
Sign up to save your podcasts
Or


Learn how to maximize your Social Security and pension benefits in your retirement income plan.
Just because you’ve stopped working doesn’t mean you’ve stopped making money. In fact, some of the most important financial decisions you’ll ever make happen right at the start of retirement—and many of them are one-time, often irreversible choices. Get them right, and you could add hundreds of thousands of dollars in lifetime income. Get them wrong, and you may leave that money on the table.
That’s why Step 2 of creating your retirement master plan is all about building a lifetime income plan. At its core, this step focuses on Social Security and pensions, two of the most significant income sources for retirees. Unfortunately, I see too many people making decisions based on myths rather than math. Let’s walk through some of the most common misunderstandings and what you can do instead.
This is one of the biggest misconceptions I hear. People think that if you file early at 62, you’ll get a smaller benefit for longer, and if you file late at 70, you’ll get a larger benefit for fewer years—so it must all balance out.
That logic might have been true back in 1983, the last time major Social Security changes were made. But two big things have changed since then:
The bottom line: today, the math overwhelmingly favors waiting, especially for the higher earner in a couple.
I see spreadsheets all the time where people try to “prove” that filing early and investing the money comes out ahead. But those spreadsheets rarely account for important realities:
Research has shown that, on average, you’d need an 8% annual investment return to come out ahead by filing early. That’s possible in the market, but it’s far from guaranteed—whereas the higher Social Security benefit from waiting is.
Some people dismiss delaying Social Security because they think the odds of living long enough to benefit just aren’t there. But the statistics tell a different story.
So if you think delaying isn’t worth it because you might not live long enough, the math shows that you’re actually betting against the odds.
It helps to think of Social Security for what it really is: old-age and survivor’s insurance. It’s designed to protect you if you live longer than expected, if inflation rises faster than you planned, or if your investments don’t perform as well as you hoped. Filing decisions should be based on maximizing that protection for you and your spouse.
Many retirees also have pensions, and similar myths apply. But there are two key differences:
Here’s where caution is critical. Financial advisors sometimes push clients toward lump sums because they get paid for managing that money. Monthly pensions don’t generate fees, which means there’s less incentive for advisors to recommend them—even if they’re the better choice for you.
That’s why you need to do the math carefully. Compare the actuarial value of the monthly payment versus the lump sum, and factor in survivorship benefits for your spouse. This isn’t a decision to make lightly.
The truth is, most people make costly mistakes with Social Security and pensions. Studies show that couples, on average, lose about $180,000 in lifetime benefits because of poor Social Security decisions. That’s why I urge you to base your retirement plan on math, not myths.
Your Social Security and pension are designed to provide steady, reliable income for life. By making smart, math-driven decisions today, you can ensure that income is maximized—not just for you, but also for your spouse and family.
Step 2 of your retirement master plan is all about creating your lifetime income plan. That means thinking carefully about Social Security, pensions, and how they’ll support you over the decades of retirement. Don’t rely on guesses, gut feelings, or myths. Instead, take the time to do the math—or better yet, work with someone who can walk you through the analysis.
If you want to dig deeper into these strategies, you can check out my book Retire Today: Create Your Retirement Master Plan in Five Simple Steps at JeremyKeil.com. And for more resources, head over to FiveStepRetirementPlan.com.
Because knowing more about your money will help you feel better about your money—and that leads to making better money decisions in retirement.
Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes!
Subscribe to Retire Today to get new episodes every Wednesday.
Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337
Spotify Podcasts: https://bit.ly/RetireTodaySpotify
Additional Links:
Connect With Jeremy Keil:
Media Disclosures:
Disclosures
This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy.
The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results.
Legal & Tax Disclosure
Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations.
Advisor Disclosures
Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC.
Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A.
The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only.
Additional Important Disclosures
By Jeremy Keil4.9
5656 ratings
Learn how to maximize your Social Security and pension benefits in your retirement income plan.
Just because you’ve stopped working doesn’t mean you’ve stopped making money. In fact, some of the most important financial decisions you’ll ever make happen right at the start of retirement—and many of them are one-time, often irreversible choices. Get them right, and you could add hundreds of thousands of dollars in lifetime income. Get them wrong, and you may leave that money on the table.
That’s why Step 2 of creating your retirement master plan is all about building a lifetime income plan. At its core, this step focuses on Social Security and pensions, two of the most significant income sources for retirees. Unfortunately, I see too many people making decisions based on myths rather than math. Let’s walk through some of the most common misunderstandings and what you can do instead.
