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Make Rich Real
About

You've built a successful business, but are you managing your wealth like the ultra-wealthy do? Hosts Jim Dew and Bryce Keffeler bridge the gap between entrepreneurial success and billionaire-level wealth strategies.

Each episode delivers actionable insights on tax optimization, coordinated wealth planning, and sophisticated financial strategies typically reserved for family offices now accessible to successful entrepreneurs. Learn how to protect what you've built, minimize your tax burden, and create lasting legacy wealth.

 
Topics Covered
 

 

Tax Strategies_2
Tax Strategies
Discover advanced strategies to minimize tax burdens and maximize wealth retention
Legacy Planning
Legacy Planning
Navigate the complexities of selling your business or transitioning to the next generation
Business Mindset
Business Mindset
Gain insights into the decision-making frameworks of those who've built lasting wealth
Meet the Hosts

 

Jim
Jim Dew
CFP®, MBA, ChFC®, CPWA®
 

Jim Dew, Advisor To The Entrepreneur®, is the CEO and Founder of Dew Wealth Management. With 30 years of experience building Fractional Family Offices® for entrepreneurs, Jim and his team have helped business owners save hundreds of millions in taxes and advised on successful exits as large as $1.6 billion.

Jim earned a BS in Mathematics from the University of Arizona and an MBA from Arizona State University. He is a Certified Financial Planner™ (CFP®), Chartered Financial Consultant® (ChFC®), and Certified Private Wealth Advisor® (CPWA®). Jim has been featured in Inc., Entrepreneur, and Huffington Post, and he has shared stages with Ed Mylett, Robert Kiyosaki, Patrick Bet-David, Jamie Kern Lima, and Tim Grover.

He also has been a guest on top podcasts, including Entrepreneurs On Fire, Business Lunch, and The Ultimate Advisor, and is the author of Beyond a Million: The Entrepreneur’s Playbook for Expanding Wealth, Freedom, and Time.

 

Bryce
Bryce Keffeler
 CFP®, MBA, CLU®, ChFC®, CEPA®
 

As Managing Partner at Dew Wealth, Bryce leads the firm’s day-to-day operations, driving innovation and excellence. With a track record of building and scaling both the advisory and investment consulting divisions, Bryce brings a wealth of expertise to Dew Wealth Management.

Before joining Dew Wealth, Bryce honed his skills in financial planning & analysis (FP&A) and mergers & acquisitions (M&A) as a Senior Business Analyst at Intel Corporation.

Bryce holds a Bachelor of Science in Finance and Entrepreneurship with Honors from the University of Arizona and an MBA from Arizona State University. He is a Certified Financial Planner™ (CFP), Chartered Financial Consultant® (ChFC), Certified Exit Planning Advisor® (CEPA), and Chartered Life Underwriter® (CLU).

 

 
Episode 10 Icon Light Blue
Enhanced Direct Indexing: How to Turn Losses into Tax Wins

Google turned a $900 million SpaceX investment into a potential $111 billion stake—a 123x return in ten years. This venture capital success highlights key lessons about portfolio construction, making intentional strategic bets, and why entrepreneurs need thoughtful diversification.

Jim and Bryce explore enhanced direct indexing, a fast-growing strategy projected to reach $800 billion in assets by 2026. It’s reshaping how entrepreneurs handle concentrated positions and business exits. These leveraged long-short strategies can generate significant tax losses, often 5-20% of portfolio value annually while maintaining market exposure.

Highlighted Shorts

 

What Has Your Success Really Cost You? 

Tax Traps in Exits: What $100M Sellers Learn Too Late

Grad Unemployment Spike: Hiring Opportunities

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Featured Conversations

 

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Episode 9_College Grads Unemployment

Recent college graduate unemployment has surged to 4.6%, up 50% since 2019, while non-college workers saw only minor increases.

This data reveals a significant shift in the entry-level job market, creating both challenges for graduates and opportunities for entrepreneurs willing to invest in developing young talent.

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Episode 9_Buy Borrow Die

The buy-borrow-die strategy has helped real estate families like the Trumps, Hiltons, and Waltons build multi-generational wealth.

Jim and Bryce unpack how the ultra-wealthy leverage property, depreciation, refinancing, and smart structuring to create lasting value, unlock tax-efficient cash, and transfer wealth over time.

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Episode 9_Bookkeeping In-House

We’re excited to share that Dew Wealth is launching an in-house bookkeeping service in late 2026.

Designed for $5–15M+ businesses and complex family office LLCs, it provides clearer reporting, KPIs, and budget tracking, while supporting our evolution into a full multifamily office.

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Episode 9_Grantor vs Non-Grantor Trusts

Explore the key differences between grantor and non-grantor trust tax status through a real nine-figure entrepreneur case study.

Learn how these choices affect generational wealth, why trust tax brackets can be harsh, and when a "tax burn" strategy can maximize estate tax savings.

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Episode 9_Big 12 PE Deal

College athletics is evolving into a serious investment asset class. From the Big 12’s $500M credit facility to university equity deals, recent moves signal new opportunities.

