Inbound Investor U.S. Tax Playbook, Part 2


Structuring the Investment — Entity Choice & Tax-Efficiency

The United States is one of the most attractive places for foreign capital — deep markets, relative stability, and strong investor Once an inbound investor decides to enter the U.S. market, the next decision — how to structure the investment — can drive the ultimate tax result significantly. The U.S. system taxes differently depending on the type of entity, its ownership, and whether treaty benefits apply.. But the U.S. also has a uniquely complex tax environment.

This article summarizes considerations for entity selection, including notation of federal, treaty, and state regimes, and practical planning points.

1. Balancing Tax Efficiency, Liability Protection & Compliance

Every inbound structure should balance three objectives:

  1. Liability protection — containing business legal risk within the U.S. entity.
  2. Tax efficiency — minimizing both U.S. and home-country tax leakage.
  3. Administrative manageability — minimizing annual administrative tasks and costs.

While the right structure depends on the investor’s facts — activity and income type, treaty position, and cash planning — there are key guardrails to consider.


2. Basic Options: Direct or U.S. Blocker, Foreign Holding Company Considerations

A. Direct Investment by the Non-Resident

This is the simplest on paper — the investor (either a foreign individual or foreign holding company) directly holds the U.S. asset, partnership interest, or LLC (treated as a partnership or disregarded for tax purposes) interest.

  • Tax result: The investor is directly subject to:
    • U.S. tax on ECI and FDAP (with related withholding)
    • Branch Profits Tax (if foreign corporation owner)
    • FIRPTA (if any disposition of USRPI or USRPHC)
    • U.S. estate tax on U.S.-situs assets (if foreign individual owner)
    • Annual filing requirements for Form 1040-NR (individuals) or Form 1120-F (foreign corporations).
      • May require additional U.S. filings at entity level (e.g., U.S. partnership or LLC treated as partnership required to file Form 1065, related Schedules K-1 and Forms 8804 / 8805 / 8813 (withholding statements) issued).
    • Pros: No interposed entity unless desired (e.g., partnership, LLC); may reduce foreign-country complications.
    • Cons: Exposed to above-noted U.S. filing obligations and taxes and potentially no legal liability protections that would exist with a corporate structure (unless using U.S. LLC).
    • Potential use case: Small passive investments or treaty-protected portfolio holdings.U.S. “Blocker” Corporation (or LLC treated as a corporation for tax purposes)

B. U.S. “Blocker” Corporation (or LLC treated as a corporation for tax purposes)

A common approach for institutional or fund investors. The foreign investor capitalizes a U.S. C-corporation to hold the operating business, real estate, partnership or disregarded LLC interest.

  • Tax result / Pros:
    • The Blocker “absorbs” ECI, paying 21% corporate income tax.
    • When profits are distributed, they are dividends subject to 30% withholding under IRC §881 (often reduced by treaty).
    • Avoids the Branch Profits Tax that would otherwise apply to a foreign corporation’s U.S. branch.
    • Potential insulation from FIRPTA (or ability for same with additional tiered structuring).
    • Simplifies compliance — the foreign owner does not file Form 1120-F or 1040-NR; only the U.S. corporation files Form 1120 (and partnership files Form 1065 if there is a U.S. partnership in the structure).
  • Con: “Double” taxation — once at the corporate level and again on distribution — though effective rates can be moderated by treaty reductions or reinvestment strategies.

3. Withholding Tax & Using Treaties Strategically (Without Over-Engineering)

The U.S. imposes withholding tax on most payments to foreign persons, such as: dividends, interest, royalties, rent, service fees, and deemed branch remittances (DEA). This withholding tax is generally levied at a statutory rate of 30%, unless reduced by treaty. U.S. payors are responsible for withholding and reporting this tax via Form 1042 / 1042-S. Failure to withhold properly can shift liability for the original tax, plus penalties and interest, to the payor as withholding agent.

Treaties can dramatically reduce withholding and sometimes exempt outbound payments or business profits from U.S. taxation altogether.

