a vehicle for wealth creation and community impact. Key Highlights: Jim’s Background & NAIOP’s Mission: Villa leads efforts focused on public policy advocacy and developing the next generation of leaders (under 35). He stresses that "policy matters"—tracking local and state policies gives better market insight than national headlines.Core Challenges in Commercial Real Estate: Talent/people shortages remain the #1 issue, ahead of financing and permitting. Long-term strategies are essential to weather economic cycles.Office Sector Trends: Post-COVID hybrid work (accelerated but not created by the pandemic) continues. Demand persists for Class A spaces with premium amenities, technology, huddle areas, and “Starbucks-like” environments in vibrant locations. Downtown Milwaukee (e.g., BMO Tower) is strong; suburban markets are rebounding. Conversions and rehabs are more common than new builds.Multifamily & Housing: High-end luxury apartments in Milwaukee are filling slowly due to conservative absorption rates. Major shortage of workforce housing (for teachers, firefighters, service workers) amid high construction costs. Wisconsin saw some of the nation’s steepest rent/housing price spikes but remains more affordable overall than coastal markets.Investment Appeal of Wisconsin/Midwest: Viewed as a stable, “durable,” and good-value tertiary market. Less volatile than Sunbelt hotspots like Texas. Strong local investor participation, cautious development practices, and tangible community impact make it attractive for long-term holds. Post-COVID, some coastal capital has shown interest due to affordability and consistency.Strategies for Wealthy Investors:Diversification alongside other assets.Tax tools like 1031 exchanges, Opportunity Zones, and bonus depreciation (strengthened in recent legislation).ESG/impact focus: Local developers often deliver community benefits (childcare, retail, neighborhood revitalization) beyond pure financial returns.Partner with trusted local professionals and align with overall tax/estate plans.Future Outlook: AI-driven demand for data centers and energy generation will be critical. Wisconsin’s reliable power is a competitive advantage. Emphasis on creating “places” not just “spaces,” legacy-building, and balancing innovation (e.g., tech in buildings) with practical needs.Villa portrays commercial real estate as more than an asset class—it’s economic development that creates jobs, shapes communities, and builds lasting generational wealth when approached thoughtfully with the right team and long-term mindset. The episode is especially relevant for Midwest investors who prefer tangible, drive-by assets and balanced portfolios.

    32 min

  2. MAR 27

    Wealthyist E57: How the Wealthy Are Quietly Revolutionizing Healthcare: Transparent Costs, Direct Care & Massive Savings with Dr. Timothy Murray

    In this episode of Wealthyist, host Anthony Mlachnik(senior wealth advisor at Annex Private Client) interviews Dr. Tim Murray, an anesthesiologist and founder/CEO of Solstice Health. Murray launched the company in 2012 after witnessing pricing practices in traditional hospital systems, noting that medical bills remain the #1 cause of bankruptcy. Core Business Model:Solstice Health combines Direct Primary Care (DPC) with direct surgical care under one umbrella — a rare (and possibly unique) setup in the U.S. Patients pay a flat $59/month for unlimited primary care access (24/7, no copays, longer visits), plus labs, imaging, and medications at true wholesale cost. They also operate an ambulatory surgery center, delivering procedures like hip replacements for ~$19,500 all-in — compared to $60,000–$100,000 at traditional hospitals. Key Themes & Insights: Education is everything. Most people (and many business owners) don’t understand the difference between insurance (financial risk protection) and healthcare itself. Murray emphasizes transparency and fiduciary responsibility for self-funded employers.Why people resist change: Comfort with the status quo ("just hand over the insurance card") and lack of price visibility.Incentives matter. In DPC, providers have smaller patient panels (600–800 vs. 2,000–4,000), giving them time for real care, prevention, and even "deprescribing" medications (e.g., removing statins or metformin after lifestyle changes, especially through their medically supervised weight loss program targeting the obesity epidemic).Physician challenges: Many doctors fear leaving hospital systems due to non-competes, loss of benefits, or business unfamiliarity. Hospital lobbies exert heavy control (e.g., ACA restrictions on physician-owned hospitals).Wellness & holistic approach: Strong focus on lifestyle, nutrition (critiquing the modern food system’s sugar overload), functional medicine, IV therapy, and keeping people healthy rather than just treating sickness. Incentives in DPC align with prevention, not volume.Time savings: Huge reductions in employee absenteeism, no more wasted time on unnecessary urgent care/pharmacy runs, and more remote care options — freeing up time for family, work, and life.Wealthy trends: Concierge medicine pioneered premium direct access for the rich; DPC democratizes that model at a fraction of the cost while delivering "executive physical" level attention to everyday patients and employees.Closing Takeaways:The conversation highlights a holistic view of wealth — financial health alone isn’t enough without physical and mental well-being. Dr. Murray and Anthony both stress integrated wellness, time efficiency, and proactive decision-making for business owners, leaders, and families. Solstice positions itself as a transparent, competition-driven alternative that can dramatically lower costs while improving care quality and doctor/patient satisfaction. Overall, the episode serves as both an inspiring entrepreneurial story and a practical call-to-action for business owners and individuals frustrated with rising healthcare costs: question the system, seek transparency, and explore direct care models that realign incentives toward better health and lower spending.

