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What if a capital gain could be deferred for five years, partly discounted, and then everything it grows into came back to you tax free?
Opportunity Zones started under the 2017 Tax Cuts and Jobs Act to push private investment into underserved communities. The One Big Beautiful Bill Act made them permanent and created a new generation of zones starting in 2027. In Part 2 of her conversation with Todd Lofgren of Alternative Tax Management, Heidi Henderson walks through what Opportunity Zones 2.0 actually changes and who it makes sense for.
The original program had one fixed deferral date. The new version rolls. Every investment gets its own five year deferral, a 10% step up in basis if held five years, and 30% if the project sits in a rural zone, which now includes farms, ranches, and agricultural land. Hold for 10 years and the growth can be sold with no tax owed. That is why the industry calls a QOZ a Roth IRA for capital gains.
Heidi also raises a difference she says nobody talks about. In a 1031 exchange, every dollar of proceeds has to roll into the next property. With a QOZ, you only reinvest the gain and you keep the rest. For investors who want out of real estate entirely, it works as a second exit after the DST strategy covered in Part 1.
Todd covers what qualifies as a gain, why you have 180 days to invest it, and how some funds return capital at year five to help cover the tax bill when the deferred gain comes due. He explains why a gain triggered in the second half of 2026 can end up with close to six years of deferral, and why his team only brings on funds with a track record through multiple economic cycles.
Both of them keep coming back to the same rule. Investment first, tax benefit second. A great tax incentive does not make a bad investment good.
KEY TOPICS
What an Opportunity Zone is and how each governor picks the tracts | The $160 billion invested since 2017 and what it did to household income and unemployment | Why the zones are now permanent and what is still unknown about the new tracts | The rolling five year deferral under QOZ 2.0 | The 10% step up in basis, and 30% for rural zones | Why a QOZ behaves like a Roth IRA for capital gains | QOZ 1.0 vs QOZ 2.0 | Why only the gain is reinvested, not the full sale price | 1031 exchange vs Opportunity Zone | Stock, crypto, art, and business sales as qualifying gains | The 180 day investment window | How some funds help investors pay the tax at year five through energy and real estate refinancing | Why business QOZs are rare and most funds are run by developers | Only investing what you can leave alone for 10 years | The biggest mistake: chasing the tax break without vetting the investment
ABOUT TODD LOFGREN
Todd Lofgren has over 25 years of experience in the financial services industry working with institutional asset managers, providing investment solutions to financial advisors and CPAs. He uses his diverse background to partner with advisors, accounting professionals, and others to deliver tax advantaged solutions for high net worth clients and small business owners. Todd lives in Berwyn, Pennsylvania with his wife Lianne and their three children, and in his free time enjoys tennis, pickleball, golf, and live music.
CONNECT WITH TODD LOFGREN & ALTERNATIVE TAX MANAGEMENT
Website: https://www.alternativetaxmanagement.com/
LinkedIn: https://www.linkedin.com/in/todd-lofgren-awm/
Email: [email protected]
Resources:
Get A Free Cost Segregation Benefit Analysis Here:
https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines:
https://www.irs.gov/pub/irs-pdf/p5653.pdf
Baselane Affiliate Link:
https://baselane.com/engineeredtaxservices
Baselane Promo Code: ENGINEERING6
Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart.
Links:
LinkedIn - linkedin.com/in/heidihenderson
Instagram - instagram.com/slashtaxwithheidi
Facebook - facebook.com/slashtaxwithheidi
https://app.411core.com/r/XCB
LEARN MORE
Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.
👉 Visit engineeredtaxservices.com
Qualified Opportunity Zone funds carry risk, fees, illiquidity, and strict compliance requirements. Any figures discussed are illustrative and not a guarantee of future results. Nothing in this episode is investment, tax, or legal advice. Evaluate any QOZ investment with a qualified tax, legal, and investment professional before acting.
