Year-Round Tax Planning in Johnson City
Back to Blog

Tax Planning

Year-Round Tax Planning in Johnson City

Filing records decisions after they are final. Planning happens while you can still change them. Who around here actually needs the second service, and what it looks like in practice.

By David Talley, CFP®, EA July 22, 2026 9 min read

Short Answer

Tax planning is a different service from tax filing. Filing looks backward: it reports, accurately and on deadline, the results of decisions that already happened. Planning looks forward: it shapes the decisions before December 31 locks them in. In Johnson City, the people who benefit most from year-round tax planning are households heading into retirement, business owners, and anyone with a one-time income year coming, like a sale, a severance, or a deferred compensation payout. If your only tax conversation happens between February and April, nobody is doing the second job.

This distinction sounds like industry hair-splitting until you watch it cost someone real money. The tax code is full of decisions with December 31 deadlines: how much to convert, when to realize a gain, which account a withdrawal comes from, whether to bunch charitable gifts. By the time a return is being prepared, every one of those decisions is history.

The gap we hear about most often goes like this: my CPA files my taxes, but nobody looks forward. I want to be careful with that sentence, because it is not an accusation. The preparer is doing the job they were hired for, usually well. The gap is that nobody was hired for the other job.

The Gap Nobody Was Hired To Fill

Picture a household a few years from retirement. They have a CPA who has filed their return cleanly for fifteen years. They have an advisor who manages the portfolio. Both are competent. Ask who is modeling the next ten years of taxes, the window between the last paycheck and required distributions, the Roth conversion math, the year the deferred comp pays out, and the room goes quiet.

It is nobody's fault and it is still a real hole. The preparer sees the numbers in February, when the year is unchangeable. The advisor watches the investments, and many stop there. The decisions that connect the two, which are usually worth more than either service alone, sit unowned.

That unowned space is what year-round tax planning fills. It runs on a different calendar, asks a different set of questions, and produces a different deliverable than filing does.

The Deeper Problem

Surface question Who does tax planning near me?
Deeper question Who owns the forward-looking tax work in my financial life, and would I know if the answer were nobody?
Why it matters The expensive tax years announce themselves in advance: the first years of retirement, a business sale, a severance, an inheritance, a big bonus. They pass whether or not anyone planned them, and most of what could have been done cannot be done retroactively. A missed conversion window or a badly timed withdrawal does not show up as a line item anywhere. It just quietly becomes the tax you paid.

What Year-Round Tax Planning Actually Involves

Five pieces, and a calendar that starts in January instead of ending in April.

1

A Multi-Year Forward Projection

The foundation is a multi-year tax projection: this year, next year, and the shape of the decade ahead, including the years when required minimum distributions, currently starting at age 73, begin forcing income whether you need it or not. The projection is what turns tax from a surprise in April into a set of dials you can see. Our article on what tax planning actually looks like walks through one in detail.

2

The Retirement Tax Window, Worked On Purpose

For retiring households, the years between the last paycheck and RMDs are often the lowest-tax years of their adult lives, and Tennessee adds no state layer on top. That window can fund Roth conversions at a discount that never repeats, position income for pre-65 health insurance subsidies, and shrink the future RMD problem while it is still small. This is the single most valuable piece of tax planning we do for Tri-Cities retirees, and it has a hard expiration date.

3

One-Time Years Get One-Time Attention

A business sale, a severance package, a deferred compensation payout, a large inherited IRA: each of these can make one year look like the highest-earning year of your life, and each has moves that only work before the money lands. Spreading income across years, timing deductions into the spike, choosing what else not to do that year. If you can see an unusual year coming, that is the moment planning earns its fee.

4

A Year-End Rhythm With Deadlines That Matter

Real tax planning has a calendar. Mid-year: check the projection against reality, adjust estimated payments, harvest what the market offers. Fall: size conversions and charitable moves while there is still time to be deliberate. December: the last look before the year locks. None of it is exotic. All of it has to actually happen, which is why it needs an owner and a rhythm rather than good intentions.

5

Coordination With The Return And The Portfolio

Planning that ignores the actual tax return is guessing, and planning that ignores the portfolio is incomplete. I hold both the CFP certification and the EA credential because retirement decisions and tax decisions kept refusing to stay in separate rooms. Whoever does your planning should read your return every year, coordinate with your preparer rather than around them, and place investments where taxes treat them best. The preparer relationship you already trust stays. The forward work finally gets an owner.

Signs You Have Outgrown Tax Filing Alone

If two or more of these are true, the forward job probably needs an owner.

  • You are within five years of retirement, or already in the window before required distributions
  • Nobody has ever shown you a projection of your taxes beyond the current year
  • A one-time income event is coming: a sale, severance, deferred comp, or inheritance
  • You own a business and your tax conversation happens once a year, after the year is over
  • You give meaningfully to church or charity but have never discussed how you give
  • Your refund or balance due surprises you most Aprils
  • You have asked a version of: I know I am leaving something on the table, but I do not know what

Risks, Limits, And Caveats

Tax planning has real constraints. Strategies depend on income timing, filing status, entity type for owners, and law that changes. Roth conversions raise this year's tax bill in exchange for expected later benefits, and can affect Medicare premiums two years afterward through the income lookback. What looks smart in a projection can be undone by a rule change or a life change, which is why plans get revisited as rules and life change.

Planning is also not magic. Most households do not have five figures of hidden tax savings waiting. What they have is a handful of high-stakes years where deliberate beats default by a wide margin, and a long tail of ordinary years where good hygiene compounds quietly.

None of this replaces your preparer, and it should not. The best outcomes we see come from a preparer and a planner working from the same numbers in the same direction.

Follow-Up Questions

Is this the same thing my CPA already does?

Ask them, genuinely. Some CPAs do offer forward-looking planning, and if yours does, that is valuable. Most are engaged for compliance: accurate returns, on time, at a fair price. The test is simple: has anyone shown you a multi-year projection and a list of moves with deadlines? If yes, the job is covered. If no, the job is open.

Do I have to leave my CPA to work with you?

No, and we would rather you did not. We work alongside your preparer. The planning work produces better inputs for your return, and your preparer's knowledge of your history makes the planning sharper.

What does tax planning cost?

For us it is not a standalone product. It is built into the Keystone planning engagement, currently about five to six thousand dollars, and into ongoing advisory work afterward, because tax decisions cannot be separated from income and investment decisions without losing most of their value.

When does tax planning matter most?

The five years before retirement through the first years of required distributions, and any year you can see unusual income coming. If either applies to you, the calendar matters: the most valuable moves generally need to happen before December 31, months ahead of the filing deadline.

Does Tennessee having no income tax mean there is less to plan?

It means the opposite, in a way. Everything that is left is federal, and the federal dials, brackets, conversions, timing, and Medicare thresholds, are exactly the ones planning can turn. Details in Do I pay state taxes on retirement income in Tennessee?

Find Out If The Job Is Open

If nobody is looking forward on your taxes, an Explore Call can help establish what the forward work would even cover in your situation, and whether it is worth doing with us.

Schedule an Explore Call

For discussion purposes only. This is not individualized tax advice, and tax strategies depend on your full facts, income timing, and current law. Review tax decisions with the right professional before implementation.