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Considerate CapitalPlan thoughtfully
Who we help

Retirement is a few years out. The decisions start now.

The five to ten years before you stop working are the widest planning window most people ever get. We help families typically bringing $2 million or more in investable assets use it well.

What is usually on your mind
  • Is what we have actually enough, or does it only feel like enough?
  • Which accounts should we draw from first, and in what order?
  • How do we cover health insurance between leaving work and Medicare?
  • Should we convert to Roth now, while our income is lower?
What we work on together

Is the number enough?

An honest answer depends on spending, not on a round figure. We start with what the household actually spends, test it against the order in which returns might arrive, and show the range of outcomes rather than a single line.

Will my money last? →

What order should you draw from your accounts?

Taxable, pre-tax, and Roth accounts each carry a different tax bill when spent. The order matters as much over a retirement as the return does, and the best order changes from year to year.

The order you draw from your accounts →

How much Roth conversion fits this year?

The years between the last paycheck and the first required distribution are the quietest tax years many people ever have. Each year has room before the next bracket and before the Medicare surcharge tiers. We size the conversion to that room.

Roth conversion room →

What does the pre-65 health insurance gap cost?

Leaving work before 65 means buying coverage on the marketplace, where the premium credit depends on reported income. That turns income planning into health insurance planning for a few years.

Your retirement timeline →

Questions

The questions this situation raises.

See all frequently asked questions →

Five years out is comfortable and ten is better, because the largest levers, Roth conversions, the withdrawal order, and the timing of Social Security, work over several tax years rather than one. Starting later is not too late; it simply leaves fewer years to spread decisions across.
It depends on what the household spends, how the money is divided between taxable, pre-tax, and Roth accounts, and how the first years of returns arrive. Our article on exactly that question walks through the arithmetic rather than giving a yes or no.Can you retire at 60 with $2 million? →
The same average return produces very different outcomes depending on whether the bad years come first or last, because withdrawals lock in early losses. It is the reason the first five years of retirement get more attention than the next twenty.Why the order of your returns matters more than the average →
Yes. Most of the planning that shapes a retirement happens while the paychecks are still arriving, and the relationship is meant to carry through the transition rather than begin after it.
Next step

Start with a conversation.

Forty-five minutes, by video, phone, or in Northbrook. Nothing to prepare, and no charge.