1031 Exchanges · DSTs · Alternative Structures

Smarter 1031 Strategies.
Simpler Execution.

Breakwater Capital helps facilitate uniquely structured 1031 exchanges so you can reinvest your capital more efficiently. We focus on non-traditional real estate structures most investors are unaware of — and bring value by educating you on all of your options.

Licensed professionals in all 50 states, Washington D.C., and the U.S. Virgin Islands.

Breakwater Capital by the numbers

150+

years of collective real estate experience

$30B+

in DST participation

200+

educational seminars delivered

30–45

DST offerings tracked at any given time

Why choose us

The Breakwater Difference

Three pillars of due diligence stand behind every offering we present.

Sponsor review

Track record, balance sheet, management depth, and how they behaved in past downturns.

Property review

Market, tenancy, lease terms, financials, and the assumptions under the pro forma.

Offering structure review

Fees, leverage, distribution coverage, and exit provisions — read line by line.

We mystery-shop DST properties. Site visits and secret shopping on real offerings — not just reading the marketing package.

Josh Chapin, President of Breakwater Capital — black-and-white portrait

Our team

Work directly with the president

Josh Chapin — President

Josh founded Breakwater Capital after an extensive financial-planning career specializing in investment and tax strategies. He has spent more than a decade in the DST world and has delivered over 200 educational seminars on 1031 exchanges and tax-advantaged real estate.

LicensesSeries 7 · Series 6 · Series 63 · Series 65 · SIE · Life & Health

Meet the full team

Case studies

Proven strategies in action

Bonus depreciation

Saving a failed 1031 exchange

An investor's exchange collapsed with $1.2M in proceeds and roughly $400K of tax exposure. About $500K placed into two bonus-depreciation funds — 90+ essential-business properties with investment-grade tenants — offset the entire gain and now produces about $25K a year in passive income.

Zero DST

De-leveraging an exchange

A seller with heavy debt on the relinquished property used a small Zero DST allocation to satisfy the debt-replacement requirement — freeing the rest of the equity for income-producing trusts.

Zero DST

Obtaining liquidity after an exchange

A completed exchange left the client equity-rich and cash-poor. A tax-deferred refinance of a zero-cash-flow asset unlocked cash — with no tax event.

Resources

A plain-English library

Twenty-five plain-English documents — the same materials Josh uses in his seminars. No email wall for the titles; request any of them and we'll send the full library.

Browse the resource library
  • What Is a 1031 Exchange
  • Understanding 1031 Exchanges
  • Understanding DSTs
  • Sample 1031 Exchange
  • When a DST May Not Fit

…plus the rest of the library, on request.

Get started

Complimentary Investor Evaluation

Bring us the property, the timeline, and the goal. You'll leave the first conversation knowing every option on the table — and what we'd do in your position.