    36 min

  3. MAR 13

    Wealthyist E56 |Passion Assets: Turning Your Treasures (and Pets!) into Lasting Legacies – Don't Let Love Become a Burden

    The episode of Wealthyist (the podcast exploring the lifestyles, choices, and strategies of the wealthy, produced by Annex Wealth Management) features host Tom Parks, Director of Retirement Plan Services, interviewing his colleague Deanne Phillips, Managing Director of Client and Community Engagement. The focus is on "passion assets"—personal items acquired out of genuine love and passion rather than primarily as investments, which often lack formal beneficiary designations unlike financial accounts. Key Points from the Discussion: Definition: Passion assets include art, classic cars, wine collections, musical instruments, rare books, watches, sports memorabilia, jewelry, and even pets (highlighted as America's favorite, with Americans spending over $140 billion annually on them). These can represent significant value (hundreds of thousands of dollars) in high-net-worth households but are frequently overlooked in estate planning.Why They're Overlooked: Unlike retirement or brokerage accounts with built-in beneficiary forms and professional management, passion assets are often stored informally (basements, attics, wine cellars). Heirs may not know their worth, leading to hasty disposal ("haul it all away") or emotional oversights.Real-World Examples: Deanne shares a personal story of inheriting a hoarded family home filled with hidden treasures like over 100 pieces of Cristal d'Arques and Orrefors crystal, vintage fabrics concealing a pristine 1940s Deanna Durbin doll, old slides, and more. Surprises can include vintage electronics (e.g., original Apple computers or iPods), comic books, first-edition books, mid-century furniture, early Rolex watches, or even flip phones amid modern trends.Planning Importance — Three main reasons for valuation and documentation:Insurance: Standard homeowners policies often fall short; specialized riders or coverage are needed, especially for older/antique items.Estate Planning: Prevents family disputes over unequal values (e.g., one child getting a high-value painting) and ensures fair division.Taxes: Collectibles face higher capital gains rates upon sale; appraisals help with accurate reporting.Preservation Tips: Protect items from damage (e.g., temperature-controlled wine storage, UV/humidity control for art, regular servicing for watches/cars, archival methods for paper ephemera like Civil War letters). Before donating or discarding anything 30–40+ years old, consult appraisers or experts—markets are cyclical and surprising.Pets as Passion Assets: A major focus, given generational pet ownership trends (e.g., 76% of millennials). If a pet outlives the owner (e.g., parrots or tortoises), plan for care. Pet trusts (recognized in all states, though provisions vary) allocate funds for a designated caregiver, specify care standards/vet/groomer, and name a contingent beneficiary (e.g., charity) for remaining funds after the pet's life. Famous example: Leona Helmsley's trust for her dog (reduced by courts but spotlighted the concept).Actionable Steps (Deanne's five key recommendations):Take inventory (use video for ease).Photograph/document everything.Get appraisals (update every few years as markets shift).Ensure proper insurance coverage.Communicate with heirs (e.g., confirm they're willing/able to care for a pet or want specific items).Final Takeaway: Passion assets enrich life, but without planning, they can burden the next generation. Proactive steps turn them into meaningful legacies rather than problems.

