The Scholar Wealth Podcast
Complex Wealth Questions. Expert Answers.
Displaying Episode 1 - 10 of 20 in total of The Scholar Wealth Podcast with the tag “financial literacy”.
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Episode 31: Bridge Loan Tradeoffs, Private Market 401(k)s, and 1031 Exchange Strategies
November 17th, 2025 | 29 mins 27 secs
estate planning, executive compensation, financial independence, financial literacy, liquidity event, portfolio rebalancing, real estate investing, tax planning, trust strategies
This week, we break down when it makes sense to sell investments versus borrow for a new home, what to know about private market options in 401(k)s, and how 1031 exchanges can reshape long-term real estate planning with guest Julie Baird of First American Exchange Company.
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Episode 30: Defining Value: From Wedding Budgets to Market Wisdom to Comic Collectibles
November 10th, 2025 | 44 mins 17 secs
alternative investments, behavioral finance, collectibles market, comic book investing, efficient markets hypothesis, family values, financial literacy, index funds, inflation and interest rates, inflation planning, long-term investing, market efficiency, passion assets, passive investing, portfolio rebalancing, scarcity and value, spending decisions, tune out the noise, wedding budgets
This episode explores three distinct perspectives on how we define value — from emotional and relational, to financial and even cultural. Stephan and Dr. Deon Strickland answer two listener questions on setting a wedding budget when money isn’t the constraint, and whether the Efficient Markets Hypothesis still holds up in today’s economic environment. The episode concludes with a look inside the world of high-end comic collecting with Vincent Zurzolo of Metropolis Collectibles and ComicConnect.
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Episode 29: CRUT Strategies, Contingency Fee Windfalls, and Protecting Valuable Collections
November 3rd, 2025 | 29 mins 31 secs
art insurance, asset protection, charitable giving, charitable remainder trusts, contingency attorneys, cruts, donor-advised funds, financial literacy, fine art protection, legal windfalls, liquidity event, liquidity management, real estate investing, real estate sales, risk management, tax planning, trust strategies, uneven income planning, valuable collections
This episode examines three sides of wealth protection: how to use a charitable remainder unitrust (CRUT) when selling appreciated real estate, how contingency attorneys should plan after a major payout, and how to safeguard valuable art and collectibles with Anne Rappa of Marsh McLennan Agency.
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Episode 28: Historic Home Incentives, Valuation Discounts, and the Luxury Yacht Market
October 27th, 2025 | 28 mins 32 secs
construction budgeting, estate planning, estate tax efficiency, family llc planning, family office investing, family wealth transfer, financial independence, financial literacy, gifting strategies, historic property renovation, home restoration costs, independent appraisal, irs valuation scrutiny, lack of marketability discount, luxury asset management, minority interest discount, national register of historic places, preservation incentives, real estate investing, tax credits, tax planning, trust strategies, valuation discounts, virginia historic tax credit, yacht ownership
We discuss restoring historic properties, gifting family LLC interests, and the financial realities of yacht ownership. Topics include federal and state tax credits for historic renovations, how valuation discounts create tax-efficient transfers, and insights from Steve Myers of YATCO on the evolving role of family offices in the global yacht market.
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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 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 23: SLAT Adjustments, Family Philanthropy, and Spotting Ponzi Schemes
September 22nd, 2025 | 33 mins 57 secs
alternative investment risks, asset protection, balancing family giving priorities, charitable giving, cost-of-living trust adjustments, donor-advised fund strategy, due diligence for private investments, estate planning, family foundation governance, financial literacy, gifting strategies, heirs financial literacy, hems trust provisions, inflation planning, irrevocable trust modification, legacy planning strategies, next-gen philanthropy, ponzi scheme red flags, ponzi schemes, real estate syndication fraud, slat distribution flexibility, spotting investment fraud, trust strategies
Two complex questions for high-net-worth families: 1) How much flexibility should couples build into SLAT distributions as living costs rise? 2) How can families balance decades-long charitable commitments with next-generation priorities? Plus, a From the Field interview with attorney Daniel Gielchinsky, who shares the red flags he’s seen in Ponzi schemes and fraudulent investment pitches.
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Episode 22: Trusts vs Wills, Senior Living REITs, and a Physician Bonus Playbook
September 15th, 2025 | 22 mins 38 secs
backdoor roth, donor-advised fund considerations, emergency fund strategy, estate complexity, estate planning, fee transparency, financial literacy, inheritance planning, liquidity constraints, manager quality assessment, physician finance, physician taxable account, private reit due diligence, probate avoidance, real estate investing, senior living investment, signing bonus allocation, tax planning, taxable investing, trust strategies, will vs trust
A $5 million estate. A private senior living REIT. A physician’s $75,000 signing bonus. In this Q&A episode, Stephan unpacks three listener questions with clear, practical guidance for high-net-worth families.
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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 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.