Subscribe to Slash Tax | Leave a review | Share with someone sitting on a big capital gain
You have owned the property for years. It has appreciated. You have depreciated it down to almost nothing. Now you are tired of tenants, tired of toilets, tired of property managers, tired of making decisions about roofs and HVAC systems and lease renewals. So you decide to sell, and then your CPA tells you exactly how much tax you are going to owe.
Most investors know a 1031 exchange defers that gain. The catch is that a traditional 1031 puts you right back into another piece of real estate you have to identify, acquire, own, and manage. Heidi Henderson sits down with Todd Lofgren of Alternative Tax Management to walk through the option a surprising number of investors have never heard of. The Delaware Statutory Trust.
A DST lets you roll your proceeds into fractional ownership of a professionally managed portfolio of properties. It satisfies the 1031 requirements, it keeps you invested in real estate, and it moves the day to day management to a sponsor. Todd calls it the exit ramp from the managerial role.
Todd and Heidi get into the mechanics. What you actually own, how sponsors structure the trust, why the debt on your old property has to come with you, and how distributions come back tax friendly because depreciation starts over. They also cover what you give up: zero liquidity, no control, and a four to seven year hold. If you ever cash out, the capital gains and 25% depreciation recapture from that original property follow you the entire way.
Todd also breaks down the due diligence side, which is where most investors are flying blind. Boutique shops with creative marketing and nothing behind the fact sheets. Offerings that hit their capital raise and vanish. Why real inventory matters when your proceeds are ready to move.
KEY TOPICS
What a Delaware Statutory Trust is, its 1988 origin in Delaware, and the 2004 IRS ruling that made DSTs valid 1031 replacement property in all states | Sponsors, accredited investors, and the $100,000 typical minimum | The boot problem and how leftover 1031 proceeds avoid a tax bill | Diversifying across sponsors, locations, and asset classes from multifamily to self storage to net lease | Why the qualified intermediary process stays the same and why constructive receipt kills the exchange | Why a low basis after cost segregation makes selling so expensive | A $500,000 purchase that appreciated to $1 million, and why your debt has to be replaced inside the DST | Monthly and quarterly distributions and why the income is tax friendly | The four to seven year horizon and what happens at full cycle | What it costs to exit: capital gains plus 25% depreciation recapture | The legacy play and the step up in basis for heirs | Zero liquidity in a DST vs UPREIT liquidity windows | How to tell a quality DST from one to avoid | Why calling before you sell beats calling on day 43
ABOUT TODD LOFGREN
Todd Lofgren has over 25 years of experience in the financial services industry working with institutional asset managers, providing investment solutions to financial advisors and CPAs. Todd uses his diverse background to partner with advisors, accounting professionals, and others to deliver tax advantaged solutions for high net worth clients and small business owners. He lives in Berwyn, Pennsylvania with his wife Lianne and their three children, and in his free time enjoys tennis, pickleball, golf, and live music.
CONNECT WITH TODD LOFGREN & ALTERNATIVE TAX MANAGEMENT
Website: https://www.alternativetaxmanagement.com/
LinkedIn: https://www.linkedin.com/in/todd-lofgren-awm/
Email: [email protected]
Resources:
Get A Free Cost Segregation Benefit Analysis Here:
https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines:
https://www.irs.gov/pub/irs-pdf/p5653.pdf
Baselane Affiliate Link:
https://baselane.com/engineeredtaxservices
Baselane Promo Code: ENGINEERING6
Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart.
Links:
LinkedIn - linkedin.com/in/heidihenderson
Instagram - instagram.com/slashtaxwithheidi
Facebook - facebook.com/slashtaxwithheidi
https://app.411core.com/r/XCB
LEARN MORE
Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.
👉 Visit engineeredtaxservices.com
DSTs are investments. They carry risk, fees, liquidity restrictions, and specific tax requirements. Any return figures discussed are historical or hypothetical and are not a guarantee of future performance. Nothing in this episode is investment, tax, or legal advice. Evaluate any DST with a qualified tax, legal, and investment professional before acting.