    23 min

  4. MAR 8

    Wealthyist E55 | Branding 2.0: Rich Gray on Authentic Athlete Partnerships, NIL Evolution & Long-Term Legacy

    Host Anthony Mlachnik, Senior Wealth Advisor at Annex Private Client, interviews Rich Gray, founder of Rebrand NY—a sports and business development firm that connects brands with athletes for authentic marketing partnerships, while helping athletes (current, NIL-eligible, and retired) maximize their personal brands, off-field ventures, and long-term opportunities. Key Discussion Points: Rich's Background: Born on Chicago's South Side, basketball opened doors (first flight for a game, college at Chicago State). Post-playing, early internships with Chicago Sky exposed him to NBA stars/recruits. A pivotal chat with Hank Thomas (Octagon/Kesmai) inspired his shift to sports business. He earned a law degree (Washburn University, with time at KU), interned at Priority Sports, then joined Brooklyn Nets front office via connections. This led to his current role bridging sports, law, and brand strategy.When Athletes Become Brands: Historically, marquee college players; now, elite high school freshmen/sophomores must think this way due to NIL. Protection (legal/IP) and marketing start early.What Brands Seek in Athletes:Authenticity above all—no forced narratives. Brands want athletes whose values/lifestyle already align (e.g., health-focused athlete for nutrition brand). High performance + genuine fit creates believable stories and consumer trust. Data (social following, virality) helps, but behavior/nuance matters long-term.Cash vs. Equity in Deals: Assess brand stage—startups/white-space opportunities favor equity for massive upside (e.g., Kobe Bryant's BodyArmor investment turned a challenger into a competitor vs. Gatorade). Balance immediate cash needs with potential growth; value your time/input.Athlete Brand Value: Mix of tangible metrics (social followers, content performance) and behavioral alignment. Follow "the wealthy" (high-achievers) for strategies.Sustainable vs. Transactional Partnerships: Long-term storytelling (full lifecycle: college → pro → retirement) builds retention/value (e.g., trading card companies investing in NIL for ongoing narratives). Transactional = short-term flashes.Wellness/Mental Health Trends: Shift from taboo to open; brands now support holistic athlete health (mental, physical). Unions/retired players associations partner on lifecycle support. Some brands think long-term (today/tomorrow/future); others chase trends without red-flag awareness.Parallels to Wealth Management/Business Owners: Intentionality, values alignment, long-term planning mirror athlete branding. Athletes learn from business owners (strategic info use); vice versa. NIL democratizes opportunities—even mid-major/reserve players can build wealth thoughtfully.AI/Social Media & Rebrand's Focus: Keep IP relevant post-peak via targeted community engagement. Package legacy for businesses, nonprofits, etc. Maintain satisfaction beyond playing days.Emerging Sports: Women's volleyball exploding (e.g., daughters of NBA stars like Jermaine O'Neal, Kevin Garnett, Rajon Rondo). Dads apply pro experience to daughters' new landscape—unique mentorship, purpose, faster growth than early WNBA.Media Evolution (e.g., NBA): Shift toward centralized platforms (NBA app as hub, others as plug-ins). Testing phase; post-next TV deal, expect consolidated access.Player Empowerment: NBPA's evolution (e.g., Think450 marketing arm, player-led like Andre Iguodala) influences deals, including broadcasting rights—positive for athletes.The episode draws strong parallels between athlete career transitions/retirement and business sales/retirement planning—emphasizing intentionality, education, and long-term vision.

    31 min

  5. FEB 27

    Wealthyist E54 | Redefining Luxury: From Bling to Meaningful Moments – The New Era of Wealthy Travel with Rose Gray

