Tax Planning Strategies for Real Estate and Family Offices

Ricky Novak is the Co-founder of the Strategic Group. He has spent his career working at the intersection of real estate, tax, and private equity.
Go Beyond Marketing and Create a Better Customer Experience

Podcast: Tax Planning Strategies for Real Estate and Family Offices

Ricky Novak is the Co-founder of the Strategic Group. He has spent his career working at the intersection of real estate, tax, and private equity. He works directly with high-net-worth investors and family offices and is the trusted advisor to these clients. His expertise focuses on real estate private equity, tax-deferred 1031 exchanges, Delaware statutory trust (DSTS), tax-deferred opportunity zone funds, and numerous federal and state-sponsored tax mitigation strategies.

 Joining us today as Co-host is Jarrod Arnold, CPA, Jarrod is the COO at Excelsior Capital, where he oversees financial matters (including budgeting, forecasting, and tax) as well as Marketing, Human Resources, and Investor Relations. Before joining the company, Jarrod was a Tax Manager at KraftCPAs in Nashville, TN focusing on medium-sized companies in a wide range of industries. Jarrod began his career at BDO in a similar capacity and is a Certified Public Accountant in the state of Tennessee.

Key Highlights

[00:01 -06:47] What is a 1031 Exchange?

  • It’s a strategy that has minimal risk
  • If you own a property, you can sell that asset and execute an exchange into one or more replacement assets
  • If you do everything correctly, you are deferring your tax liability and allocating it to a new investment 

[08:50 – 12:21] How to Find a Qualified Intermediary You Can Trust

  • Find someone who has your best interest and will show you the right way to go about things
  • Be wary of QIs who cut corners. This might put you in a difficult situation where you have to deal with IRS
  • Questions to ask to qualify for a QI
  • Figure out how sophisticated the QI is. You want someone knowledgeable and could help you make decisions
  • Make sure they have the right insurance and dedicated advisor

[12:22 – 26:34] 1031 Exchange: Know The Rules

  • Who should be at the table when pursuing 1031?
  • Be involved in the conversation and make sure you understand the real-life implications
  • The reason for the uptick in 1031 investments
  • How you could take advantage of deferring taxes as a property owner
  • Entering 1031? Make sure you have the following…
  • Here’s what to ask your sponsor when vetting
  • Do your investment match up
  • Structure and timing
  • Opportunities on legislation are materially different than 1031

[30:37 – 31:24] Closing Segment

Additional Links:

Brian’s Linkedin: https://www.linkedin.com/in/brian-c-adams/

Previous Articles


The Ultimate Guide to Commercial Real Estate Investing

Learn everything you need to know to assess the benefits of a commercial real estate investment and make the best decisions to get started.


Carrying Costs in Commercial Real Estate

Understand how this one key concept will impact your ROI for your next commercial real estate investment. Carrying Costs…

Why Investing in Women Founders Will Give You a Dramatically Better ROI

Sherry Deutschmann was the founder of the health revenue cycle company LetterLogic – a company she sold in 2016.

Make Money Strategically in the Rare Earth Market

Louis O Connor is the Founder of Strategic Metals Invest, which is currently the only business in the world offering Rare Earths as physical assets to private investors.

Venture Capital & The US Economy: How the Private Markets are Generating More Profit

Teddy Himler is a Venture Capital Partner, running a fund at Antler that focuses on what he calls emerging tech ecosystems.

The Secret to Longevity Is Not What You Think

Dwayne J. Clark is the Founder and CEO of Aegis Living. With more than 37 years of senior housing experience, Dwayne is nationally known for redefining the industry.

Understanding Trauma as a Key to Your Financial Behavior

Diana Chambers is a highly respected Family Wealth Mentor and Philanthropic Advisor who established her business in the US in 2002 and subsequently in Switzerland, where she now resides.

Direct & Co-Investing for Family Offices

Randy Castleman advises family offices and institutional investors on their direct investing, fund investing, and fund formation.


An Investor’s Guide to Rent Roll

A rent roll is one of the most important tools for analyzing a prospective investment. Here’s what you should look for.

Excelsior Capital

A real estate private equity firm that owns and operates high quality multi-tenant office assets in emerging secondary markets.

Interested in learning more about Excelsior's investment opportunities?

Excelsior Capital

104 Woodmont Blvd, Suite 120
Nashville, TN 37205




Disclaimer: Under no circumstances should any information presented on this website be construed as an offer to sell, or solicitation of an offer to purchase any securities or other investments. This website does not contain the information that an investor should consider or evaluate to make a potential investment. Other materials related to investments in entities managed by Excelsior Capital are not available to the general public.