Checklist for claiming treaty benefits:

  1. Confirm investor’s residency certificate from home jurisdiction.
  2. Evaluate specific treaty qualification articles (residency, dividends, interest, royalties, business profits, etc.).
  3. Evaluate Limitation on Benefits (LOB) treaty article — are applicable requirements (such ownership and / or activity tests) satisfied?
  4. Issue Form W-8BEN or W-8BEN-E to payor(s).
  5. Disclose treaty position on Form 8833 if taking a treaty-based return position required to be reported.

4. Financing the U.S. Operation: Debt vs. Equity

Foreign investors often capitalize U.S. ventures through related-party debt, seeking to deduct interest while repatriating profits as interest payments (often subject to lower withholding than dividends).

Consideration:

  • Debt / equity analysis (common law, and IRC §385 if applicable): Debt can be reclassified as equity, disallowing deductions and potentially creating other unintended tax impacts in certain structures.
  • IRC §163(j) (generally applicable to taxpayers with average annual gross receipts of $30 million+) limits interest deductions to 30% of adjusted taxable income.
  • IRC § 267 loss disallowance and matching rules regarding timing of deduction and income recognition for accrued but unpaid interest between related parties.
  • IRC § 267A deduction disallowance for interest (and royalty) payments to related parties in hybrid transactions or with hybrid entities if the payment isn’t included int eh recipient’s income under foreign tax law.
  • Withholding: 30% on interest, unless reduced by treaty or portfolio interest exemption applies.
    • Branch context: If the foreign corporation operates a U.S. branch, adjustments under Treas. Reg. §1.884-4 apply to determine the portion of deemed interest also subject to BPT at 30% (unless reduced by treaty), if any (i.e., the amount of excess interest not apportioned to ECI taxed at 21%).
  • Base Erosion and Anti-Abuse Tax (BEAT) under §59A, which targets large corporations (generally those with $500 million+ in average annual gross receipts) making base-eroding payments like interest to related foreign parties.
  • Documentation: Written loan agreements, arm’s-length terms and pricing / interest rates, contemporaneous intercompany pricing support.

5. State Tax Structuring Overlay

States have their own tax bases, nexus thresholds, and combination rules. Depending on the investment type and amount, and the state or states involved, state tax can be a material consideration.

Key Concepts:

  • Nexus: Physical presence (property, payroll) or economic nexus from sales into a state.
  • Separate vs. Combined Filing:
    • Some states tax entities separately.
    • Others (e.g., California, New York, Illinois) require or permit combined/unitary reporting for related entities.
  • Water’s-Edge Elections:
    • Limit the combined group to U.S. members (and certain CFCs).
    • Usually binding for 7 years (Cal. Rev. & Tax Code §25113).
    • Must be modeled carefully — including impacts on foreign tax credit planning and apportionment.

Practical tips:

  • Where possible, isolate U.S. operations in one entity (or the fewest otherwise necessary entities) per state nexus profile.
  • Consider flexibility in deployment of property / assets, debt, and people in context of state credits and incentives, state apportionment, net worth tax, and separate vs. combined or unitary reporting rules.
  • Evaluate broader U.S. legal entity structure in multi-state operating structures (e.g., corporate holding company with use of wholly-owned disregarded / flow through LLCs or subsidiary corporations) for potential state tax planning or simplification.

6. Key Takeaways

  • Start with cash return in mind. Structure for efficient repatriation.
  • Contain ECI. Blockers or treaty planning can reduce compliance and tax cost.
  • Limit BPT exposure. It’s often the hidden double tax.
  • Remember FIRPTA. Structure real estate holdings to avoid FIRPTA.
  • Treaty benefits aren’t automatic. Evaluate, document, and claim them properly.
  • Don’t ignore state rules. Multiple states with differing rules can complicate matters, determine materiality and perform tax impact diligence and identify opportunities accordingly.

A well-planned structure can provide legal protections and tax efficiencies.

