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The Most Overlooked Investor Tax Deductions That Quietly Reduce Returns

The Most Overlooked Investor Tax Deductions That Quietly Reduce Returns

December 30, 20256 min read

Fund managers often focus on the major tax strategies: depreciation, cost segregation, entity structure, and fund documentation. These are essential, but there is another layer of tax efficiency that is frequently ignored. Individual investors and fund managers regularly overlook small but meaningful deductions that accumulate over time. When they are not tracked or allocated properly, they reduce basis, inflate taxable gains, and undermine long-term returns.

In the world of alternative investments, every dollar matters. Small inefficiencies compound across deals, across funds, and across years. These overlooked deductions can be the difference between tax-efficient performance and unnecessary tax exposure.

This blog breaks down the most common missed deductions, how basis adjustments work, and what fund managers should be doing to help their investors capture every allowable tax benefit.

Why Small Deductions Matter More Than Most Investors Realize

When investors calculate their returns, they often think in terms of capital raised, distributions received, and final sale proceeds. However, the IRS sees investments through the lens of basis. If an investor fails to account for all deductible costs incurred while making or managing investments, their outside basis remains artificially low.

A lower basis increases taxable gain at exit.

For example, if an investor contributes 100,000 into a fund but incurs 1,200 in wire fees, travel costs, and due diligence expenses that are never added to basis, the IRS still views their basis as 100,000, not 101,200. When the investment is sold, the unclaimed deductions show up in the form of higher capital gain.

These small errors compound over the life of a fund and across an investor’s portfolio.

Fund managers can help their investors by understanding how basis works and guiding them toward proper documentation.

Most Overlooked Deduction 1: Wire Fees During Capital Contributions

Every time an investor wires funds into a deal, their bank typically charges a fee. These fees range from 20 to 40 dollars per wire and occur every time capital is sent to a sponsor or fund.

Wire fees are deductible investment expenses and should be included in the investor’s outside basis. Yet most investors never track them.

For large LPs who regularly invest across multiple deals, the cumulative missed basis adjustments can reach thousands of dollars over time.

Fund managers should educate LPs about tracking these fees or provide automated investor portals that help document them.

Most Overlooked Deduction 2: Travel Expenses for Site Visits

Investors who travel to evaluate a property, attend an investor tour, or perform due diligence are allowed to deduct travel costs related to evaluating an opportunity. This can include:

  • Flights

  • Hotels

  • Rental cars

  • Meals related to due diligence

  • Mileage for local travel

These costs can be added to basis or deducted directly, depending on the circumstances. Many investors assume these expenses are personal and fail to document them. They are not personal if they relate to an active effort to evaluate an investment.

Fund managers conducting in-person investor events should ensure LPs understand these rules.

Most Overlooked Deduction 3: Entity-Level Operating Costs

Many sophisticated investors use a dedicated holding company, such as a parent LLC, to organize their investment activity. These entities often incur expenses that are ordinary and necessary for income-producing investment activity.

Examples include:

  • Accounting and bookkeeping costs

  • Bank fees

  • Legal expenses

  • Subscription tools for financial analysis

  • Office supplies related to investment management

If these expenses are not captured and linked to the activity of investing, investors lose legitimate deductions.

Fund managers should encourage serious LPs to maintain a holding company structure with proper recordkeeping.

Most Overlooked Deduction 4: Professional Fees

Investors frequently hire professionals to review offering documents, perform tax planning, or evaluate economic assumptions. These expenses are often deductible as investment-related fees.

Examples include:

  • CPA consultations

  • Real estate attorney review

  • Financial modeling assistance

  • Due diligence specialists

Many professionals fail to classify these expenses correctly, causing investors to lose the deduction.

Fund managers should reinforce the importance of saving receipts and associating them with corresponding investments.

Most Overlooked Deduction 5: Costs of Accessing Capital

Investors incur costs related to moving or deploying capital. This can include:

  • Loan origination fees for lines of credit used to invest

  • Costs of selling other securities to free up capital

  • Exchange or transfer fees

These expenses must be tracked carefully. If they are not recorded and allocated properly, basis errors can compound over time.

Most Overlooked Deduction 6: Administrative Fees Related to Self Directed IRAs

Investors who use self directed IRAs or qualified retirement plans often pay custodial fees. These fees are generally deductible within the IRA. Many custodians allow expenses to be paid by check from the IRA itself, but investors often pay them personally and lose the deduction.

Fund managers should remind IRA investors to pay fees from the IRA when possible.

How These Overlooked Deductions Affect Fund Managers

Although these deductions are investor-level costs, fund managers are directly affected when investors fail to claim them.

1. Higher Perceived Tax Liability at Exit: When investors have lower basis because they failed to track expenses, they often blame the fund when their taxable gain is higher than expected.

2. Increased Investor Questions: Investors who experience unexpected tax outcomes typically direct questions and frustrations toward the GP team.

3. Reduced After Tax Returns: Fund managers market after tax performance. When investors capture fewer deductions, their after tax returns appear weaker, which can make capital raising more difficult.

4. Missed Opportunities to Build Credibility: Fund managers who proactively educate investors on overlooked deductions position themselves as more sophisticated, detail oriented, and trustworthy.

