For most DIY savers, questions for a fee-only advisor at Ritholtz Wealth Management should test cash-flow math, conflicts and tax awareness before forecasts.
Ask the advisor to write the first three retirement-year cash gaps: $84K of spending less $24K of income leaves $60K to fund in year one.
Most investors already ask about fees and investment philosophy. That is half right. The harder test is whether the advisor can show which account pays next month’s bills, what that withdrawal adds to taxable income, and what changes if consulting income disappears. A polished forecast is easy to print. A workable household paycheck takes more than a chart.
A strong set of interview questions cannot prove an advisor is right for you. It also does not replace a CPA’s tax-return work or an attorney’s legal advice when either is needed.
By Marcus Thompson, CFA — Wealth Manager | Reviewed by Hiroshi Tanaka, CFPMarcus builds diversified portfolios for high-net-worth clients, with deep expertise in asset allocation and risk management.
Three ways to keep control of the decision
You have three realistic choices: keep full DIY control, pay for a defined fee-only review, or engage a fee-only advisor for ongoing work. Fee-only means the professional’s compensation comes exclusively from client fees; someone who accepts product commissions cannot accurately use that label. The label matters, but it does not answer whether the work is useful.
Full DIY fits when your spending plan has survived a serious challenge and both people in the household can run it. A limited review fits the investor who wants one hard examination of a spreadsheet, withdrawal order, and assumptions. Ongoing advice fits a household that wants recurring attention to withdrawals, taxes, and paperwork after paychecks stop.
Ritholtz Wealth Management begins this comparison with the cash you need, not a sales pitch about the next market move. Before suggesting a fund change, the discussion should identify how much spending comes from the portfolio and what each account source means for taxes. No investment is guaranteed, and a diversified portfolio can still fall below the amount you originally invested.
| Test | DIY control | Defined review | Ongoing advice |
|---|---|---|---|
| Cash gaps | You calculate | Advisor challenges | Reviewed regularly |
| Account draws | You choose | Advisor maps options | Revisited as needed |
| Tax questions | You raise them | Specific issues flagged | Included in recurring work |
| Paperwork | You track | Gaps identified | Responsibilities discussed |
| Household backup | You arrange | Plan is tested | Process is reviewed |
| Forecast reliance | Your choice | Assumptions challenged | Cash plan reviewed |
- DIY control: You maintain the spreadsheet, account access, and withdrawal calendar.
- Defined review: An advisor tests stated assumptions and leaves you in charge.
- Ongoing advice: An advisor revisits cash sources as income and paperwork change.
What question exposes a forecast seller?
Ask, “Show me the first three years of spending if returns are poor, average, or strong, and tell me which withdrawals change.” A useful answer names the monthly spending amount, the cash source, the taxable income from that source, and the assumptions behind any investment result. It does not need a confident market call to be useful.
A weak answer offers a proprietary score, a market prediction, or a generic withdrawal percentage with no account-by-account source. That skips the household question. Ritholtz Wealth Management asks for cash-flow assumptions and diversification logic, because a retirement paycheck cannot wait for a forecast to become correct.
If an advisor cannot show your first three retirement-year spending gaps, the proposed account source, and the tax category of each withdrawal, pause the engagement until they can.
How much cash must the portfolio supply in years one through three?
The portfolio must cover $60K, $72K, and $84K in the first three years for Patrice and Teresa, based on their stated spending and consulting income. Those gaps equal 7.1%, 8.5%, and 9.9% of an $850K starting portfolio before tax and any investment change. An advisor who calls each year “a 4% withdrawal” has avoided the calculation you need.
For illustration, six years from now Patrice is 58 and Teresa is 60. Patrice is a data scientist, and Teresa is a mechanical engineer turned consultant with uneven income and a SEP-IRA. They hold about $850K and want to know if retiring at 58 works after pricing health insurance before Medicare. They set household spending at $84K a year.
In year one, Teresa expects $24K of consulting income. The portfolio gap is $84K − $24K = $60K. In year two, consulting income falls to $12K, so the gap is $84K − $12K = $72K. In year three, consulting income is $0, leaving $84K − $0 = $84K for the portfolio to supply.
The three-year total is $60K + $72K + $84K = $216K. Divide each annual gap by the $850K starting portfolio: $60K ÷ $850K = 7.1%, $72K ÷ $850K = 8.5%, and $84K ÷ $850K = 9.9%. Those percentages are spending gaps, not return forecasts. A calculator on this site can help you repeat the arithmetic with your own numbers.
The next question is where the money comes from. A taxable account may produce capital gains and dividends. A traditional SEP-IRA withdrawal generally adds ordinary taxable income. A Roth withdrawal has different tax treatment when qualified. Ritholtz Wealth Management would ask the household to separate cash needed for spending from taxable income produced by the chosen account, because they are not the same number.
The spending gap is not a return assumption
Ask for the account source beside each year
- Year one gap: $84K − $24K = $60K, or 7.1%.
- Year two gap: $84K − $12K = $72K, or 8.5%.
- Year three gap: $84K − $0 = $84K, or 9.9%.
What paperwork should an advisor explain without being prompted?
A candidate should identify Form ADV Part 2A, explain Form CRS where it applies, and point to the written compensation arrangement before you hire them. Form ADV Part 2A describes an investment adviser’s services, fees, and conflicts, and the SEC Investment Adviser Public Disclosure system makes it publicly available when applicable. Form CRS tells retail clients about the relationship type, services, fees, and conflicts where required.