Coming Next

Part 3: Operating and Repatriating Profits: In our next article, we’ll explore what happens once the investment is operational: withholding regimes, filing obligations, profit distributions, and how to repatriate capital without triggering unnecessary tax.

Missed Part 1? Read it here.

Thinking about investing in the U.S.? Start with a consultation to evaluate your company’s readiness and identify strategies for success. Connect with Nick Eusanio, Tax & Compliance Partner at DBL Law, to learn how proper tax planning and investment structure can help you achieve the best possible outcome.

Business Sale Basics, Part 4: Close & Integrate or Transition

Closing a business sale is just the beginning. Learn how to manage integration or transition effectively to protect and drive value in Part 4 of our Business Sale Basics series.

Closing the sale is a major milestone, but it’s not the end of the journey. Proper planning for integration or transition ensures long-term success for both you as the seller and the buyer. Again, due consideration for these matters has already been given in Part 2 of our series (Structure the Sale).

Post-Closing Considerations

1. Integration / Transition Planning

Clear documentation in one or more appropriate agreement(s) is key to ensuring the intended transition mechanics. Consider the following factors when drafting appropriate documentation.

  • How and when the buyer will assume operations.
  • How and when will the owner / seller notify existing employees, customers and vendors / suppliers of the sale? What steps are necessary to ensure business continuity for these groups?
  • Whether and what level of involvement the owner / seller will continue to have in the company and for what time period.
    • If the owner / seller remains involved:
      • What type and level of pay and benefits will be continuing?
      • Will the owner / seller retain any percentage ownership in the equity of the company (i.e., a rollover interest)?
    • If the owner / seller is exiting:
      • Address any interim transition period / consulting arrangement, earn-out, or other phased exit plan.

2. Tax and Regulatory Compliance

Post-closing reporting is just as important as pre-closing planning. Consider the following compliance items after closing.

  • Required tax filings for the transaction.
  • Required industry / regulatory filings for the transaction.
  • Tracking for installment sale payments or deferred compensation.

3. Avoiding Post-Closing Disputes

A seller who has successfully navigated the process following our Business Sale Basics: 1. Prepare the Pieces2. Structure the Sale (Legal & Tax)3. Align Team, Finance, & Industry Factors can expect to be in good position to avoid post-closing disputes. Below are some key factors expected to be in place and continuing to achieve that goal.

  • Keep documentation clear to reduce claims risk.
  • Follow through on representations and warranties.
  • Maintain open communication with the buyer during transition.

Thinking about selling your business? Start with a pre-sale consultation to evaluate your company’s readiness and identify strategies to preserve and maximize value. Connect with Nick Eusanio, Tax & Compliance Partner at DBL Law, to learn how proper tax planning and deal structure can help you achieve the best possible outcome.

Business Sale Basics, Part 3: Align Team, Finance, & Industry Factors

Employees, financing, and industry / regulatory factors can make or break a business sale. Learn how to address these critical elements in Part 3 of our Business Sale Basics series on Aligning these Factors.

Business sales are more than numbers on a balance sheet. Employees, financing, and industry-specific regulatory considerations play a critical role in the success of a transaction. Well-prepared sellers project credibility and value by aligning these items in the deal. This article serves as a continuation of Part 2 of our series (Structure the Sale), as each of these factors is important in structuring the transaction.

1. Employee & Management Factors

Retaining key employees and ensuring the business isn’t overly tied to the selling owner are often key factors for buyer confidence and demonstrating value. A thoughtful seller should align these factors in the deal by considering the items below.

  • Invest the necessary training time and resources to improve management team business / technical capabilities and integration with operations personnel and customers to reduce dependency on the owner.
  • Document steps to accomplish the above and ideally matching metrics to substantiate the value retained or created, for sharing with the buyer team.
  • Ensure key management and operations team members are valued in the deal by negotiating appropriate provisions for continuing employment including roles and levels of salary, benefits and bonuses. Don’t forget to provide for any special items like remote versus on-site work, parking, company phones and cars, or similar benefits.

