Employees with Concentrated Equity

Professionals with significant stock-based compensation or equity from company growth have a unique opportunity to diversify their wealth and potentially reduce tax liability through Opportunity Zone investing. By reinvesting capital gains from stock sales into Qualified Opportunity Zone Funds, they can defer capital gains taxes until 2027 and potentially eliminate taxes on any appreciation from the Opportunity Zone investment if held for 10 years.

This strategy not only provides a powerful tax shield but also allows tech executives to diversify into real estate and other long-term assets in emerging markets, aligning their financial planning with both stability and impact.

The Challenge

Investors with concentrated stock positions built over a long tenure of employment or rapid appreciation often face significant capital gains from stock compensation and liquidity events, but selling creates a large tax bill and leaves them searching for a smart way to diversify beyond a single concentrated position.

Why It Resonates

Opportunity Zones allow investors to defer capital gains taxes while reallocating proceeds into diversified, professionally managed real estate. Investors can then use the deferral period to employ other tax-aware strategies to further enhance their after-tax outcomes, such as tax-loss harvesting.

The Result

Employees can reduce near-term tax exposure, benefit from enhanced diversification, and potentially achieve tax-free appreciation over the long term while investing in real assets.

About the Opportunity Zone Program

Qualified Opportunity Zones (OZ) were created as part of the Tax Cuts and Jobs Act of 2017.

These zones were designed to spur economic development and job creation in communities throughout
the country by providing tax benefits to investors with eligible capital gains.

The OZ program incentivizes long-term investment to revitalize underserved, often underdeveloped
communities across the U.S.

Eligible Gains

Investors have 180 days from the day the capital gains event occurs to invest into a Qualified Opportunity Zone Fund.

How Tech Executives Utilize Opportunity Zone Investments to Unlock Tax Benefits When Selling Stock

Jeff Feinstein, Managing Partner of Pinnacle Partners and Steve Stroud, Senior Wealth Manager at Three Bell Capital discuss how tech executives can diversify their investment portfolio by considering alternative investments including:

  • Why tech executives should consider diversifying their investment
  • The current state of the stock market and why now is a good time to consider exploring alternative investments
  • What real estate opportunities exist in the market
  • What tax benefits may be associated with investing in OZs

Download Our OZ Case Study For Sale of Stock

Related Resources

1/1

OZ Education & Insights

How to Diversify Into Real Estate and Take Advantage of Opportunity Zones’ Tax Incentives

Read More

Real Estate Industry Insights

2025 Outlook for the BTR Sector Is Positive, Says Multi-Housing News

Read More

Thought Leadership

How to Navigate the Current Market Volatility

Read More

Private Wealth Strategies

Build-to-Rent 2025: The Future of Rental Living & Investing

Read More
Build to Rent Opportunity Zone Fund

Education

Pinnacle Partners & Trilogy Investment Co. Launch a New Build-to-Rent OZ Fund

Read More

What Sets Pinnacle Partners Apart

Pinnacle Partners is an SEC-Registered Investment Advisor (RIA) focused on tax advantaged private real estate investment opportunities; specifically, through Qualified Opportunity Zones and workforce housing developments, in partnership with 50+ RIAs and hundreds of individual investors. Pinnacle has capitalized over $1B in multifamily development projects, including more than 2,400 units of multifamily housing, and sources off-market opportunities with best-in-class development partners.

Considering tax-efficient diversification strategies? Let us help!

This field is for validation purposes and should be left unchanged.

Considering tax-efficient diversification strategies? Let us help!

Schedule a call with our team to get you started.

Blake Backer
Principal & Vice President,
Investor Relations
Western Region
blake@pinnacleoz.com
425.736.7084

John “JB” Menefee, CFA
Director of Investor Relations
Eastern Region
john@pinnacleoz.com
541.610.5671