Managing the Transition to Retirement
Case Study
The Clients: Michael & Laura
Ages: 65 & 63
Professions: Recently retired Marketing Executive and a former Teacher with a pension.
The Situation
The regular paychecks had just stopped. Michael had recently rolled over his large 401(k), and Laura was receiving her pension. They were now looking at a collection of assets—a large IRA, a brokerage account, a Roth IRA, and Laura’s pension—and felt overwhelmed. They were suddenly responsible for creating their own income and were terrified of making a bad move in a volatile market.

Their Key Questions
How much can we safely spend each month without worrying about running out of money?
Which accounts should we pull from first? Does it matter? We don’t want to make a tax mistake.
How do we protect our nest egg from a market crash now that we’re not earning an income?
How do we plan for healthcare costs, especially since Laura isn’t on Medicare for two more years?
Our Process & Solution
Tax-Efficient Distribution Strategy
This was our first priority. We designed a dynamic withdrawal plan to be as tax-efficient as possible. The strategy involved:
- Using their taxable brokerage account funds first to allow their tax-deferred accounts to grow.
- Carefully managing their income to keep them below the next Medicare IRMAA surcharge threshold.
- Reserving their Roth IRA for strategic, tax-free withdrawals for large, unexpected expenses.
Investment & Risk Management
We restructured their portfolio to align with their new income needs. This included building a “cash buffer” (using less volatile assets) to cover several years of living expenses, ensuring they would not be forced to sell stocks during a market downturn to pay their bills.
Healthcare Planning
We analyzed all of Laura’s healthcare options for the two-year gap before she was Medicare-eligible and formally incorporated these premium costs into their financial plan.
The Outcome
Michael and Laura moved from a state of anxiety to one of confidence and clarity. They now receive a regular, automated “retirement paycheck” from their accounts. They understand the tax strategy behind it and feel secure knowing their plan is built to be resilient, allowing them to focus on their new chapter of life.