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    Bookkeeping

    Should a fractional executive do their own taxes, hire a CPA or use a tax pro service?

    Maggi Heneghan, Founder of Sumly·

    Do it yourself only if your income is simple and you enjoy it. Most fractional executives bill several clients, get paid several ways and pay quarterly estimates, which is where DIY breaks. A traditional CPA fits complex or multi-entity situations. A tax pro service that also keeps your books gives you a professional at a lower, predictable cost.

    Who is this for?

    Fractional executives, consultants, coaches and other freelancers, 1099 contractors, sole proprietors and single-member LLC owners. Fractional work is rarely a one-client job: in Fractional Jobs' 2026 survey of 1,733 fractional leaders, 36% have one client, 33% have two and a third have three or more. 47% bill on monthly retainers, 23% use a mix by client and 21% bill hourly. Every one of those adds a line to reconcile at tax time.

    What are the three options?

    Do it yourselfTraditional CPATax pro service with bookkeeping
    What you getSoftware that files the return you prepareA licensed accountant prepares and signs your returnSoftware keeps your books all year; a tax pro reviews them and files
    Who keeps the booksYouUsually you, or a separate bookkeeperThe service, with you reviewing
    Typical costSoftware fee plus 20+ hours of your time$750 to $2,500+ to file, plus $2,400 to $6,000+ a year for bookkeepingVaries by service; Sumly is $49/mo or $149/mo, plus $499 to file
    Quarterly estimatesYou calculate themOften a one-time worksheet in springUpdated as income lands
    Best forOne client, simple deductions, plenty of timeMultiple entities, real estate, audits, prior-year cleanupFractional and consulting income that needs a professional without a big-firm bill

    When does doing it yourself make sense?

    DIY works when your situation looks like a W-2 with one extra line: one client, steady payments, few expenses and no quarterly estimates to manage. It stops working when the hard part is not the return itself but the year of records behind it.

    That is the usual fractional reality. 62% of Sumly users get paid through more than one channel, such as direct deposit, Zelle, checks and PayPal, which means more places for income and expenses to hide. Filing on your own typically takes 20 or more hours. At the $220 average hourly rate Fractional Jobs reports for VP and C-suite fractionals, 20 hours is about $4,400 of time you could have billed.

    When should a fractional executive hire a CPA?

    A traditional CPA firm is the right call when your situation is complex in ways that need judgment:

    • More than one business entity, or a partnership.
    • Rental properties or a business with employees.
    • An IRS notice, an audit or several unfiled years.
    • A multi-state situation, such as working in one state and living in another.

    The cost is real. Filing alone typically runs $750 to $2,500 or more for a self-employed return, and bookkeeping is often a separate $2,400 to $6,000 or more a year. The bigger risk is often attention, not price. Seasonal firms are busiest exactly when you need answers, and many only see your numbers once a year.

    The other risk is that the relationship ends on their schedule, not yours. CPAs retire, practices get sold, and a growing number of firms are dropping individuals and small businesses to focus on larger clients. Some simply stop replying. When that happens you are hunting for a new accountant in the busiest season of the year, with years of context sitting in someone else's files. Before you sign, ask who owns your records and what a handoff would look like.

    What is a tax pro service, and how is it different?

    A tax pro service pairs software that keeps your books all year with a tax professional who reviews them and files your return. The software does the repetitive work, like pulling in transactions and sorting them, so the professional's time goes to judgment: your estimates, your deductions and whether a structure like an S-Corp is worth it.

    For a fractional executive, the case is simple:

    • Your books are current all year, not rebuilt in March.
    • Quarterly estimates move with your income, which matters when a retainer starts or ends mid-quarter.
    • The cost is predictable. With Sumly, Strive at $49/mo plus $499 for filing comes to $1,087 a year. Thrive at $149/mo adds payroll and a dedicated Tax Pro, for $2,287 a year with filing.

    What does each option really cost a fractional executive?

    Money per yearYour time per yearTotal, valuing time at $220 an hour
    Do it yourselfSoftware fee20+ hours$4,400+ plus software
    Traditional CPA plus bookkeeper$3,150 to $8,500+A few hours to gather records$3,150+ before your time
    Sumly Strive plus filing$1,087About 15 minutes a month to review transactionsabout $1,750 including 3 hours of your time
    Sumly Thrive plus filing$2,287About 15 minutes a monthabout $2,950 including 3 hours of your time

    The CPA range adds $750 to $2,500+ for filing to $2,400 to $6,000+ for bookkeeping. Time for Sumly assumes 15 minutes a month, or 3 hours a year, at $220 an hour, which is $660. Check what better records could save you with the free Sumly Tax Savings Calculator.

    What should I ask before I hire anyone?

    Whoever you choose, ask these before you sign:

    1. How fast do you reply, and how? Get a number. A 24-hour reply during the work week is a fair standard.
    2. Will you update my quarterly estimates when my income changes?
    3. Who keeps my books, and can I see them any time? Your data should be yours.
    4. What does the year cost all in? Filing, bookkeeping, extensions and questions.
    5. Will you check whether an S-Corp actually saves me money, with the numbers?
    6. What happens to my return and my records if you retire, sell the practice or stop taking individual clients?

    The pattern we hear most on calls is not an accountant who didn't know the industry. It is an accountant who stopped answering, retired or decided to stop serving individuals. Responsiveness and continuity are fair things to screen for.

    FAQ

    Can a fractional executive file their own taxes?

    Yes. It works best with one client, simple expenses and no quarterly estimates. With several clients and payment channels, most of the work is the records, not the form.

    How much does a CPA cost for a self-employed return?

    Typically $750 to $2,500 or more to file, plus $2,400 to $6,000 or more a year if you also pay for bookkeeping.

    Is a tax pro service as good as a CPA?

    For most single-member businesses, the question is whether a qualified professional reviews and files your return with good records behind it. For multiple entities, audits or complex multi-state work, a full-service CPA firm is often the better fit.

    Are tax preparation fees deductible?

    The portion of tax prep and bookkeeping fees that relates to your business is generally a deductible business expense.

    When should I switch to a new tax setup?

    Before year end, so your 2026 books are complete before your January 15, 2027 estimate and your filing.

    Sources: The Fractional Work Report 2026 (Fractional Jobs) and Estimated taxes (IRS). Tax situations vary, so confirm specifics with your tax professional.

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