Subscribe to Slash Tax | Leave a review | Share with an investor who is ready to stop managing property
TIMESTAMPS
00:00 Tired of tenants, tired of toilets
00:40 The problem with selling appreciated real estate
01:44 Why a traditional 1031 puts you back into another property
02:20 Meet Todd Lofgren of Alternative Tax Management
05:02 Who comes looking for a DST and why
06:32 The boot problem: leftover 1031 proceeds with nowhere to go
07:38 What a Delaware Statutory Trust actually is
07:52 1988 in Delaware and the 2004 IRS ruling that opened it up
09:12 Accredited investors and the $100,000 minimum
09:48 What you actually own and how property type drives distributions
11:25 Diversifying across sponsors, locations, and asset classes
12:37 The qualified intermediary and avoiding constructive receipt
13:47 Why DSTs fill their capital raise and disappear
14:43 When cost segregation leaves you with no basis left
15:12 The due diligence gap most investors never see
18:08 Smaller trusts vs the massive conglomerate funds
20:29 The numbers: a $500,000 purchase that appreciated to $1 million
21:03 Why your debt has to come with you into the DST
22:01 How you get paid: monthly and quarterly distributions
23:42 The four to seven year horizon and expected returns
24:23 Capital gains and 25% depreciation recapture if you exit
24:49 The legacy play: step up in basis for your heirs
26:19 UPREIT liquidity windows vs zero liquidity in a DST
28:05 Why baby boomers are driving DST demand
28:40 What separates a great DST from one to avoid
30:24 When to call: before you sell, or on day 43 if you have to
32:20 How to reach Todd and final takeaways
You bought the rental. You ran the cost segregation study. Now you have a six figure paper loss sitting on your return and it does nothing for the tax coming out of your paycheck.
In this solo deep dive, Heidi Henderson breaks down the rule that decides all of it. Active versus passive activity. The IRS treats every rental as passive by default, so those losses get trapped and never offset your W-2 income unless you cross into material participation. You don't get to step over that line. You have to earn your way across it.
Heidi walks through both routes. Real estate professional status takes 750 hours a year plus more than half of your total working time, which is close to impossible if you have a full time job. She also kills the myth that you need a real estate license to qualify. The short term rental loophole is the far more realistic path. If your average stays are seven days or less, the IRS stops treating the property as a rental at all, and 100 documented hours can be enough to trigger active treatment.
She also covers the play most investors miss completely. On a joint return, only one spouse has to materially participate for the whole portfolio to go active.
Then the five mistakes that blow the strategy apart, including the personal use limit that quietly wipes out every dollar of depreciation, and why documentation is the only thing standing between you and a disallowed deduction under audit.
KEY TOPICS
ABOUT HEIDI HENDERSON
Heidi Henderson is an Executive Vice President at Engineered Tax Services and the host of Slash Tax. She has spent over 25 years in the tax world and is an active real estate investor herself, helping business owners and real estate investors apply specialty tax incentives like cost segregation, R&D credits, and energy incentives, legally and ethically.
Resources:
Get A Free Cost Segregation Benefit Analysis Here:
https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines:
https://www.irs.gov/pub/irs-pdf/p5653.pdf
Baselane Affiliate Link:
https://baselane.com/engineeredtaxservices
Baselane Promo Code: ENGINEERING6
Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart.
Links:
LinkedIn - linkedin.com/in/heidihenderson
Instagram - instagram.com/slashtaxwithheidi
Facebook - facebook.com/slashtaxwithheidi
https://app.411core.com/r/XCB
LEARN MORE
Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.
👉 Visit engineeredtaxservices.com
Subscribe to Slash Tax | Leave a review | Share with an investor whose losses are stuck on paper
This episode breaks down the difference between tax preparation and tax strategy using one of the best analogies we've heard: your CPA is like the grocery store cashier ringing you up accurately, but nobody walked the aisles with you finding coupons and better deals. TaxHive is that missing piece. With their average client saving $60-70K in identified tax savings, a money-back guarantee, and Kevin O'Leary as an equity partner, this conversation will change how you think about your tax team.