2. Financing the Transaction

Understanding the buyer’s funding method for the deal is important to both timing and negotiations. Below are some key points to consider with respect to financing, timing and related negotiations.

  • Bank / 3rd party financing versus seller financing.
  • For seller financing, a well-crafted promissory note and security agreement with appropriate collateral are key considerations.
  • Be aware of potential covenants or guarantees, particularly any ‘earn-out’ provisions.

3. Industry and Regulatory Factors

Various industries have unique licensing, permitting, regulatory or other compliance requirements that can impact a sale. Heavily regulated industries like health care, financial services / banking, or insurance may require specific disclosures or approvals. Below are some key items to consider from an industry / regulatory perspective.

  • Review licensing, permits, and regulatory compliance requirements for your industry.
  • Understand other regulatory frameworks that may apply based on the type (e.g., cross-border transaction, involvement of sensitive information or data, etc.) or value of the transaction (for instance, anti-trust, securities, cybersecurity and infrastructure security, export control system, foreign investments, etc.).
  • Ensure necessary additional documents or agreements are prepared and negotiated as part of the sale based on applicable regulatory regimes.

Thinking about selling your business? Start with a pre-sale consultation to evaluate your company’s readiness and identify strategies to preserve and maximize value. Connect with Nick Eusanio, Tax & Compliance Partner at DBL Law, to learn how proper tax planning and deal structure can help you achieve the best possible outcome.

Business Sale Basics, Part 1: Prepare the Pieces

Learn the essential steps to get your business ready for sale, from organizing financials to planning for taxes, in this first installment of our Business Sale Basics series: Prepare the Pieces.

Preparation is the foundation of any successful business sale. Owners who take the time to get their company “deal-ready” often sell faster, for more money, and with fewer surprises and snags. This post covers key steps to prepare your business before putting it on the market.

Key Steps to Prepare

1. Organize Financials & Records

Accurate and well-organized financials are critical. Buyers generally want to review at least three years of statements, so savvy sellers should review and organize the following items (ideally in a centralized digital data room or diligence binder).

  • Accounting records (P&L, Balance Sheet, etc.) in current, accurate, and reconciled form (preferably with assistance of a professional accountant / CPA).
  • Corporate documents: articles, bylaws, operating agreements, meeting minutes and resolutions.
  • Contracts, leases, permits, licenses and intellectual property documentation in a centralized file.

2. Identify & Address Risks & Liabilities

Buyers are highly sensitive to hidden liabilities and risks. A smart seller should conduct a fresh risk assessment for potential yet-uncovered issues, as well as identifying and listing known disputes, litigation, and liabilities. Below are some key areas for review and assessment. Once identified, a prepared seller should form a plan to resolve or address each item of risk or liability.

  • Confirm company and asset (real estate, operating assets, intellectual property, permits, licenses, etc.) ownership records reflect reality.
  • Resolve disputes with minority owners.
  • Review buy-sell agreements and stock restrictions, as well as employment agreements and restrictive covenant (nondisclosure / noncompetition / non-solicitation) agreements for key personnel.
  • Evaluate tax accounts (federal, state and local).
  • Consider any zoning, environmental, or other industry-specific regulatory issues.

4. Optimize Operations & Team Readiness

Buyers are often acquiring more than the business – they may also be taking the team that’s in place. As with all team-based pursuits, performance and value is heavily dependent on each team member and the process in place. A strong seller should take the steps below to improve the company’s team and methods prior to sale.

  • Invest in management team business / technical capabilities and integration with operations personnel and customers to reduce dependency on the owner.
  • Review key customer and vendor contracts to align the proper internal personnel and processes for continued success.
  • Identify (and improve, where necessary) and document processes and systems to demonstrate stability.

5. Plan for Taxes Early

The tax structure of a sale can significantly impact a seller’s net proceeds. Early planning allows you to evaluate whether an asset sale, stock sale, or other structure is most favorable. A savvy seller should begin by considering the following tax matters.

