Retirees

Cash Flow Planning for Burnt Out Physician

Jackie and Larry Stein

Jackie and Larry Stein are in their mid-50s. As a department chair at one of Boston’s large healthcare networks, Jackie must balance her clinical workload, administrative duties, and research goals. However, after several decades in medicine, the workload and stress has caught up with her to the point where she would like to explore her options for an early retirement (or a potential second career). She will receive deferred compensation payout for several years commencing upon her separation and she would like to see if this will be enough to avoid additional portfolio withdrawals prior to age 59½.

Larry works as a product development executive at an information services company with a goal of retiring in five years. He has been with his company for 15 years and accumulated a large position of company stock in his retirement account that he would like advice on. For the Steins, cash flow planning for an early retirement is of paramount importance.

How Artemis Helped

  • We built a detailed 5-year cash flow model culminating with Larry’s retirement. The model provided projections for each year’s cash flow surplus/deficit and the year-end portfolio balance.
  • As part of our cash flow model, Artemis illustrated how much of their expenses Jackie’s 457 plan payouts would cover and how much would come from additional portfolio withdrawals.
  • We developed a long-term Roth conversion strategy to implement after Larry fully retires and prior to receiving Social Security retirement benefits.
  • We identified an opportunity for Larry to save on taxes by rolling the employer stock in his 401(k) into a taxable account upon retirement.

How Jackie and Larry Benefited

  • Jackie is excited to have a roadmap for retirement with the insights that allows her to retire with confidence.
  • Jackie and Larry are happy to have a plan that enables them to convert more of their assets into Roth accounts, thus giving them control and predictability of their taxes in later retirement years.
  • Larry saved approximately $25,000 in taxes by rolling his employer stock into a taxable account, thereby gaining a capital gains tax treatment for the net unrealized appreciation (NUA).

Case Studies

Cash Flow Planning for Burnt Out Physician

Jackie and Larry SteinJackie and Larry are in their mid-50s. As a department chair at one of Boston’s large healthcare networks, Jackie must balance her clinical workload, administrative duties, and research goals. However, after several decades in medicine, the workload and stress

Read More

Pharma Executive with Complex Stock Options

Robert and Claire McDonoughRobert and Claire are both in their early 40s with twin eight-year-old boys. Claire works in the development office for an international non-profit and Robert is a cardiologist turned pharmaceutical executive

Read More

Retiring With A Concentrated Stock Portfolio

Stacy and John Simmons Stacy and John came to Artemis to get their financial house in order in preparation for their retirement. They had long-managed their investment portfolio on their own but felt they were ready to enlist some professional support

Read More

Financial Ally for Her Next Chapter

Tiffany JonesTiffany is single, in her early 40’s, and a PANK™ (Professional Aunt, No Kids). She decided to retire early after a successful 20-year career in technology sales and start her own consulting business. Initially, Tiffany hired us to create a

Read More

Am I Going to Run Out of Money?

Linda GonzalezLinda has been widowed for 15 years. She retired from work 10 years ago, and now owns a beautiful condo in the city. Due to all the recent volatility in the stock market, she has become concerned that she may run out of money to cover her lifestyle

Read More

Seeking Sustainable Investing with a Gender Lens

Kristin SeeleyKristin is a single woman and has never had a problem managing her finances. Recently, she has become interested in sustainable and gender lens investing. Yet when she approached her current financial advisor about restructuring her

Read More

Young Family – Overwhelmed By Decisions

John and Mary FreedmanJohn and Mary were married three years ago and have a two-year-old son. Mary works in private equity and earns a nice income but a good portion of it is going to be paid over time in the form of “carry” and not available to spend, nor is it very

Read More

Help Me Give it All Away!

Hilary ArnoldHilary Arnold, a busy senior executive in the healthcare industry, has saved quite a bit of money over the years. In addition, she comes from an extremely wealthy family and is the beneficiary of several large trusts. Although Hilary is capable of

Read More

Can I Afford To Divorce?

Elizabeth AmoryElizabeth Amory has been married for 27 years and has two adult sons. Sadly, the marriage is failing and Elizabeth does not have a clear picture of their finances. Frankly, she doesn’t know whether she can even afford to leave the marriage and

Read More

Managing Wealth When On The Cusp Of Retirement

Priya and Manish RaoPriya and Manish have been married for 38 years and have been preparing to begin their retirement soon. Fortunately, Priya’s mother has recently gifted them a large portfolio of municipal bonds, creating a significant financial windfall for

Read More