Host Heidi Henderson sits down with Devan Egan, President of TaxHive, a Kevin O'Leary-backed tax strategy firm that's redefining how business owners and real estate investors approach tax planning. Devan shares how TaxHive identified a massive gap between tax compliance and tax strategy, and why most business owners are unknowingly overpaying simply because their CPA was never hired to find savings.
KEY TOPICS
Tax strategy vs tax compliance and why most CPAs only do one | How Kevin O'Leary became an equity partner in TaxHive | The grocery store cashier analogy for understanding your CPA | Why 86% of CPA firms have fewer than 10 employees and what that means for you | Most commonly missed strategies: Augusta Rule, S-corp elections, cost segregation, R&D credits, solo 401Ks, oil and gas | Dynasty strategies for high-impact savings | TaxHive's money-back guarantee model | Why AI can help but cannot replace licensed tax professionals | Forward-looking tax planning vs rearview mirror filing | How TaxHive scales with technology while maintaining personal service
ABOUT DEVAN EGAN
Devan Egan is an entrepreneur and business strategist serving as President of TaxHive, where he leads the company's vision, business development, and strategic partnerships. With a background in real estate sales and marketing, Devan identified a critical gap between tax compliance and proactive tax strategy for Main Street business owners. He also owns three Club Pickleball USA locations in Utah and leads Club Mastermind, a private network of 125+ clubs across the U.S. and Canada.
CONNECT WITH DEVAN EGAN & TAXHIVE
Website: taxhive.com
Instagram: @realtaxhive
Email: [email protected]
Resources:
Get A Free Cost Segregation Benefit Analysis Here:
https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines:
https://www.irs.gov/pub/irs-pdf/p5653.pdf
Baselane Affiliate Link:
https://baselane.com/engineeredtaxservices
Baselane Promo Code:
ENGINEERING6
Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart.
Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf
Links:
LinkedIn - https://linkedin.com/in/heidihenderson
Instagram - https://www.instagram.com/slashtaxwithheidi/
Facebook - https://www.facebook.com/slashtaxwithheidi/
https://app.411core.com/r/XCB
LEARN MORE
Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L.
👉 Visit engineeredtaxservices.com
Subscribe to Slash Tax | Leave a review | Share with a business owner ready to stop overpaying
TIMESTAMPS
00:00 Introduction to TaxHive and Devan Egan
03:07 Identifying the gap between compliance and strategy
05:55 Why specialized tax knowledge matters for real estate investors
09:14 Democratizing the tax code for every taxpayer
12:05 The grocery store cashier analogy: CPA compliance vs strategy
15:13 How Kevin O'Leary became an equity partner
18:15 Maintaining service quality while scaling to thousands of clients
27:49 Technology as the backbone of client experience
28:53 TaxHive's money-back guarantee and ROI model
32:07 Top missed tax strategies: Augusta Rule, S-corp, cost seg, R&D
36:27 Navigating complex strategies: Is the juice worth the squeeze?
40:34 AI in tax planning: Helpful tool but not a replacement
46:07 The onus is on the taxpayer: Why documentation matters
49:09 Serving clients nationwide through technology and portals
53:32 Outro and how to connect with TaxHive
What if your books were tax-ready every single day without spending hours on spreadsheets, chasing receipts, or juggling multiple bank accounts?
"Information is power."
In this episode, Heidi Henderson sits down with Mathias Korder, co-founder of Baselane, to break down the financial platform built exclusively for real estate investors. From automated bookkeeping and property-level banking to AI-powered transaction categorization with 95% accuracy, Baselane is solving the problems that have plagued rental property owners for years.
"Can you tell me your annual rate of return? There's like one person in every room that can answer that question."
Heidi and Mathias dig into how the platform consolidates every LLC, every property, and every transaction into one login. They talk about why most investors can't answer the simple question of what their actual ROI is, and how having clean, organized financial data changes everything from tax strategy to long-term wealth building.