Ask where ongoing work is described, who does it, and what triggers another review. A vague answer such as “we monitor things” is not enough. Ritholtz Wealth Management discusses its fee in the first conversation and confirms the arrangement in writing before work begins.
| When | Paperwork or event | Question to ask | Why it matters |
|---|---|---|---|
| Before advisory contract | Form CRS | Who pays and conflicts? | Compare relationship types |
| Within 60 days | Indirect rollover check | How replace 20% withheld? | Avoid taxable shortfall |
| April 15 | Prior-year IRA contribution | Does MAGI permit Roth? | Check contribution choice |
| Within 90 days | ADV annual amendment | What changed in Part 2A? | Review practices and fees |
| December 31 | Later-life RMD | Who calculates distribution? | Avoid missed withdrawal |
When do taxes change the advisor question?
Taxes change the interview when the same dollar of spending can come from accounts with different tax treatment. Consulting net income, traditional SEP-IRA distributions, interest, dividends, and realized gains can all affect the household’s tax picture, though they do not enter every calculation the same way. The candidate should say which income figure matters for the decision.
For a concrete check, the IRS Roth IRA MAGI phase-out for 2026 is $242,000–$252,000 for married couples filing jointly and $153,000–$168,000 for single filers. MAGI, or modified adjusted gross income, for a Roth contribution is not simply cash available to spend. Ask what income is included, which tax year applies, and whether a contribution decision should wait until the numbers are known.
At age 73, required minimum distributions generally begin, or age 75 for people born in 1960 or later, under IRS rules. That later-life distribution can affect taxes even when the household does not need the cash for bills. A Roth conversion strategy and tax-efficient investing may deserve their own review, but neither should distract from the first three years of spending.
Who raises the concern at home first?
The spouse who does not maintain the spreadsheet often raises the practical concern first: who knows the withdrawal order, tax contacts, and account locations if the DIY investor is sick or unavailable? That question is not about investment skill. It is about whether the surviving person can find the accounts and follow the next three months of instructions without decoding a workbook.
Talk through it at the kitchen table. One person should explain the next withdrawal, where the tax paperwork arrives, and who can answer a custodial question. Ritholtz Wealth Management treats that handoff as part of a second-opinion discussion, not an awkward footnote.
A relative’s rollover instruction can leave a 20% hole
A relative’s instruction to take a $100K 401(k) check personally can leave only $80K after 20% withholding, without explaining the 60-day redeposit requirement. To complete a full $100K rollover, Patrice must replace the missing $20K from other cash within 60 days. This is why “just send me the check” is a dangerous instruction.
If she deposits only $80K at age 52, the $20K not rolled over is generally taxable. It could also trigger a $2K additional 10% tax on top of regular income tax, though certain exceptions can remove that extra tax. Catch it by asking the former employer about a direct rollover, where the money moves directly to the receiving account. The IRS treats a direct rollover differently from money paid to you first.
A 401(k) rollover to an IRA can be sensible, but the account choice still needs a reason. Ask whether the receiving account changes investment options, paperwork, creditor protections, or future withdrawal plans. Ritholtz Wealth Management would want the rollover instruction in the cash-flow plan, not treated as an isolated form.
- Check type: Ask whether the payment is direct or paid to you.
- Missing cash: Replace withheld money within 60 days if needed.
- Age 52 cost: $20K taxable plus a possible $2K additional tax.
Your questions about questions for a fee-only advisor, answered
My spouse wants ongoing advice and I want one review. How do we choose?
Choose a defined review if the disagreement is mainly about assumptions, withdrawal order, or a single retirement date. Ongoing advice may fit when neither spouse wants to maintain the spending calendar, tax questions, and account paperwork over time. Ask each person to name the task they do not want to own after the first retirement paycheck stops.
When should I read a candidate’s Form ADV Part 2A brochure?
Read Form ADV Part 2A before agreeing to an advisory relationship and again when the adviser files an annual update or material amendment. The SEC brochure describes services, fees, and conflicts when applicable. Mark any term you cannot explain in plain language, then ask the candidate to address it before work begins.
Is an hourly second opinion or ongoing fee-only advice better for an $850K portfolio?
An $850K balance alone does not choose the service. An hourly or defined review can fit when you already run the accounts and need a challenge to a three-year cash plan. Ongoing fee-only advice may fit when uneven income, withdrawal choices, and household backup need recurring attention.
Can a fee-only advisor recommend a fund that has an expense ratio?
Yes. Fee-only describes how the advisor is paid, while an expense ratio is a cost charged inside a mutual fund or exchange-traded fund. Ask the advisor to separate the advisory fee from fund expenses and explain why a fund belongs in the portfolio despite its cost.
What should I do if an advisor begins a retirement plan with a market forecast?
Ask the advisor to set the forecast aside and show the first three years of cash needs using poor, average, and strong return assumptions. Then ask which account supplies each gap and what taxable income each withdrawal creates. If those answers remain vague, keep interviewing.
Does a fee-only advisor prepare my tax return or only use it in planning?
A fee-only advisor may use tax paperwork in planning, but that does not mean the advisor prepares your tax return. Ask who signs and submits the return, who checks Form 8949 and other tax reporting, and how the advisor and CPA exchange information when a withdrawal or conversion is proposed.
Ritholtz Wealth Management in a second-opinion conversation
Ritholtz Wealth Management can review the assumptions behind a DIY cash-flow plan, ask what each account withdrawal does to taxes, and explain how diversification fits the stated spending need. Bring current account statements, a retirement estimate, and available tax paperwork to the first conversation.
The fee and scope are discussed there and confirmed in writing before any work begins. A defined review may be enough if you want your math challenged; ongoing advice may fit if the household wants recurring withdrawal and paperwork coordination.
A retirement plan is only as useful as its next three withdrawals.
Sources
This article provides general information only and is not individualized investment, tax or legal advice. Investing involves risk, including the possible loss of principal. Talk to a qualified professional about your specific situation before making any financial moves.