    In this week's episode of Wealthyist, hosted by Anthony Mlachnik, Senior Wealth Advisor for Annex Private Client, Anthony and Rose Gray from Fox World Travel explore how the definition of luxury travel has evolved dramatically. No longer about the most extravagant, showy accommodations or vehicles to "make a statement," today's affluent travelers prioritize exceptional service, bespoke and unique itineraries, quality over quantity, and low-key, private experiences. They often keep trips understated—rooted in Midwest values of humility, family, and privacy—focusing on emotional impact (e.g., meaningful volunteer work or profound memories) rather than bragging rights. Rose shares her favorite continent is Africa (for its profound experiences), and she gently challenges the "visit all seven continents" goal by highlighting realities like Antarctica's challenges (e.g., penguin smells, zodiac landings without easy access). They address modern trends: AI in travel: Fox World Travel embraces it (with their own bot "Kobe the Cheese" for initial ideas/emails), but Rose stresses human expertise is essential—citing AI's hilarious errors (e.g., recommending a food bank as a top restaurant).Social media's double-edged sword: It amplifies misinformation (e.g., recent Puerto Vallarta shelter-in-place coverage portrayed as being "trapped," scaring people away from Mexico broadly), but Fox uses it to evoke emotion. Phones enable stunning photos (replacing bulky cameras), yet pose risks like location tagging aiding poachers in Africa or security vulnerabilities—advising delayed posting or turning off location services.Group vs. personalized travel: Rose explains how structured group trips (corporate incentives, family/multi-gen, or high-end adventures) provide "freedom within structure"—pre-planned logistics allow flexibility (e.g., skipping for ancestral visits). They balance large events with personalization by vetting partners deeply, understanding group dynamics, and incorporating individual needs.Core theme: The new pinnacle of luxury is ultimate, anticipatory service—beating clients to their needs, creating memorable "life moments" (parallels drawn to wealth management, where investment performance is table stakes, but holistic life support shines). Rose recounts a recent Puerto Vallarta trip disrupted by events, turning into a positive bonding experience with kindness and sharing among guests (mostly Canadians post-hockey game). They touch on private aviation (prices dropping, viable alternative to premium commercial), membership-style annual travel services (high-touch, family-like knowledge of clients), and preparations for remote/extreme trips (vetted partners, on-ground security intel, group compatibility). Destination highlights include: Corporate retreats: Costa Rica for adventure/team-building or Little Palm Island (Florida) for luxury.Family/multi-gen: Africa safaris for unforgettable impact.Romantic getaway: Ladera in St. Lucia (cave-like rooms with plunge pools, Michelin-level dining, ultimate relaxation).Advice for starting luxury travel: Allocate your budget intentionally (e.g., one blow-out trip vs. several solid ones, multi-gen vs. couple-focused, incorporating philanthropy/volunteerism for deeper fulfillment). Travel insurance (via partners like Travel Guard) is non-negotiable—offered every time, with clear explanations of coverage. The episode ties travel trends to broader wealthy lifestyles: emphasizing service, anticipation, emotional depth, risk management, and balancing opulence with purpose and giving back.

    32 min

  6. FEB 20

    Wealthyist E53 | How Direct Primary Care Delivers Proactive Health for Busy Executives, Families, and Businesses (with Dr. Suzanne Gehl)

    In this episode of Wealthyist, host Deanne Phillips, CFP® and Managing Director of Client and Community Engagement at Annex Wealth Management, interviews Dr. Suzanne Gehl (a board-certified family physician, former WAFP president, and owner of a solo Direct Primary Care practice in Hartford, Wisconsin. Dr. Gehl explains Direct Primary Care (DPC) as a membership-based model that provides unlimited access to a personal physician without insurance billing for primary care. Key features include: Ultra-accessible care: Same/next-day appointments (30–120+ minutes long), 24/7 direct phone/text/email response (often within hours), telemedicine, home visits, and no waiting rooms or phone trees.Cost savings: Covers unlimited visits, point-of-care testing (e.g., rapid strep, urine tests), drastically discounted labs (90–95% off), and low-cost generic meds (e.g., 3-month supplies under $3). No copays, deductibles, or markups.Patient experience: Direct doctor interaction from the start, comprehensive histories/exams, in-office procedures (e.g., joint injections, EKGs), and proactive management—catching issues like undiagnosed hypertension, thyroid problems, or even cancer early.Business/employer angle: Companies can cover memberships to slash group health costs (examples: 16–42% savings in first year, preventing job offshoring by reducing expenses). Employees gain easy access, leading to better preventive care and fewer ER/urgent care visits.Differences from alternatives: More affordable than concierge medicine ($2,700–$40,000+/year, often bills insurance); no middlemen, fancy lobbies, or large staffs—keeps overhead low.Medicare integration: Practices opt out of Medicare (no billing/reimbursement), but patients can use it for hospitalizations/specialists. DPC complements (doesn't replace) high-deductible or catastrophic insurance for major needs.Advanced tools: Dr. Gehl highlights innovations like multi-cancer early detection blood tests (e.g., Galleri), genetic longevity profiling (e.g., via GB Insights or New Amsterdam Genomics for personalized prevention, supplement/medication guidance), and virtual specialist consults—enabled by small patient panels (500–700 max) for deeper research and faster implementation.The discussion emphasizes DPC's growth since ~2010 (now ~9% of U.S. primary care docs), its efficiency for busy/high-net-worth individuals , and its wellness focus—promoting healthier lives, reduced overall healthcare spend, and better quality/quantity of life. Deanne ties it to strategic choices for the wealthy: using DPC as a smart, proactive complement to insurance for time savings, cost control, and superior outcomes. Listeners can find DPC providers via Mapper — Direct Primary Care | DPC Frontier. This episode positions DPC as an empowering lifestyle upgrade—restoring the doctor-patient relationship while aligning health with financial savvy.