See why schools need capital, what it means for wealthy investors, and the challenge of balancing athlete pay with college traditions.

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Episode 8_Make Rich Real

The Make Rich Real® framework helps define success across financial security, family legacy, time freedom, and charitable impact.

Discover how you can create a compelling vision for your life and reverse engineer it into actionable strategies before you find yourself years down the road wondering what happened to the life you wanted.

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Episode 8_Oil and Gas

Paying six figures in taxes? Oil and gas working interest offers immediate deductions that offset W-2 and business income.

Understand how intangible drilling costs work, why general partner status matters initially, and how to build an oil and gas ladder across multiple vintages.

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Episode 8_Vacant Office Space

The office market is facing a permanent structural shift. Vacancies top 20%, $1 trillion in CRE debt matures soon, and remote work plus AI are reshaping demand.

Premium Class-A properties outperform while others struggle, leaving cities with budget gaps.

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Episode 8_Harvard Study Part 1

Harvard's 85-year study reveals a harsh truth: loneliness after exit is as harmful as smoking 15 cigarettes daily.

Your LinkedIn followers won't answer at 2 a.m. Smart entrepreneurs plan for community before selling—advisory boards, masterminds, real relationships. Beach houses can't replace purpose and connection.

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Episode 8_Harvard Study Part 2

The Harvard happiness study offers an important wake-up call after major career and life shifts.

Some spend decades building a business, then struggle with purpose once it’s sold. Success alone doesn’t define fulfillment, and it’s never too late to shape a life that is meaningful to you.

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Episode 7_AI Impacting the Workforce

The World Economic Forum reveals what skills will matter most in 2030, and the results might surprise you.

Creative thinking, resilience, and technological literacy are gaining critical importance as AI rapidly commoditizes traditional hard skills like ready, writing, and math across industries.

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Episode 7_Family Office Tax Benefits

Many high-net-worth entrepreneurs often pay unnecessary taxes on wealth management expenses.

Whether you're approaching a liquidity event or managing substantial family wealth, understanding structuring options can save millions in taxes while improving coordination across your team.

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Episode 7_Case Study

Real estate entrepreneurs with nine-figure portfolios often pay hundreds of thousands in non-deductible professional fees.

The family office LLC framework shows how to legitimize those expenses while enabling multi-generational governance, investment committee structures, and philanthropic coordination.

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Episode 7_Non-Profit to For-Profit

OpenAI just completed one of the most complex corporate restructurings in tech history, converting from a nonprofit to a for-profit Delaware public benefit corporation valued near $1 trillion.

Discover the mechanics of this conversion, the valuation requirements, and why they needed this structure.

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Episode 7_Private Capital

Recent performance data across private equity, venture capital, private credit, and real estate reveals which asset classes are thriving and which are struggling in today's environment.

The discussion covers private credit's explosive growth as "the belle of the ball" since 2022.

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Episode 6_Private Jet

The private jet market exploded in 2020-2021 when many rushed to buy jets using bonus depreciation and ultra-low financing.

Then reality hit. Interest rates skyrocketed, insurance costs surged, and the charter revenue fantasy never materialized. Now owners face $100K monthly bills for jets they fly six times a year.

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Episode 6_AIO vs SEO

The business landscape is shifting from traditional search engine optimization (SEO) to AI engine optimization (AEO).

Learn why testing your brand visibility in AI platforms matters now, and discover how direct purchase integration is signaling the future of consumer behavior.

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Episode 6_Section 7491

Clean bookkeeping isn't only good business practice. It can be your first line of defense in an IRS audit.

Section 7491 of the Internal Revenue Code allows you to shift the burden of proof from you to the IRS when you maintain credible records and comply with substantiation requirements.

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Episode 6_Health like Wealth

What if treating your health with the same rigor as a business investment could transform your outcomes?

From continuous glucose monitoring to the cold plunge trend everyone's talking about, take a moment to consider what's actually worth your attention and what's just noise.

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Episode 6_Insurance Shift

Insurance companies have flipped the script. They're now choosing clients instead of the other way around.

Understanding how insurers evaluate risk, when to file claims, and which coverages matter most can save significant money while protecting what you've built.

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Episode 5_How Interest Rates Impact PE

Private equity deal financing has changed dramatically as interest rates rose from 4% to 8%+ in recent years. This shift fundamentally altered how middle market businesses are valued and acquired.

See why fewer deals are happening now, the role of mezzanine debt, and what well-run businesses can still command in valuations today.

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Episode 5_Return to Office Mandate

Jamie Dimon built a $3 billion office tower and mandated full return to office at JPMorgan.

With national office occupancy at just 52%, this raises critical questions for business owners about remote work, commercial real estate strategy, and workplace culture.

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Episode 5_Rising Health Insurance Costs

Health insurance premiums are surging for business owners, with some seeing increases of 17.5% to 70% year-over-year.

With employee benefit costs skyrocketing, discover some practical strategies entrepreneurs are using to manage this growing expense, from high-deductible plans to self-funded insurance models.

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Episode 5_MNA Market

M&A volume is down, but if you're running a well-operated business, don't let that fool you.

