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American ingenuity.

Phil Advisors helps families and their advisors with tax-optimized investment strategies to bolster their legacy.

Our story

A strategy businesses have used for decades, now open to private investors

Wealth advisors incorporate tax strategies into their public investments. Meanwhile, more and more of their clients’ tax bills come from passive income those strategies can’t touch. Business owners and equipment lessors have deducted depreciation against their income for decades. Phil Advisors helps individual investors evaluate the same opportunity.

Read our story

100%Bonus depreciation in year onePermanently restored by the One Big Beautiful Bill Act for qualified property acquired on or after January 19, 2025.
  1. Crowded public-market strategies

    Direct indexing and long/short tax strategies have drawn large inflows and growing regulatory scrutiny.

  2. Passive income left exposed

    Those strategies offset portfolio income, not passive income from private equity, rental property, and other pass-through holdings.

  3. Hidden in plain sight

    Businesses have deducted equipment depreciation for decades. Most private investors don’t realize they can do the same.

Opportunity

Commercial equipment with contractual lease income and a year-one deduction

Phil advises clients on commercial equipment leased to creditworthy operators, in transactions sourced and structured by established origination partners. Qualifying equipment is eligible for 100% bonus depreciation, which can offset passive income from rental real estate, private equity interests, and other passive activities in year one.

Fair market value leases

Lessees operate the equipment under multi-year leases and typically pay insurance and taxes.

Direct ownership

This isn’t a fund. You own the equipment directly, one transaction at a time.

Vetted origination partners

Each transaction is sourced by an established equipment finance firm with strong historical credit and residual realization performance.

Fiduciary advice

Phil Advisors is a registered investment adviser and acts as a fiduciary to its clients.

Automated administration

Partner platforms handle accounting and annual tax reporting for each LLC.

Long useful lives

Robotics, rail, marine, construction, and trucking assets with consistent demand through economic cycles.

What we look for in every lease

  • Lessees with high credit quality
  • Well-understood equipment with liquid resale markets
  • Long useful lives
  • Market-rate pre-tax yields

Phil is compensated through advisory fees that are disclosed in each transaction’s documents. Phil never holds title to or custody of the equipment.

Why equipment

The investment case

Blue industrial robot arm on a factory production line
  • Lease payments

    Lessees pay monthly rent under a fixed lease. Phil looks closely at the lessee’s credit, the lease terms, and the lessor’s historical performance before recommending a transaction.

  • Residual value

    At lease end, the equipment may be re-leased, sold to the lessee, or remarketed to a new user. Residual value depends on asset condition, market demand, and economic conditions.

  • Depreciation deductions

    Equipment can be depreciated. How much of that deduction you can use depends on the asset, how the transaction is structured, your own tax position, and limits such as the at-risk and passive activity rules. Phil Advisors does not provide tax or legal advice. Please consult your own tax advisor about how these rules apply to any individual investment.

Equipment vs. real estate

A more efficient way to defer tax on passive income

Equipment can be deducted in full in year one. With real estate, only the cost-segregated share of the building can be deducted in the first year. Lease payments are also contractual, so returns depend less on leverage and market conditions.

FeatureEquipment leasingReal estate
First-year deductionAbout 100% of cost (bonus-eligible)About 20–50% of price (cost-segregated components)
Deduction basisFull investmentBuilding components only
Return volatilityFixed lease payments; residual value is the main variableRents, vacancy, cap rates, and exit
LeverageCan deliver market-rate returns without leverageTypically 60–75% loan-to-value, often with guarantees
Income streamContractual lease payments from a creditworthy lesseeRents net of vacancy, operating costs, and capital spending
Renewing the deferralReinvest at lease end for a new deduction1031 exchange or new cost segregation
Operating burdenLessee maintains and insures the equipmentProperty management and upkeep

Real estate ranges reflect typical cost segregation results and vary by property type. Both asset classes are subject to depreciation recapture on sale.

Example transaction economics

Representative transaction profile

Move the slider to the amount you would invest. The example is a representative heavy-duty truck acquisition under a five-year fair market value lease, purchased without financing and eligible for 100% federal bonus depreciation, for an investor who lives in California. Returns are shown after all lessor and advisory fees.

$1,000,000All of it is deducted in year one under 100% federal bonus depreciation: the equipment cost plus the placement fees, which the LLC pays and adds to the equipment’s cost
Total proceeds$1,278,929Lease payments plus sale proceeds over about five years, after all fees. Taxable as received.

Investment summary

Equipment cost$980,392
Placement fees at funding (2%, paid by the LLC)$19,608
Servicing fees over the lease (1.5% a year)$42,698
Lease term5 years
Imputed interest rate9.5%
Monthly lease payment$18,666
Booked residual value$147,059
Projected sale proceeds at lease end$220,588
Projected net cash return after all fees$278,929
9.0%Projected net internal rate of return after all fees, before taxes
1.28xProjected net multiple on cash invested
15.3%Tax-equivalent yield for a standard financial asset, for a California resident*

Proceeds can be reinvested at lease end for a new deduction

When the lease ends and the equipment is sold, the proceeds can be reinvested in new leased equipment, which may generate a new year-one tax deduction under the same bonus depreciation rules. Sale proceeds are taxable when received, including depreciation recapture, so the benefit of reinvesting depends on the timing and size of the new purchase and your tax situation at that point.

Additional financing of purchased equipment could enhance returns

This example assumes the equipment is purchased without financing. Some clients may elect to use financing for part of the purchase price. Because the year-one deduction is generally based on the full cost of the equipment, financing can increase both the projected return and the year-one deduction relative to the cash you invest. Financing also increases risk: loan payments are owed whether or not the lessee pays rent, and losses can exceed your cash invested if you guarantee the loan. Phil can assist clients in reviewing financing terms.