  • Alternative deal structures and impacts on taxes (asset sale, stock sale, or stock sale treated as an asset sale for tax purposes?)
  • Evaluate potential tax elections as relevant (e.g., IRC §§ 338(h)(10) or 336(e)).
  • Consult with a tax advisor to identify potential tax issues and opportunities, and improve tax efficiency of the deal.

Thinking about selling your business? Start with a pre-sale consultation to evaluate your company’s readiness and identify strategies to preserve and maximize value. Connect with Nick Eusanio, Tax & Compliance Partner at DBL Law, to learn how proper tax planning and deal structure can help you achieve the best possible outcome.

OBBBA, Explained: What the “One Big Beautiful Bill Act” Means for Businesses,Funds, and Founders

On July 4, 2025, the One Big Beautiful Bill Act (OBBBA) became law, reshaping several core business tax rules, including those in the incentives and international tax landscapes. Below is a concise guide to the provisions most likely to affect closely held businesses, sponsors, and growth companies—and where to focus next.

  1. Interest expense limits (163(j)): back to EBITDA, with a new twist
    • For tax years beginning after December 31, 2024, the section 163(j) cap reverts to an EBITDA measure (generally allowing more interest than the current EBIT approach). But, effective for tax years beginning after December 31, 2025, OBBBA also brings capitalized business interest under 163(j) (unless it is required to be capitalized under sections 263(g) or 263A(f))—closing a common workaround that capitalized interest could avoid the limitation. Review 2026+ models and debt documents now; consider how the new ordering rule (generally calculating the section 163(j) limitation before application of interest capitalization provisions) affects cash tax and timing.
  2. 100% bonus depreciation: permanent—plus a real-property expansion
    • OBBBA permanently restores 100% expensing for qualifying property acquired and placed in service on or after Jan. 19, 2025. It also creates temporary 100% expensing for certain “qualified production property”—specified U.S. nonresidential real property used in defined production activities—if construction begins after Jan. 19, 2025 and before Jan. 1, 2029, and the property is placed in service before Jan. 1, 2031. Capital-intensive manufacturers (including ag processing, chemicals, autos, and semiconductors) should map capex projects to these windows. 
  3. R&E (section 174): current expensing is back (domestic), with limited retro relief
    • For tax years beginning after Dec. 31, 2024domestic R&E may again be expensed currently (or capitalized by election). Foreign R&E remains 15-year amortization. Under one special transition rule, certain small businesses can retroactively expense domestic R&E for tax years beginning after Dec. 31, 2021—a refund opportunity worth exploring but which requires amending tax returns or a change in accounting method. For all taxpayers that paid or incurred domestic R&E expenses after Dec. 31, 2021 and before Jan. 1, 2025, a second special transition rule effective for tax years after Dec. 31, 2024 permits an election to deduct the remaining unamortized balance of domestic R&E expenses over a period of  one or two tax year(s),
  4. QSBS (section 1202): faster tiers, bigger caps, broader access
    • For stock acquired after July 4, 2025, OBBBA replaces the five-year wait with a 3/4/5-year framework: 50% exclusion at 3 years, 75% at 4, 100% at 5. It also raises the issuer’s gross-assets cap to $75M (from $50M) and lifts the gain cap to the greater of $15M or 10× basis (except for taxpayers that fully utilized the exclusion amount in a prior year), indexed for inflation from 2027. Growth-stage companies and early-stage investors should tighten cap-table/QSBS tracking now, especially across follow-on rounds.
  5. 199A: pass-through deduction expanded and made permanent
    • Owners of qualifying pass-throughs get long-term certainty: the 20% 199A deduction is extended and made permanent (not increased to 23% as earlier drafts floated). The OBBBA also increased the taxable income limitation phase-in amounts to $100,000 to $150,000 for joint returns ($50,000 to $75,000 for separate filers). Finally, the OBBBA changes include a $400 minimum deduction amount for active QBI of at least $1,000 (amounts to be increased for inflation in following years). Re-test blocker structures and owner-level models.
  6. International tweaks: steadier rules, fewer cliffs
    • GILTI / NCTI:
      • Effective for tax years beginning after Dec. 31. 2025:
        1. The GILTI regime is reshaped by removing the qualified business asset investment (QBAI) reduction to GILTI, and renaming the inclusion as a taxpayer’s net CFC tested income (NCTI). 
        2. The statutory deduction under section 250 for a taxpayer’ total NCTI and associated section 78 gross-up amount is reduced to 40% (versus prior 50%) for tax years beginning after Dec. 31, 2025. 
        3. The OBBBA further trims the deemed paid foreign income tax haircut to 10% (instead of the prior 20%) with respect to NCTI. 
        4. Deductions allocated and apportioned to a taxpayer’s NCTI inclusion for foreign tax credit limitation purposes are confined to: (a) the section 250 deduction associated with the NCTI inclusion; and (b) any additional deductions directly allocable to the NCTI inclusion. Specifically, no interest expense or R&E expense amounts are allocated or apportioned to NCTI for foreign tax credit  limitation purposes.
      • Finally, the OBBA adds a new 10% disallowance for taxes paid or deemed paid on any previously taxed earnings and profits (PTEP) distributions of NCTI after June 28, 2025. 
    • FDII / FDDEI:
      1. Effective for tax years beginning after December 31, 2025:
        1. The OBBA also strikes the QBAI adjustment from the FDII framework.
        2. The OBBA permits deduction of 33.34% of the corporation’s total foreign-derived deduction eligible income (FDDEI) – dispensing with the prior FDII measure.
        3. Interest expense and R&E expense are no longer allocated or apportioned for purposes of calculating DEI and FDDEI.
      2. Effective for transactions after June 16, 2025, certain categories of income are not treated as deduction eligible income (DEI) or FDDEI – for instance gain from sale or disposition (or deemed) of intangible property (see section 367(d)(4)) or any other property subject to seller depreciation, amortization or depletion.
    • BEAT: Effective for tax years beginning after Dec. 31, 2025, the BEAT rate is increased to 10.5% for most taxpayers (11.5% for specific banks and securities dealers). 

