Financial Education

Tim shares 5 things retirees wish they spent more money on during retirement. He emphasizes making the most of retirement instead of running up the score.

Tim reveals how to leverage the 0% capital gains tax bracket, explains the difference between ordinary income and capital gains tax rates, and shares the strategy of "tax gain harvesting."

Tim presents a case study for a couple with $2.4 million in investments. Charlie is retired and Lucy is considering retirement. See how they can best prepare for retirement and continue their same lifestyle.

Discover the powerful strategies of tax loss harvesting and asset placement to optimize your investment portfolio and reduce your tax burden.

Tim discusses the "retirement tax bomb" - the large tax liability many retirees face from their pre-tax retirement accounts, like 401(k)s.

Tim shares the book Die With Zero by Bill Perkins and challenges traditional retirement planning by emphasizing the importance of maximizing life experiences and maintaining a balance between money and time.

Tim provides an overview of healthcare options for those considering retirement before age 65, but concerned about medical expenses in retirement.

Tim walks through a case study of a couple's retirement plan emphasizing tax planning, guardrails, and a war chest while stressing the importance of considering healthcare costs.

See how Tim helped a couple with $1.5 million retire comfortably through tax planning, analyzing expenses, and determining probabilities.

Tim clarifies RMD rules and highlights the IRS's recent decision to waive penalties for failing to take RMDs from inherited IRAs under the 10-year payout rule for the 4th consecutive year.

Tim discusses strategically claiming Social Security benefits to maximize retirement income. Factors to consider include health, life expectancy, income, & spousal benefits.

Tim breaks down everything you need to know about deploying a dynamic guardrail withdrawal strategy for a safe income stream during retirement.

Maximize your retirement savings with strategic Roth IRA conversions. Discover how to thread the needle each year to minimize taxes and avoid higher Medicare premiums later.

Tim explains the often confusing Roth IRA 5-year rule in detail, including the 5-year contribution rule and the 5-year conversion rule.

Tim outlines the tax implications of pre-tax, Roth, and taxable accounts, and he discusses managing taxes and locations of investments for optimal tax efficiency in retirement.

Tim discusses options for 401(k) accounts considering fees, investment options, and account consolidation. He outlines rules for withdrawing from retirement accounts before age 59.5, like the rule of 55.

Tim shares the secrets of successful retirees, offering insights into how they conquered the retirement mountain. Discover these key behaviors and gain valuable insights for your own retirement journey.

Tim presents a retirement plan for a couple with $1.285 million in savings. He analyzes their cash flows, expenses, taxes, and withdrawal rates over time to determine if their savings will last through retirement.

Tim breaks down whether a $1 million nest egg is enough to retire on at age 65 in 2024. He discusses Social Security, Medicare, and strategies for withdrawing retirement income.

Does retirement income get taxed in Illinois? Find out in this quick overview of Illinois tax laws. We also examine property, sales, gas, alcohol, and other taxes IL residents pay.