Whether you own two doors or two hundred, this conversation covers why the right financial infrastructure is the foundation of every smart real estate investment.
"What you get in is what you get out. Garbage in, garbage out."
What You'll Learn in This Episode:
How Baselane consolidates banking, bookkeeping, and rent collection into one platform designed specifically for real estate investors.
Why clean financial data is the foundation of every effective tax strategy and how messy books lead to missed deductions.
How AI-powered transaction tagging works and why it's replacing hours of manual categorization.
The simple onboarding process for investors who already have existing bank accounts, properties, and years of transaction history.
How Baselane's receipt capture tool matches expenses to transactions automatically.
Why the platform is free to start and how it makes money without hidden fees.
What's coming next with AI-driven financial intelligence that proactively identifies savings opportunities for investors.
"A customer needs to get value within the first five minutes."
Chapters:
00:00 Introduction to the Slash Tax Podcast and Baselane Partnership
02:59 Why Most Investors Don't Actually Know Their ROI
06:06 How Baselane Automates Banking, Bookkeeping, and Rent Collection
09:03 Onboarding: Bringing Existing Accounts and History Into the Platform
12:15 Receipt Management and AI-Powered Transaction Matching
15:03 Customer Support Built by Real Estate Finance Experts
18:09 The Future of AI-Driven Financial Intelligence for Investors
19:55 Growth, Market Positioning, and Who Baselane Serves
22:03 How to Get Started and Final Takeaways
"We want to be a CFO in our customers' pockets."
Resources:
Get A Free Cost Segregation Benefit Analysis Here:
https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines:
https://www.irs.gov/pub/irs-pdf/p5653.pdf
Baselane Affiliate Link:
https://baselane.com/engineeredtaxservices
Baselane Promo Code:
ENGINEERING6
Use promo code ENGINEERING6 to receive 6 months of free Baselane Smart premium tier. Enter the code when prompted to subscribe to Baselane Smart.
Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf
Links:
LinkedIn - https://linkedin.com/in/heidihenderson
Instagram - https://www.instagram.com/slashtaxwithheidi/
Facebook - https://www.facebook.com/slashtaxwithheidi/
Summary
Heidi Henderson from Engineered Tax Services discusses the complexities of cost segregation studies, emphasizing the importance of quality, methodology, and supporting documentation to maximize tax benefits and ensure IRS audit readiness.
Key Topics
Takeaways
Chapters
00:00 Understanding Cost Segregation Pricing Variability
03:02 Defining Quality in Cost Segregation Studies
06:00 IRS Guidelines and Methodologies for Cost Segregation
08:52 Key Elements of a Quality Cost Segregation Study
12:11 Comparing Engineering-Based Studies to Basic Reports
15:03 Identifying Red Flags in Cost Segregation Reports
18:14 The Importance of Detailed Engineering in Cost Segregation
21:04 Understanding Partial Asset Disposition (PAD)
23:59 Evaluating Cost Segregation Providers
26:50 The Long-Term Value of Quality Cost Segregation
29:58 Questions to Ask Your Cost Segregation Provider
33:08 The Risks of Low-Cost Cost Segregation Studies
36:04 Final Thoughts on Cost Segregation
Resources
Get A Free Cost Segregation Benefit Analysis Here: https://portal.engineeredtaxservices.com/get-started?ref_id=njg2zdv
IRS Audit Technique Guidelines: https://www.irs.gov/pub/irs-pdf/p5653.pdf
Links:
LinkedIn - https://www.linkedin.com/in/heidihenderson/
Instagram - https://www.instagram.com/slashtaxwithheidi/
Facebook - https://www.facebook.com/slashtaxwithheidi/
Summary
Explore international tax strategies, entity structuring, and how entrepreneurs can optimize their global presence to reduce tax liabilities and enhance wealth preservation. Featuring expert Bobby Casey, founder of Business Anywhere.io.