      Cross-border groups should re-test ETRs and foreign tax credit positions under the revised definitions and mechanics.
  7. What didn’t make the cut
    • Some headline items that weren’t included in the final law: (i) the headline U.S. corporate income tax rate of 21% is retained and made permanent (versus previously considered reductions); (ii) carried interest stays the same (the Tax Cuts and Jobs Act (TCJA) three-year holding period rule for long-term capital gains tax treatment still applies), and (iii) the proposed “revenge tax” (section 899) on residents of “unfair foreign tax” jurisdictions was dropped.

Quick action list (Q3–Q4 2025)

  • Debt & LBO models: Re-run section 163(j) under EBITDA for 2026+; factor in the elective capitalized-interest inclusion and the new ordering rule. 
  • Capex timing: Align construction and placed-in-service dates to capture qualified production property expensing; adjust procurement/contractor timelines now.
  • R&E cleanup: Separate domestic vs. foreign R&E; evaluate retro expensing/refund opportunities for small businesses and accelerated relief for others.
  • QSBS hygiene: Confirm issuer status, asset levels, and issuance dates; build tracking for the new 3/4/5-year tiers and higher gain caps.
  • Re-evaluate global structures with fresh ETR calculations based on the latest GILTI / NCTI, FDII / FDDEI, and FTC limitation changes. 

Bottom line: OBBBA offers meaningful cash-tax savings opportunities (bonus depreciation / section 168(k), R&E expense deduction / section 174, QBI deduction / section 199A, QSBS exclusion / section 1202) while limiting others (prior section 163(j) capitalization workaround). Savvy business taxpayers will time projects and transactions to the statute’s effective dates, conduct appropriate diligence, and prepare documentation accordingly.

This post provides general information and does not constitute legal or tax advice.

Questions or want a tailored OBBBA impact review?

Contact Nick Eusanio, Partner, Tax Planning & Compliance — DBL Law