The Basis Problem: Why Investors Miss So Much

Most LPs do not understand how basis works. They assume their contribution amount equals their basis and that basis only changes through distributions or allocations.

In reality, basis is affected by dozens of small factors:

  • Contribution amount

  • Debt allocation

  • Deductible investor expenses

  • Fees incurred to make the investment

  • Loss allocations

  • Depreciation

  • Distributions

  • Refinancing events

When these components are not tracked consistently, errors accumulate.

The best fund managers explain these rules clearly and encourage LPs to maintain accurate records.

How Fund Managers Should Support Their LPs

Fund managers do not need to provide tax advice to help investors capture deductions. Simple steps can create significant value:

1. Provide guidance in investor onboarding documents: Explain which costs investors should track and how these costs affect basis.

2. Include reminders in quarterly communications: Prompt LPs to record wire fees, travel expenses, and entity-level costs.

3. Offer standardized templates: Provide simple worksheets investors can use to track expenses.

4. Train investor relations teams: Ensure the team can answer general questions about investment-related deductions without providing tax advice.

5. Coordinate with CPAs: Work with your tax team to identify areas where LPs often make errors and provide proactive education.

Fund managers who help their investors improve tax outcomes strengthen trust and improve long-term relationships.

The Larger Message: Small Efficiencies Compound Over Time

The tax code is full of small opportunities that become meaningful when added up over time. Capturing overlooked deductions:

  • Raises investor after tax returns

  • Reduces taxable gains

  • Improves basis accuracy

  • Strengthens fund performance metrics

  • Enhances credibility with LPs

Fund managers who understand this can position their funds as tax efficient, sophisticated, and investor aligned.

Book Your Tax Strategy Call with James

If you want to understand how these overlooked deductions affect your investors, your fund structure, and your tax strategy, now is the time to take action. There is still time to review your documentation, refine your approach, and implement better tracking systems before year-end. Once the year closes, these opportunities are gone.

Schedule Your Tax Strategy Session Now


overlooked investor deductionsinvestor basis adjustmentsfund manager tax planningcost segregationbonus depreciationinvestment expense trackingpassive loss optimizationreal estate fund tax strategyoutside basis rules private equity tax deductions
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James Bohan

James Bohan is a CPA, fourth-generation real estate developer, and founder of Stonehan Accountancy. He advises fund managers, syndicators, and high-net-worth investors on tax-efficient strategies to grow and preserve wealth.

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James Bohan

JAMES BOHAN – FOUNDER

James Bohan is a multi-faceted real estate professional, CPA, and entrepreneur. As the founder of Stonehan, he manages over $20MM of real estate while also providing accounting, tax, and fractional CFO solutions to real estate businesses, funds & syndicators . With more than 15 years’ of experience, he brings a wealth of knowledge in analyzing real estate transactions, tax structuring, creative financing techniques, and working capital management. Within the real estate investment management industry, Mr. Bohan is well regarded for his deep understanding of the complexities involved with a multitude of investment assets and complicated organizational structures.

Prior to Stonehan, James served as the inaugural employee and Chief Financial Officer of a Los Angeles-based real estate investment management firm, Mosaic Real Estate Investors. There, he played a key role in the firm’s growth and aligned the team through collaboration of management and stakeholders regarding strategic and financial planning, underwriting of debt and preferred equity investments, investor relations and reporting, risk management, compliance, cash flow, treasury, operating plans, tax matters, accounting, staffing, and policy development. Through his tenure with the company he oversaw all financial matters for the firm’s first ~$1B in loan commitments and the investor base grow to over 1,400 HNW investors and institutions.

Before joining Mosaic, James began his accounting career with the prestigious firm, Rothstein Kass, which was considered the premier boutique accounting firm for alternative investment vehicles: hedge fund, private equity, and venture capital firms. He worked there from 2010 until 2015 and during this time Rothstein was acquired by KPMG. James became an expert in real estate tax matters while offering tax and wealth management counsel to partnerships, trusts, REITs, corporations, and high-net-worth clients. He serviced private equity real estate firms with collective assets under management over $10B and consulted on over $2B of real estate transactions.

During this time from 2010 – 2015, James earned his California CPA license and was admitted to the Dollinger Master of Real Estate Development program at USC’s Sol Price School of Public Policy. He earned his Master’s in Real Estate Development (MRED) in 2015, graduating in the top 5% of his class and achieving an honorable mention for outstanding performance on the final comprehensive examination, all while continuing to work part-time for KPMG. He focused his undergraduate studies in Real Estate Finance and International Business, earning bachelor’s degrees in both Accounting and Business Administration from USC. His undergraduate academic achievements at USC included being accepted into the Marshall School of Business Honors Program and earning a spot on the Dean’s List. His collegiate social life centered around the Delta Chi Fraternity where he was elected to become a member of the executive committee. His summers were spent learning the nuances of real estate while serving internships in a variety of settings: residential mortgage lending, home building, and both corporate and onsite property management.

Mr. Bohan stays active professionally with involvement in the NIBCA, Information Management Network, and various other trade organizations. An avid traveler, he has visited over 40 countries, spent a semester studying abroad at Thammasat University in Thailand, and possesses dual citizenship in the United States of America and the Republic of Ireland.