Listener Q&A where Andy talks about:

• How often to check your accounts for rebalancing, and how often to check on your bigger picture finances and plan ( 2:32 )
• What to do with old positions you no longer want in a brokerage account but they all have large unrealized gains ( 16:03 )
• How Medi-Cal benefits interact with a high deductible health plan and an HSA (spoiler alert...I don't know!) ( 22:20 )
• Are there any good reasons to leave old/prior employer 401(k) plans where they are ( 25:31 )
• Tracking Roth IRA contributions (including money inherited from a deceased spouse's Roth 401(k)) ( 29:50 )
• The mechanics of separating the cream from the coffee when rolling pre-tax money in an IRA to a 401(k) to leave behind in the IRA just the after-tax basis, and potential gotchas with that process ( 33:41 )
• Are potentially large RMDs really a threat to someone's financial plan, or just a pain ( 42:37 )
• Additional thoughts on whether to pay off a mortgage before retirement, particularly if using pre-tax funds (like from a 401(k)) to do it, even if the interest rate on the loan is really low ( 49:45 )
• Why Roth money within a 401(k) isn't actually in its own separate account, but is instead just an internal accounting record type of "sub" account ( 53:04 )
• Tax-free conversions of mutual fund share classes to ETF share classes of the same fund, where available ( 59:02 )
• Thoughts on rental property vs bank CD's for purposes of estate transfer, tax implications and general retirement plan considerations ( 1:03:23 )

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

Links in this episode:

• My article about pros and cons of rolling over old employer plans to an IRA - here

• My company newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

Andy chats with a real person (not an advisor) doing their own retirement planning. In this episode, Andy talks with Jim Kellerman. They talk about a wide array of retirement planning topics such as when he started getting serious about planning for retirement, how he now spends his days in retirement, what he's doing for health insurance since he's not yet on Medicare and why he's at the local prison each week...

Links in this episode:

• Puritas tax prep software (including for Form 709 gift tax returns) - here

• Tenon Financial monthly e-newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

Andy chats with fellow retirement planner Bradley Hilton, CFP®, TPCP®, MBA from Sonas Financial Planning. In this episode they talk about a wide array of retirement planning topics such as tax planning, distribution strategies, investing, annuities, long-term care insurance, what consumers often overlook in retirement planning and much more!

Links in this episode:

• Bradley's advisory company website - https://www.sonasfp.com/ or https://www.sonasfinancialplanning.com

• Tax Foundation summary of state-level estate and inheritance taxes (as of 2025) - here

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

• Tenon Financial monthly e-newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

Andy discussed the ins and outs of gifting, the annual gift exclusion, gift splitting, gift taxes, gift tax returns (IRS Form 709) and more!

Links in this episode:

• Tenon Financial's March newsletter/blog about gifting - here
• IRS Form 709 - here

• Tenon Financial monthly e-newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

Listener Q&A where Andy talks about:

• Income tax treatment of buying bonds in a normal non-qualified brokerage account when you buy or sell bonds in between coupon periods ( 8:37 )
• When still working, are 50 or older, are maxing out your 401(k) contributions, and are high income and therefore would need to have your catch-up contribution go into your Roth (instead of pre-tax) 401(k), would it be better to skip the catch-up and instead put that money in a normal brokerage account ( 14:40 )
• Taxation of Social Security lump sums received for prior month's retroactive payments; is it taxable in the year received or in the prior year that the payments were attributable to ( 17:56 )
• Does the imputed wage income from employer group life insurance in excess of $50,000 death benefit qualify as earned income for purposes of making Roth IRA contributions ( 24:26 )
• Deciding how/when to sell out of appreciated assets in a brokerage account you no longer want but don't want to have to deal with realizing taxable gains ( 29:11 )
• Thoughts on direct indexing, and whether it's a strategy worth considering ( 37:01 )
• Whether or not to pay off a mortgage, especially now that interest rates are higher than they were a few years ago ( 44:07 )
• Thoughts on when to stop saving if/when you've saved "enough," balancing planning for the future you vs the present you, deciding how much to sacrifice now for saving for the future, etc. ( 49:24 )
• The differences in step-up in basis rules for spouses in community property states vs common law states, and how that impacts federal taxes (even if the gains aren't taxable at the state level) ( 55:10 )
• What to keep in mind when spouses want to maximize gift giving and not have to file a gift tax return ( 1:01:44 )
• Deductibility of donating appreciated securities vs cash and how to plan large donations in years of doing Roth conversions to help manage taxable income ( 1:07:47 )

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

Links in this episode:

• My company newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

Andy chats with a real person (not an advisor) doing their own retirement planning. This week Andy is joined by Kevin Sebesta from the Rock Retirement Club

Kevin retired at 43 as part of the FIRE (Financial Independence, Retire Early) concept. He shares his planning and retirement journey, and discusses more about FIRE including the FIRE community and thoughts everyone (not just FIRE folks) should consider when planning for retirement.

Links in this episode:

• Kevin's blog - www.LifeInFIRE.com
• The Rock Retirement Club - www.RockRetirementClub.com

• Tenon Financial monthly e-newsletter/blog - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

Andy and Jason Cutitta from ToBa Financial share their thoughts on a handful of current events and "hot topics" relating to retirement planning. Specifically, they talk about:

• How to incorporate a potential inheritance into your retirement planning ( 12:30 )
• Limitations of the "Die With Zero" concept ( 18:55 )
• The upcoming ability to do in-plan Roth conversions in the federal Thrift Savings Plan ( 29:06 )
• Whose retirement accounts to take from first when spouses have a big age disparity ( 36:56 )
• When are you required to file a tax return. And even if you aren't required to file one, why you still should anyway ( 45:04 )
• How to try to project your income for the year when there are certain items you can't know for sure until later in the year ( 53:32 )
• When in the year is the best time to take your annual Required Minimum Distribution ("RMD") ( 1:01:02 )
• How much money do you need in retirement to justify hiring a financial advisor ( 1:08:21 )

Links in this episode:

• ToBa Financial website - https://www.jasoncutitta.com/toba-financial
• The Hawaii Retirement Show podcast - https://www.jasoncutitta.com/hiretirementshow

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com

• My company newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

Andy does a deep dive into everything about "backdoor" Roth contributions, which is where you make an after-tax contribution to a traditional/pre-tax account, and then convert it to a Roth account. Looks simple on the surface, but there are a lot of angles and gotchas to watch out for

Links in this episode:

• IRS Form 8606 - here
• Congressional meeting summary from December 2017 meeting on the Tax Cuts and Jobs Act - here

• Tenon Financial monthly e-newsletter - Retirement Planning Insights
• Facebook group - Retirement Planning Education (formerly Taxes in Retirement)
• YouTube channel - Retirement Planning Education (formerly Retirement Planning Demystified)
• Retirement Planning Education website - www.RetirementPlanningEducation.com

To send Andy questions to be addressed on future Q&A episodes, email andy@andypanko.com