The Confidence Compass | Retirement Planning Education from Hance Financial

7 Essential Questions to Ask Your Retirement Income Planner

Written by John Hance, CFP®, ChFC®, CLU® | Aug 27, 2026, 8:02:00 PM

Strategic Evaluation Protocol

7 Questions to Ask a
Retirement Income Planning Firm

Seven questions to ask a retirement income planning firm, what a complete answer sounds like, and the warning signs worth walking away from.

Most people evaluate a retirement income planner under pressure. A layoff arrives, a business sells, a spouse dies, or a birthday makes the date real. The search happens in a few weeks, the questions get made up on the spot, and the decision gets made on how the conversation felt.

There is a better time to do this, and it is now, with a written list.

What follows is the list. Under each question is what a complete answer sounds like, and what a thin one sounds like. Use it in a first meeting, and use it on the firm you already work with.

Why these questions matter more before a triggering event than after

The difference between the two situations is not urgency. It is your ability to walk away.

Before an event, you can ask a question, hear an unsatisfying answer, and walk. After an event, you have a decision that has to be made this month, and the first plausible answer tends to win.

These seven questions take about forty minutes to ask. Doing that this year rather than in the week you need it is most of the value.

Question one: how do you coordinate withdrawals across taxable, tax-deferred, and Roth accounts?

This is the first question because it separates planning from account management faster than anything else.

What a complete answer sounds like. They name the three account types by name. They explain that each is taxed differently when money comes out, so the order you draw from them changes what reaches you. They mention that the order gets set against tax thresholds rather than account balances, and that it changes over the course of a retirement rather than being fixed once.

Warning signs. The answer describes what you own instead of what you spend. The word order does not come up. Or coordination is described as something handled at tax time, which is a year-end reaction rather than a plan.

Question two: how is the plan built around my income needs rather than a product?

A plan starts with the number you need each month. Everything else follows from that.

What a complete answer sounds like. They ask what your spending actually looks like, including the parts that are not monthly — travel, a roof, helping a child through school. They build the income requirement first and then discuss what fills it.

Warning signs. A specific solution appears early, before anyone has asked what you spend. Or the conversation moves quickly to what you own and how it is allocated, which is a portfolio question rather than an income one.

Question three: how do you handle sequence-of-returns risk in the first five years?

Sequence-of-returns risk is the reason two retirements with the same average return can end differently. A market drop in year two is not the same event as the same drop in year twenty-two, because in year two you are selling into it to fund your income.

What a complete answer sounds like. They can explain the idea in plain language without being prompted. They describe what the plan does in a year you would rather not sell, and where the income comes from in that year.

Warning signs. The risk is acknowledged and then answered with diversification, which is a different problem. Or the first five years are treated the same as every other stretch of the plan.

Question four: how are you paid, and where is that in writing?

Ask it directly. The answer should be immediate and unembarrassed.

What a complete answer sounds like. They tell you that compensation varies depending on the services and products involved, and that it is disclosed in writing on every recommendation. Then they offer to show you the disclosure rather than waiting to be asked.

Warning signs. The answer takes a while to arrive. It comes with a comparison to how other firms charge instead of a description of how this one does. Or you are told not to worry about it.

Question five: who is on my team, and who answers the phone?

This one sounds administrative and is not.

What a complete answer sounds like. You learn who handles what, who to call about a transfer versus a plan change, and what happens when your advisor is unavailable. There is a stated response time.

Warning signs. The answer is one person for everything, with no coverage described. Or you cannot get a clear picture of who you would actually reach next March.

Question six: how does the plan handle taxes across the whole retirement, not just this year?

A retirement runs thirty years. A tax return runs one.

What a complete answer sounds like. They describe looking at the whole stretch — which years have room in a lower bracket, when required distributions arrive and what they do to the picture, how this year's withdrawal order interacts with a year a decade out.

Warning signs. Tax planning is described entirely as an April activity. Required distributions come up only as a compliance obligation rather than as something that reshapes the plan on a known schedule.

Question seven: what happens to this plan if my circumstances change?

Plans meet reality. What matters is whether the plan was built expecting to.

What a complete answer sounds like. They describe a review rhythm and name the events that trigger a look before the next scheduled one — a death, a sale, a move, a health change, a child needing help. They can tell you what actually gets revisited.

Warning signs. The plan is described as finished. Reviews are annual and event-driven changes are not mentioned. Or the answer is that you can call any time, which is availability rather than a process.

Warning signs: what a thin answer sounds like

Across all seven, the same shapes recur.

  • The answer describes what you own rather than what you spend.
  • A product or solution is named before anyone asks what your income needs to be.
  • Compensation takes more than a sentence to explain, or arrives as a comparison to other firms.
  • Tax planning lives entirely in April.
  • The plan is described as complete rather than as something with a review rhythm.

Any one of these on its own is a follow-up question. Several together is a pattern.

How to use these questions in a first conversation

You do not need to ask all seven, and you should not read them off a page like an audit.

Start with question one. It tends to reveal the most in the least time, and the rest of the conversation usually tells you where to go next. If the coordination answer is thorough, ask four and six. If it is thin, you have learned what you needed in about five minutes.

The point of the list is not to catch anyone out. It is to give you something to compare against, so the decision rests on the answers rather than on how the room felt.

Put Us to the Test

Ask us these seven. We will answer them in one sitting, and you are under no obligation to come back.