TriCoastalPartners
Strategic solutions

Areas where we help clients evaluate opportunity.

Every engagement begins with understanding your objectives. From there, we bring together the relationships and specialized professionals best suited to evaluate your situation.

Featured strategy · Strategic Capital Planning

The TRI-C Tax Strategy

Selling real estate, a private business, public stock, or other appreciated assets can trigger significant federal, state, and net investment income tax.

Offered through TriCoastal Partners, this structured sale framework is designed to defer 100% of the capital gains tax, separate the sale from the reinvestment decision, and preserve pre-tax capital for future opportunities.

Our approach is built on proprietary, trade-secret strategies developed and refined over decades, shared in detail only through confidential, one-on-one conversations.

  • Defer 100% of capital gains tax

    Designed to defer 100% of federal and state capital gains tax, along with depreciation recapture and the 3.8% net investment income tax, so all of your proceeds can stay invested.

  • Flexible reinvestment

    Proceeds may be diversified across securities, real estate, operating businesses, private credit, and other asset classes, at a pace you choose.

  • Customizable cash flow

    Distribution terms can be tailored for regular income, lump-sum disbursements, or deferral to support long-term compounding.

  • Estate & legacy planning

    Structures may be configured outside your taxable estate, supporting wealth transfer to heirs, foundations, and multi-generational plans.

Where it may apply

  • Cross-asset consolidation & business reinvestment

    Combine proceeds from multiple properties, a private business sale, or digital asset gains into one structure, then direct capital toward acquiring, expanding, or recapitalizing ventures.

  • Carried interest planning for PE & VC partners

    Fund principals facing a significant carried interest realization may defer 100% of the capital gains tax on that gain, keep the full pre-tax amount working, and establish predictable distributions across fund vintages.

  • Estate planning & intergenerational wealth

    Align retirement income with generational asset protection by insulating growth from federal estate tax thresholds.

For real estate owners

An alternative to the Section 1031 exchange

A 1031 exchange applies only to real estate held for investment or business use, and it requires the seller to buy like-kind replacement property on a strict timeline. For property owners, the TRI-C Tax Strategy offers a more flexible path to defer the gain.

Comparison of a Section 1031 exchange and the structured sale strategy
Section 1031 exchangeTRI-C Tax Strategy
Reinvestment timeline45-day identification, 180-day closingNo statutory reinvestment deadline
Like-kind requirementMust buy replacement real estateNo like-kind requirement
Replacement propertyCarries over existing basisNew cost basis with fresh depreciation opportunities
Uninvested cash ("boot")Taxed immediatelyProceeds directed into the structure may remain deferred
Reinvestment choicesReplacement real estateDiversified across asset classes
  • Opportunistic real estate acquisition

    Sell at the right time without being forced into a rushed replacement purchase. Capital can earn yield until the right opportunity emerges, then deploy with a new cost basis and fresh depreciation schedule.

  • Downsizing without boot exposure

    There is no like-kind requirement, so sellers moving into a smaller property may avoid immediate tax on uninvested cash.

  • Exiting real estate entirely

    Owners ready to step away from property management can diversify proceeds into other asset classes rather than buying another building.

TriCoastal Partners track record

Years of experience
30+
Strategies implemented
$20B+
Trusts executed
3,000+
Audit defense for the life of the strategy
Included

Figures as reported by TriCoastal Partners. Tax and wealth structures are complex and subject to regulatory scrutiny. Past performance and historic audit determinations do not guarantee future tax outcomes. TriCoastal Partners does not provide tax or legal advice; clients should consult independent legal and tax professionals to evaluate individual suitability before any transaction.

Featured strategy · Business & Employee Benefits

The Tri-C Next-Generation Benefits Strategy

Enhance, don’t replace.

A technology-enabled supplemental Section 125 program that works alongside existing coverage, may reduce employer payroll taxes, and may increase employee take-home pay, with less administrative friction for HR.

Enrolled across diverse workforce types
100,000+
Launch independent of annual open enrollment
Anytime
Works with existing benefits coverage
Alongside

Before

Traditional Section 125 FSA

  • Enrollment scramble

    Annual forms, reminders, and last-minute follow-up consume valuable HR time.

  • Use-it-or-lose-it anxiety

    Employees risk forfeiting unused funds subject to plan rules.

  • Administrative friction

    Eligible-expense education and manual claims create confusion.

  • Limited visibility

    Balances, payroll, and tax impacts remain fragmented.

After

Enhanced Section 125 experience

  • Guided launch & payroll integration

    Alignment calls, coordinated setup, and automated outreach reduce HR burden.

  • Benefits, not merely balances

    Scheduled benefits and qualified reimbursements delivered under plan terms.

  • Year-round digital engagement

    Mobile access, digital ID cards, reminders, and wellness activities drive usage.

  • Measurable results

    Live tracking of enrollment, utilization, tax savings, and ROI.

How it works

  1. Step 1

    Enhance

    Adds a supplemental health and wellness layer alongside existing coverage.

  2. Step 2

    Integrate

    Coordinates pre-tax and post-tax plan components with existing payroll systems.

  3. Step 3

    Create value

    May reduce employer payroll taxes while boosting employee take-home pay.

  4. Step 4

    Engage

    Digital access and recurring communications promote active benefit usage.

Potential annual financial impact

Based on $573.60 employer savings and $1,335.36 employee pay impact per enrolled employee, annually.

Illustrative annual impact by number of enrolled employees
Enrolled employeesEmployer savingsEmployee pay impactCombined valueValuation boost (10x EBITDA)
100$57,360$133,536$190,896$573,600
500$286,800$667,680$954,480$2,868,000
2,500$1,434,000$3,338,400$4,772,400$14,340,000
5,000$2,868,000$6,676,800$9,544,800$28,680,000

Key employee benefits

  • $0 primary & urgent care
  • $0/$1 formulary prescriptions
  • Mental health support
  • 24/7 virtual primary care
  • Preventive care
  • Health coaching
  • Digital wellness resources
  • TeleVet virtual pet consults

Built for diverse workforces

  • White-collar
  • Blue-collar
  • Government
  • Private sector
  • Commercial
  • Industrial
Request a Custom Savings Analysis

Important notice: Illustrations are based on stated assumptions and are not guaranteed. Actual savings and pay impact vary by enrollment, compensation, payroll frequency, participation, plan operation, tax treatment, and applicable law. Copays, networks, formularies, reimbursements, and benefit availability are governed by official plan documents. Employer reporting uses aggregate information subject to privacy requirements.

Have a specific situation in mind? We'd welcome the opportunity to learn more and connect you with the right expertise.

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Your next opportunity begins with a conversation.

Whether you're evaluating a business transaction, exploring tax-efficient capital strategies, or seeking innovative solutions for your organization, TriCoastal Partners can help connect you with the expertise and resources to evaluate your next opportunity.