This illustration is provided for informational and educational purposes only. It shows a representative equipment lease transaction based on the assumptions below. It does not represent an actual transaction and is not a guarantee of future results. Actual income, tax deductions, and returns will vary with transaction terms, equipment performance, resale values, individual tax circumstances, applicable law, and other factors.

* This example assumes the investor is a California resident. Tax-equivalent yield is the pre-tax yield a standard, fully taxable financial asset would need to match an illustrative 7% after-tax return on a five-year lease, at a 54.1% combined tax rate: 40.8% federal (the 37% top income tax rate plus the 3.8% net investment income tax) and California’s 13.3% top rate, assuming California tax isn’t deductible on the federal return. For federal tax, the full amount invested is deducted in year one under 100% bonus depreciation (IRC § 168(k)): the equipment cost plus the placement fees, which the LLC pays and capitalizes into the equipment’s cost basis. California doesn’t allow bonus depreciation, so for California tax the equipment is depreciated over its regular recovery period instead. It assumes the investor has enough passive income to use the deductions as they arise. Tax benefits are based on current law, are not guaranteed, and may be limited by the at-risk and passive activity rules. Individual results will vary. Consult your tax advisor.

Projected returns assume a 9.5% implied lease rate, a booked residual value of 15% of equipment cost, and a sale one month after lease end for 150% of booked residual value. They are shown net of lessor fees (a 1.5% placement fee, a 1.0% annual servicing fee on the outstanding receivable, and a 30% share of returns above an 8.25% preferred return) and Phil advisory fees (a 0.5% placement fee, a 0.5% annual servicing fee, and a 10% share of returns above the same preferred return), calculated on monthly cash flows. Dollar figures scale in proportion to the amount invested; the rates of return and the multiple are the same at every amount.

For more on the hypothetical nature of content on this site, see Important disclosures.

Equipment

Equipment leasing

Buy equipment with bonus depreciation attributes, leased to operators in robotics, rail, shipping, construction, and industry.

Select a category to see example equipment.

Autonomous guided vehicle moving through a warehouse

Hard assets / 01

Robotics & automation

Equipment examples

  • Autonomous forklifts
  • Autonomous mobile robots
  • Warehouse automation systems

Equipment availability and lease terms vary by transaction.

Discuss robotics & automation with Phil
Freight locomotive pulling tank and hopper cars through a rail yard

Hard assets / 02

Rail

Equipment examples

  • Locomotives
  • Tank cars
  • Intermodal equipment

Equipment availability and lease terms vary by transaction.

Discuss rail with Phil
Aerial view of a container ship berthed under gantry cranes at a busy port

Hard assets / 03

Marine

Equipment examples

  • Container ships
  • Dry bulk carriers
  • Offshore support vessels

Equipment availability and lease terms vary by transaction.

Discuss marine with Phil
Wheel loader carrying a full bucket of earth at a quarry

Hard assets / 04

Construction & mining

Equipment examples

  • Excavators
  • Cranes
  • Drilling rigs

Equipment availability and lease terms vary by transaction.

Discuss construction & mining with Phil
Semi truck with a refrigerated trailer on a highway through the mountains

Hard assets / 05

Trucking & logistics

Equipment examples

  • Class 8 over-the-road tractors
  • Refrigerated trailers

Equipment availability and lease terms vary by transaction.

Discuss trucking & logistics with Phil

How it works

From sourcing to exit

  1. Source

    An origination partner brings a transaction with a lessee lined up. Phil reviews it and sends you a transaction summary.

  2. Invest

    The origination partner structures the transaction and forms an LLC to buy the equipment. You invest by signing its operating agreement.

  3. Acquire

    The LLC acquires the equipment and then enters into the lease agreement with the lessee. You get a closing statement.

  4. Operate

    The lessee pays rent, and you get tax reporting each year.

  5. Hold or exit

    Phil generally favors holding for the long term. When a lease ends or the numbers change, Phil advises whether to keep, re-lease, or sell.

For advisors

A tax strategy new to individual investors

Investors with passive income from rental real estate, private equity, and other pass-through holdings can use year-one depreciation to offset that income. For advisors and family offices, Phil reviews each transaction and advises your clients alongside you.

More for advisors

Risks

Investment risks

Investing involves risk, including possible loss of principal. Each transaction should be reviewed separately with your tax and legal advisors.

Illiquidity

There’s no public market for these interests. Selling before a lease ends can take time and may require accepting a discount.

Lessee credit

If a lessee defaults, the LLC loses its rent and may still have other costs to cover.

Equipment value

Resale and re-lease values depend on demand, the equipment’s age and condition, and changes in technology. They can come in below projections.

Concentration

Each LLC usually holds one transaction, so a problem with that equipment or lessee affects the whole investment.

Tax treatment

Tax benefits depend on current law, which can change, and on your own situation. Under the passive activity rules, deductions you can’t use this year may carry forward instead of reducing this year’s tax.

Clients

Phil advises high-net-worth families, founders, and executives in the innovator economy.

Team

Leadership

Jeffrey Conn

Jeffrey Conn

Jeff is an experienced technology entrepreneur, specialty finance investor and wealth advisor. He previously served as CEO of donor advised fund platform NPact and scaled specialty finance and financial technology platforms as an investor at Pine Brook Partners and Tarsadia Investments after beginning his career in the Financial Institutions Group of Goldman Sachs’ Investment Banking Division. He is a graduate, lead case writer and former lecturer at Stanford University’s Graduate School of Business.

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