The Scholar Wealth Podcast
Complex Wealth Questions. Expert Answers.
Displaying all 5 Episode of The Scholar Wealth Podcast with the tag “real estate investing”.
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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 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 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 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 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.