Displaying items 11-20 of 20 in total of The Scholar Wealth Podcast with the tag "concentration risk".
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Episode 33: Exchange Funds, IRMAA Surprises, and the Modern Watch Market
December 1st, 2025 | 37 mins 17 secs
collectible timepieces, concentrated stock, concentration risk, diversification strategies, exchange funds, financial literacy, income smoothing, irmaa, magi, medicare premiums, retirement planning, tax planning, watch market, watch valuation
In this episode,we break down how exchange funds help investors manage concentrated stock positions, explains how IRMAA surcharges work when income fluctuates, and talks with Perri Dash about what truly drives value in the modern luxury watch market.
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Episode 27: Triple Net Leases, Trust Gifting, and Lessons from SEC Whistleblower Cases
October 20th, 2025 | 39 mins 47 secs
alternative investments, commercial real estate, concentration risk, estate planning, family wealth, fiduciary vs suitability, gifting strategies, income strategy, irrevocable trust, legacy planning, leveraged real estate strategy, lifetime gift exemption, liquidity planning, multigenerational wealth transfer, portfolio diversification, private investment fraud, real estate investing, sec whistleblower, tax planning, triple net lease, trust strategies
This week, Stephan answers two listener questions — how to evaluate triple net lease opportunities with a $5 million budget, and how high-net-worth families should begin transferring wealth to their children through irrevocable trusts. Then, in our From the Field segment, Scott Silver and David Chase share insights from their work as SEC whistleblower attorneys and discuss how investors can protect themselves from fraud in private markets.
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Episode 26: Roth Conversions, Gold at Record Highs, and Elite College Admissions
October 13th, 2025 | 25 mins 20 secs
401k strategy, alternative investments, college admissions, concentration risk, diversification, education planning, estate planning, financial independence, financial literacy, gifting strategies, gold investing, inflation planning, legacy planning, market timing, retirement planning, roth conversion, tax planning, wealth preservation
This episode tackles wealth decisions across two generations: when it makes sense to convert a 401(k) to a Roth, how to think about gold at record highs, and what high-net-worth families should know about navigating elite college admissions with Lindsay Tanne Howe of LogicPrep.
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Episode 25: When Spouses Disagree on Legacy Goals, Family Business Concentration Risk, and IRS Audit Insights
October 6th, 2025 | 37 mins 1 sec
concentration risk, estate planning, family business, family company, family dynamics, gifting strategies, inheritance planning, irs audits, legacy disagreements, private business risk, tax planning
This episode tackles family and financial crossroads: how couples can resolve different visions for their legacy, the risks of tying too much wealth to a relative’s business, and expert strategies for handling IRS audits with David De Jong.
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Episode 24: Family Gifting Expectations, Tech IPO Decisions, and the Capital Call Dilemma
September 29th, 2025 | 22 mins 20 secs
10b5-1 trading plan, adult children financial expectations, capital call dilemma, concentrated stock risk, concentration risk, de-risking at 65, equity allocation in retirement, experience vs cash gifts, family gifting dynamics, financial literacy, gifting strategies, investment dilution, ipo planning, ipo stock concentration, liquidity event, longevity and investing, mortgage and private school planning, multigenerational wealth communication, private deal due diligence, real estate investing, real estate syndication risks, retirement planning, retirement portfolio strategy, rsu liquidity planning, stock option exercise, wedding gift fairness
This episode tackles three wealth questions you won’t find in a textbook. We discuss how families can approach fairness in gifting when children make very different choices around major life events, how tech executives should think about concentration risk and cash flow ahead of an IPO, and what to do when a real estate syndication deal issues a capital call. Plus, in Myth or Money, we ask whether turning 65 really means it’s time to cut back on equities.
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Episode 21: All in One Bank, Deferred Comp Timing, and a $20-to-Success Journey
September 8th, 2025 | 36 mins 43 secs
asset protection, company solvency risk, compounding interest, concentration risk, deferred compensation, executive compensation, fdic insurance, financial independence, financial literacy, lump sum vs installment payments, sipc insurance, tax bracket management, tax planning
Two practical questions for high-net-worth families: 1) Is keeping all your cash and investments at one institution a smart simplifier or a hidden risk? We unpack FDIC vs. SIPC, custodial risk, and why splitting liquidity across banks and custodians can protect access. 2) How to choose a deferred compensation distribution schedule when the future is uncertain. We walk through the tradeoffs among company solvency, tax brackets, and your real cash needs. Plus, a Money Masters story who arrived in the US with $20 and built wealth through discipline, compounding, and clear values he now passes to his kids.
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Episode 20: Learning Capital for Kids, Tax Loss Harvesting with Direct Indexing, and Hiring a Private Chef
September 1st, 2025 | 22 mins 44 secs
charitable giving, concentration risk, crypto investing, dafs, direct indexing, estate planning, financial independence, financial literacy, gifting strategies, inheritance planning, learning capital, market timing, portfolio rebalancing, qsbs, tax loss harvesting, tax planning, trust strategies
In this episode, we answer listener questions about setting boundaries around “learning capital” when a child wants to invest trust assets in crypto, weighing the benefits of direct indexing for tax loss harvesting in a $6 million taxable portfolio, and handling the financial logistics of hiring a private chef for a family-owned summer residence. Plus, our Term of the Day segment breaks down QSBS — Qualified Small Business Stock — and why it can be such a powerful tax planning opportunity for entrepreneurs.
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Episode 17: The Art of Balancing: Liquidity Events, Lifestyle Choices, and Financial Freedom
August 11th, 2025 | 24 mins 49 secs
business legacy planning, coast fi, concentration risk, financial independence, lifestyle planning, liquidity event, part-time work transition, private club membership
In this episode, we answer listener questions about reducing concentration risk ahead of a major liquidity event, deciding whether a private club membership fits your financial life, and evaluating the tradeoffs of shifting to part-time work after reaching Coast FI. Plus, our Money in the Headlines segment looks at a WSJ article about why financial advice often fails to reflect individual preferences.
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Episode 7: Wealth Concentration to Weekend Plans: Retirement Prep and Financial Literacy for Heirs
June 2nd, 2025 | 28 mins 15 secs
concentration risk, family business, financial literacy, gifting strategies, incentive trusts, over-contribution correction, retirement transition
Holding most of your wealth in a family business? We cover how to reduce concentration risk when wealth is tied to a family business, how to prepare for the emotional and financial transition into retirement, and how to structure gifts to children with financial literacy in mind. Plus, a bonus question on managing over-contributions after a large bonus payout.
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Episode 1: Launching the Scholar Wealth Podcast
April 21st, 2025 | 5 mins 45 secs
asset protection, business exit strategy, charitable giving, concentration risk, corporate cash strategy, deferred compensation, estate planning, executive compensation, family business, family wealth, financial education, financial independence, financial planning, gifting strategies, high net worth, inflation planning, inheritance planning, investment strategy, ipo planning, legacy planning, liquidity event, market timing, philanthropy, physician finance, portfolio rebalancing, private equity investment, real estate investing, retirement planning, stock option exercise, tax planning, trust strategies, vacation rental, wealth management
In our debut episode, host Stephan Shipe shares the story behind the Scholar Wealth Podcast and what listeners can expect each week. Designed for families with complex wealth, the show goes beyond the basics to deliver expert insights, real stories, and practical answers to your most sophisticated financial questions.