Valuations are holding stronger than most entrepreneurs realize. The market isn't broken; it's just more selective about what it's willing to pay premium prices for.

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Episode 4_Bitcoin Allocation

Jim and Bryce discuss how billionaire family offices approach crypto allocation, typical portfolio percentages, and key considerations for Bitcoin as an asset class.

Learn about correlation data, diversification strategies, and dollar-cost averaging approaches for cryptocurrency exposure.

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Episode 4_Retirement Plans

Retirement plans aren't just for W-2 employees, they're powerful tax planning tools for entrepreneurs making $200K-$500K+.

Learn about tax bracket arbitrage, creditor protection benefits, and when to transition from simple solo 401(k)s to sophisticated cash balance plans as your business grows.

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Episode 4_333 Deficit Plan

Treasury Secretary Bessent's 3-3-3 plan tackles America's deficit crisis with three key targets: reduce the deficit to 3% of GDP, boost growth by 3%, and increase US energy production by 3 million barrels per day.

This strategy focuses on fiscal sustainability through a combination of spending efficiency, economic growth, and energy independence.

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Episode 4_Case Study

Two business owners saved over $520,000 in taxes using a cash balance 401(k) combination plan.

This case study breaks down how they deferred $1.4 million while keeping 86% for themselves—and the tax arbitrage strategy behind their long-term wealth building approach.

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Episode 3_QSBS Case Study

See how one entrepreneur stacked Section 1202 Qualified Small Business Stock (QSBS) with Qualified Opportunity Zone (QOZ) investing to potentially save $12 million in taxes.

This case study breaks down the strategy used after selling a company for $15 million.

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Episode 3_Cash Strategy

Should entrepreneurs hold cash or invest it? Learn about the 3–6-month rule, opportunity costs, inflation impacts, and how to balance peace of mind with smart wealth building.

As interest rates change, discover why now is the time to evaluate your cash strategy before returns drop from 4% to much lower levels.

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Episode 3_Interest Rate Cuts

The Federal Reserve is cutting interest rates—but what does this really mean for entrepreneurs and business owners?

In this video, Jim and Bryce address how Fed rate cuts impact borrowing costs, business valuations, M&A activity, your personal finances, and what to expect in the coming months.

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Episode 3_Strategy Stacking

Learn about two powerful strategies from the One Big Beautiful Bill (OB3): Qualified Small Business Stock (QBS) and Qualified Opportunity Zones (QOZ).

Specifically, how C-corp owners can leverage the enhanced Section 1202 benefits and roll capital gains into QOZ investments.

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Episode 2_Why We Chose ESOP

Jim and Bryce explore why ESOPs have gained momentum among business owners.

They discuss the strategic rationale behind choosing employee ownership over private equity, and real results including dramatic stock price appreciation.

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Episode 2_SALT Cap

Major tax changes are affecting how entrepreneurs can deduct interest expenses and itemized deductions.

Understanding the 163(j) expansion and Schedule A modifications is critical for business owners planning their tax strategy in 2026 and beyond.

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Episode 2_QOZ Deferral

Understanding Qualified Opportunity Zones (QOZs) can transform how entrepreneurs approach capital gains from appreciated assets.

Learn about the tax deferral mechanics, step-up in basis benefits, and how real estate developers can stack QOZ advantages with depreciation strategies.

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Episode 2_957B Debt

The multifamily real estate market faces significant challenges as $957 billion in commercial mortgages mature in 2025.

Interest rate shocks, deteriorating debt service coverage ratios, and declining net operating income are creating pressure for those who financed during the low-rate environment.

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Episode 1_The QBI Secret

The Qualified Business Income deduction is one of the most overlooked tax-saving opportunities for entrepreneurs with flow-through entities.

Learn where to look on your tax return to determine if you're maximizing this deduction and what questions to ask if you're not.

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Episode 1_Equipment Tax Hack

The recent tax legislation brought back 100% bonus depreciation for assets placed in service after January 19th, 2025.

This conversation explores how the increase from 40% to 100% impacts real estate investments, business equipment purchases, and the newly expanded Section 179 limits.

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Episode 1_Private Equity

The private markets are experiencing dramatic changes. For the first time since 2015, more money flowed out than went in.

This shift raises critical questions about DPI (distributions to paid-in capital) and liquidity that entrepreneurs investing in private equity needs to understand.

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Episode 1_Exemption

The qualified small business stock (QSBS) exclusion under Section 1202 offers a powerful tax advantage for entrepreneurs.

You can now exclude up to $15 million from taxes when selling your C corporation with accelerated timelines of just 3-4 years for partial exclusions.

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Episode 1_R_D

Many think R&D tax credits only apply to pharma or tech, but they extend far beyond those industries.

We break down eligibility, qualifying industries, state credits, startup payroll offsets, and how to maximize savings.

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Episode 1_Building Your AI Vision

The AI data center buildout is projected to reach 2% of U.S. GDP, rivaling historic infrastructure investments like railroads in the 1880s.

This shift represents a fundamental economic inflection point that will drive growth for years to come.

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