    30 min

  7. FEB 13

    Wealthyist E52 | From Tee Times to Timeless Experiences: How Golf Became The Ultimate Wealth Play with Brian Weis

    This week's episode of Wealthyist (the podcast exploring the lifestyles, choices, and strategies of the wealthy, produced by Annex Private Client/Annex Wealth Management) is hosted by Anthony Mlachnik, a senior wealth advisor. The guest is Brian Weis, a serial entrepreneur deeply passionate about golf. He runs multiple golf-related businesses, including GolfTrips.com (focused on golf travel), Golf Guide (product reviews), and Golf Community Living (highlighting golf-centric real estate and retirement living). He's also a board member of the Golf Course Owners of Wisconsin, and a dedicated golfer with a handicap that fluctuates between 3 and 12 (depending on whether he's betting or bragging). The conversation centers on the evolution of golf as a lifestyle and experience, particularly among affluent individuals, and how it ties into wealth, business, health, and social connections. Key Topics and Trends Discussed: Golf's Post-COVID Boom: Pre-COVID, golf was declining, but the pandemic highlighted it as a safe outdoor activity. Younger generations (30s–40s) with rising discretionary income have driven massive growth in golf travel and experiences, shifting from basic tee times to premium, immersive outings.Shift to High-End Experiences: Traditional "buddy trips" (cheap hotels, beer, cram in rounds) have evolved into luxury setups—resorts with on-site real estate, spacious homes/villas with grills, fire pits, and stocked bars. Golf now pairs with wellness (spas, unplugged time), culture (e.g., castle tours in Europe), food/wine, bourbon/cigar tastings, or events like the Super Bowl or Masters.Types of Golf Travelers:Bucket-listers chasing iconic courses (e.g., Pebble Beach, St. Andrews).Experiential groups seeking added activities.Couples blending golf with non-golf elements (spas, local sights); some spouses golf, others relax poolside/spa while the golfer sneaks in early rounds.Business and Networking Angle: Golf reveals character (handling adversity, positivity). It's a powerful tool for building relationships—better than short meetings. Many executives/entrepreneurs use it for prospecting or client entertainment. Professional athletes (e.g., Michael Jordan, Steph Curry, Aaron Rodgers) often excel at golf and cross-pollinate mindsets with business leaders.Trends in Memberships and Access:"Country club membership hoarders" collecting multiple private/national memberships for prestige, business, or vacation access.Corporate/national memberships at elite spots (e.g., Sand Valley's Lido).Shift from heavy discounting (pre-COVID) to willingness to pay for premium experiences.Luxury Travel Logistics: Helicopters/private jets for remote courses (especially in Scotland/Ireland to save time on narrow roads and fit more rounds). Transportation services (limos/buses) for groups to enjoy drinks safely.Wisconsin as a Golf Destination: Underrated no more—hosts top courses like Sand Valley (multiple), Kohler (Whistling Straits), Erin Hills (former U.S. Open site). It ranks high nationally (e.g., most in top 100 lists recently). Benefits local economy via packages, transport, beer/spirits (e.g., Spotted Cow), cheese curds/brats.Family and Inclusivity: Resorts add short/par-3 courses (e.g., Sand Valley's Sandbox) for beginners, kids, spouses. More family-friendly amenities beyond golf.Lodging Evolution: From cramped hotel rooms to spacious, configurable setups (private bedrooms/baths, common areas) to keep guests on-property and enhance revenue.Recommended Trips:International: Scotland (St. Andrews for history; Highlands/Edinburgh areas for variety) or Ireland.Domestic: Pinehurst (NC) or Pebble Beach (CA) for bucket-list appeal; strong praise for Wisconsin's concentration of elite courses.Modern Tech and Home Golf: Explosion in high-end home simulators (converting wine cellars/basements) using Trackman/software to virtually play bucket-list courses. Resorts/clubs add them for off-season or bad-weather play.Health and Longevity Benefits: Golf checks physical (walking, flexibility, strength for clubhead speed), mental (unplugging, focus), and social boxes. Ties into longevity—staying active into 80s/90s, modern training (stretching, dynamic warm-ups) mirroring pro athletes' approaches. Important for retirees/executives to maintain engagement post-career.Planning Modern Trips: Affluent golfers increasingly use golf tour operators for seamless experiences (beyond DIY tee times) to ensure smooth weekends.Brian directs listeners to GolfTrips.com for research, packages, and experiences (DIY-focused but featuring pro operators/resorts). The episode weaves golf passion with wealth themes—how high-net-worth individuals invest in experiences, relationships, health, and legacy through the game—while highlighting Brian's entrepreneurial journey in the space.