Key Topics
International tax optimization
Entity structuring for entrepreneurs
Living abroad and tax benefits
Guest
Bobby Casey
Website - https://businessanywhere.io
YouTube - https://www.youtube.com/c/BusinessAnywhere
"Tax incentives drive economic growth and investment"
"The U.S. is the biggest tax haven in the world"
Chapters
00:00 Introduction to Tax Strategies and International Consulting
11:02 Bobby's Entrepreneurial Journey and Tax Optimization
19:58 Business Anywhere: Services and Solutions for Entrepreneurs
28:03 Living Abroad: Tax Benefits and Opportunities for Americans
32:46 Understanding Tax Residency and Vital Interest
34:41 Maximizing Tax Benefits for Entrepreneurs
36:04 Navigating Foreign Tax Credits and Exclusions
38:34 Exploring Global Tax Strategies: Costa Rica and Beyond
40:37 Puerto Rico: Tax Benefits and Residency Requirements
42:57 Mexico's Unique Tax Residency Rules
45:06 The Gray Areas of International Tax Law
47:04 Identifying the Ideal Client for International Tax Consulting
51:44 The Non-Habitual Resident Tax Regime in Portugal
54:42 Complexities of LLCs and International Taxation
57:27 The Rise of Digital Nomadism and Remote Work
01:00:03 Exploring Business Structures Globally
01:00:32 Maximizing Tax Incentives and Strategies
01:01:20 Slash Tax (4).mp4
Resources
Business Anywhere.io - https://businessanywhere.io
IRS Form 2555 - Foreign Earned Income Exclusion - https://www.irs.gov/forms-pubs/about-form-2555
U.S. Tax Treaties and International Tax Law - https://www.irs.gov/businesses/international-businesses
Costa Rica Residency and Tax Benefits - https://costarica.com
Portugal Non-Habitual Resident (NHR) Regime - https://portugal.gov.pt/en/services/non-habitual-residents-regime
Congressional Budget Office (CBO) - https://www.cbo.gov
Summary
This episode explores transformative trends in the CPA industry, including staffing shortages, growth in advisory services, technological advancements such as AI, and private equity influence. Hosted by Heidi Henderson with Chelsea Summers, the discussion provides valuable insights for CPA firms, business owners, and investors on navigating industry changes effectively.
Key Topics
Takeaways
Chapters
00:00 Introduction to Data and Strategy in Accounting
04:47 Shifts in the Accounting Industry
08:07 The Rise of Advisory Services
09:54 Specialization in Accounting Firms
13:14 Impact of Technology on CPA Firms
15:17 The Role of AI in Accounting
16:36 Staffing Challenges and Opportunities
17:20 Trends in Partner Age and Accounting Graduates
19:19 Billing Structures and Profitability
24:07 Mergers and Acquisitions in the CPA Space
26:51 Private Equity's Influence on Accounting Firms
32:59 Emerging Trends and Future Outlook
Resources
Engineered Advisory - https://engineeredadvisory.com/
Heidi Henderson (LinkedIn) - https://www.linkedin.com/in/heidihenderson/
Guest Links
LinkedIn - https://www.linkedin.com/in/chelseasummers/
Inside Public Accounting (IPA) - https://insidepublicaccounting.com/
Summary
In this episode of the Slash Tax podcast, host Heidi Henderson and guest Rob Burnette discuss the intersection of tax strategies and financial planning. They explore how to effectively combine smart financial planning with tax-efficient strategies to support long-term goals, particularly in retirement and wealth building. Rob shares his unique journey from engineering to finance, emphasizing the importance of problem-solving in financial consulting. The conversation also addresses the challenges faced by high-income earners, the role of insurance in wealth building, and the impact of legislative changes on taxation. Listeners gain insights into navigating the complexities of financial planning and tax strategies, ensuring they are well-prepared for their financial futures.
Takeaways
Chapters
00:00 Introduction to Tax Strategies and Financial Planning
03:09 Rob Burnette's Journey from Engineering to Finance
05:57 The Importance of Problem Solving in Financial Consulting
09:12 Bridging the Gap Between Tax and Financial Advisors
12:07 Planning for Longevity and Healthcare Costs
15:15 Strategies for High-Income Earners
17:55 Tax-Efficient Investment Approaches
22:28 Tax-Efficient Investment Strategies
24:27 Insurance as a Financial Tool
27:57 Planning for Long-Term Care
30:44 Funding Education and Wealth Transfer
33:01 Navigating Financial Planning for Adult Children
35:55 Understanding Legislative Changes and Their Impact
40:21 Investment Strategies Amid Political Changes
About Rob Burnette
Rob leads Outlook Financial Center in case design, investment management, and daily
operations. He has worked in financial services since 1985 and is licensed to offer investment
advice and insurance products.
As a registered tax preparer with the IRS, Rob participates in the Annual Filing Season Program
and is certified as a National Social Security Advisor. He graduated from the U.S. Naval
Academy with a Bachelor of Science in Electrical Engineering, earned an MBA from the
University of New Haven, and holds a Financial Planning certificate from Kaplan University.
Rob’s professional memberships include the International Association of Registered Financial
Consultants, Million Dollar Round Table - Court of the Table, and Ed Slott’s Master Elite IRA
Advisor Group. He has contributed to many publications, including USA Today, Barron’s,
Forbes, MarketWatch, WDTN Dayton, and WHIO Dayton. He is a 2017 Alumnus of Leadership
Troy, Ohio, and is passionate about supporting kids' sports programs, 4H, and FFA.
Connect with Rob Burnette
Rob's Website: https://outlookfc.com
LinkedIn: https://www.linkedin.com/company/outlook-financial-center/
Facebook: https://www.facebook.com/OutlookFinancialCenterLLC/
Learn More
Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L. 👉 Visit engineeredtaxservices.com
Subscribe to Slash Tax | Leave a review | Share with business owners ready to find better accounting partners
Tax strategy isn't just about saving money; it's about finding the right partners who can help you build wealth.
Host: Heidi Henderson | Sponsor: Engineered Tax Services
Slash Tax Podcast – Blake Oliver (Earmark CPE & The Accounting Podcast)
Join host Heidi Henderson for an essential conversation with Blake Oliver, CPA, founder of Earmark CPE and host of The Accounting Podcast. Blake shares insider insights into the dramatic changes reshaping accounting and their implications for taxpayers and business owners.
From musician to Starbucks barista to CPA to tech entrepreneur, Blake's journey gives him a unique perspective on what's broken in traditional accounting and how technology is creating solutions. He reveals why CPAs are retiring en masse, how AI will transform the profession, and what to look for when choosing an accounting partner who can help slash your tax bill.
Key Topics
About Blake Oliver
Blake Oliver is a CPA, entrepreneur, and host of The Accounting Podcast. He founded Earmark CPE, a platform allowing accountants to earn free NASBA-approved CPE credits by listening to podcasts—transforming how CPAs stay current.
Blake studied cello at Northwestern University and performed with the San Francisco Youth Symphony before the Great Recession redirected him to accounting. After working at Starbucks, he transitioned into bookkeeping, discovered his passion for accounting and technology, worked in public accounting, led firms, and eventually sold his practice to focus on technology, education, and media. He uniquely understands both what firms struggle with and what clients need.
Connect with Blake Oliver
Blake's Website: www.blakeoliver.com
Earmark CPE: earmarkcpe.com
The Accounting Podcast: theaccountingpodcast.com
LinkedIn: linkedin.com/in/blaketoliver/
Twitter/X: x.com/BlakeTOliver
YouTube: youtube.com/@BlakeTOliver
Learn More
Engineered Tax Services has helped investors and business owners unlock millions in tax savings for nearly 25 years through cost segregation, R&D credits, and energy incentives like 179D and 45L. 👉 Visit engineeredtaxservices.com
Subscribe to Slash Tax | Leave a review | Share with business owners ready to find better accounting partners
Tax strategy isn't just about saving money—it's about finding the right partners who can help you build wealth.
Host: Heidi Henderson | Sponsor: Engineered Tax Services
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