    32 min

  8. FEB 6

    Wealthyist E51 | Biohealth Boom, I-94 Dreams, and the Next Great Wealth Transfer with Waukesha County Business Alliance's Amanda Payne

    In this episode of Wealthyist, host Anthony Mlachnik, a senior wealth advisor at Annex Wealth Management, sits down with Amanda Payne, President and CEO of the Waukesha County Business Alliance (the local Chamber of Commerce). The conversation explores why Waukesha County ranks among Wisconsin's wealthiest and the top 200 in the U.S., highlighting its appeal as a hub for business success, family life, and community vibrancy. Key highlights include: Attractions for the Wealthy: Amanda attributes the county's draw to a thriving business ecosystem, excellent schools, high quality of life, and family-friendly environment. As a fifth-generation Waukesha resident, she shares personal anecdotes, like her family's deep roots (e.g., her grandfather leading Waukesha Engine) and historical ties to local institutions like Carroll University.Economic Growth and Investments: The county saw a 35% surge in single-family housing permits in 2025, outpacing most areas except Dane County. Major corporate expansions were spotlighted, including GE Healthcare's $100M Waukesha campus upgrade, ABB's $100M New Berlin facility, Milwaukee Tool's $40M+ investments in Menomonee Falls and Brookfield, and Generac's new sites adding jobs. These reflect a booming economy, with biohealth emerging as a key cluster (boosted by Wisconsin's federal Biohealth Tech Hub designation and outpacing national job growth).Challenges and Trends: Discussions cover housing supply constraints (rising prices outstripping incomes), talent shortages for growing firms, and the appeal of short commutes compared to big cities like Chicago. Amanda notes the influx of high-net-worth individuals to areas like Lake Country, driven by proximity to Milwaukee's amenities (e.g., sports, arts). Future priorities include expanding I-94 to ease bottlenecks, reduce crashes, and support regional development, while maintaining small-town charm in places like Delafield.Small Businesses and Community Ecosystem: Over 90% of Waukesha businesses are small, forming the "heart and soul" of the county. Growth in larger firms fuels suppliers, restaurants, and shops, creating an interconnected ecosystem. Amanda emphasizes preserving this amid expansions from giants like Costco and Amazon.Workforce and Youth Engagement: Post-COVID shifts have aided talent attraction via remote work, low cost of living, and lifestyle perks (e.g., easy access to "up north" getaways). The Alliance runs programs exposing over 3,000 middle and high school students annually to local careers through tours, expos, and CEO interactions to foster retention and entrepreneurship.Community Leadership and Giving: Wealthy leaders excel by blending business success with philanthropy, board service, and employee support (e.g., helping with loans or cars). Programs like Leadership Waukesha County (30+ years running) build the next generation of civic-minded executives. Younger workers prioritize companies invested in community causes, as seen in initiatives like United Way campaigns.Wealth Transfer and Business Transitions: With a massive $70–120T U.S. wealth shift underway, Amanda stresses early planning for family-owned businesses (e.g., generational handoffs, ESOPs, private equity sales). Key is maintaining local involvement and community ties, especially as private equity from coasts enters for roll-ups. She sees rising interest among younger generations in buying/owning businesses, fueled by gig economy flexibility and entrepreneurial spirit.Differentiation and Collaboration: Waukesha stands out by prioritizing business growth, professional development, and regional partnerships (e.g., with Milwaukee 7). Anthony ties in Annex's fiduciary approach, emphasizing comprehensive client service aligned with community values.

    32 min
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Wealthyist, the podcast that discusses the lifestyles, choices, and strategies of the wealthy. Each week, the Annex Private Client team talks to experts in a variety of areas to discuss trends and paths visited by people who have built or are in the process of building significant wealth.

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    Annex Wealth Management
  • Years Active
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  • Episodes
    59
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    © 2026 Annex Wealth Management