This is one of the biggest misconceptions I hear. People think that if you file early at 62, you’ll get a smaller benefit for longer, and if you file late at 70, you’ll get a larger benefit for fewer years—so it must all balance out.
That logic might have been true back in 1983, the last time major Social Security changes were made. But two big things have changed since then:
The bottom line: today, the math overwhelmingly favors waiting, especially for the higher earner in a couple.
I see spreadsheets all the time where people try to “prove” that filing early and investing the money comes out ahead. But those spreadsheets rarely account for important realities:
Research has shown that, on average, you’d need an 8% annual investment return to come out ahead by filing early. That’s possible in the market, but it’s far from guaranteed—whereas the higher Social Security benefit from waiting is.
Some people dismiss delaying Social Security because they think the odds of living long enough to benefit just aren’t there. But the statistics tell a different story.
So if you think delaying isn’t worth it because you might not live long enough, the math shows that you’re actually betting against the odds.
It helps to think of Social Security for what it really is: old-age and survivor’s insurance. It’s designed to protect you if you live longer than expected, if inflation rises faster than you planned, or if your investments don’t perform as well as you hoped. Filing decisions should be based on maximizing that protection for you and your spouse.
Many retirees also have pensions, and similar myths apply. But there are two key differences:
Here’s where caution is critical. Financial advisors sometimes push clients toward lump sums because they get paid for managing that money. Monthly pensions don’t generate fees, which means there’s less incentive for advisors to recommend them—even if they’re the better choice for you.
That’s why you need to do the math carefully. Compare the actuarial value of the monthly payment versus the lump sum, and factor in survivorship benefits for your spouse. This isn’t a decision to make lightly.
The truth is, most people make costly mistakes with Social Security and pensions. Studies show that couples, on average, lose about $180,000 in lifetime benefits because of poor Social Security decisions. That’s why I urge you to base your retirement plan on math, not myths.
Your Social Security and pension are designed to provide steady, reliable income for life. By making smart, math-driven decisions today, you can ensure that income is maximized—not just for you, but also for your spouse and family.
Step 2 of your retirement master plan is all about creating your lifetime income plan. That means thinking carefully about Social Security, pensions, and how they’ll support you over the decades of retirement. Don’t rely on guesses, gut feelings, or myths. Instead, take the time to do the math—or better yet, work with someone who can walk you through the analysis.
If you want to dig deeper into these strategies, you can check out my book Retire Today: Create Your Retirement Master Plan in Five Simple Steps at JeremyKeil.com. And for more resources, head over to FiveStepRetirementPlan.com.
Because knowing more about your money will help you feel better about your money—and that leads to making better money decisions in retirement.
Don’t forget to leave a rating for the “Retire Today” podcast if you’ve been enjoying these episodes!
Subscribe to Retire Today to get new episodes every Wednesday.
Apple Podcasts: https://podcasts.apple.com/us/podcast/retire-today/id1488769337
Spotify Podcasts: https://bit.ly/RetireTodaySpotify
Additional Links:
Connect With Jeremy Keil:
Media Disclosures:
Disclosures
This media is provided for informational and educational purposes only and does not consider the investment objectives, financial situation, or particular needs of any consumer. Nothing in this program should be construed as investment, legal, or tax advice, nor as a recommendation to buy, sell, or hold any security or to adopt any investment strategy.
The views and opinions expressed are those of the host and any guest, current as of the date of recording, and may change without notice as market, political or economic conditions evolve. All investments involve risk, including the possible loss of principal. Past performance is no guarantee of future results.
Legal & Tax Disclosure
Consumers should consult their own qualified attorney, CPA, or other professional advisor regarding their specific legal and tax situations.
Advisor Disclosures
Alongside, LLC, doing business as Keil Financial Partners, is an SEC-registered investment adviser. Registration does not imply a certain level of skill or expertise. Advisory services are delivered through the Alongside, LLC platform. Keil Financial Partners is independent, not owned or operated by Alongside, LLC.
Additional information about Alongside, LLC – including its services, fees and any material conflicts of interest – can be found at https://adviserinfo.sec.gov/firm/summary/333587 or by requesting Form ADV Part 2A.
The content of this media should not be reproduced or redistributed without the firm’s written consent. Any trademarks or service marks mentioned belong to their respective owners and are used for identification purposes only.
Additional Important Disclosures

455 Listeners

802 Listeners

1,316 Listeners

519 Listeners

749 Listeners

534 Listeners

668 Listeners

197 Listeners

578 Listeners

807 Listeners

150 Listeners

855 Listeners

170 Listeners

145 Listeners

103 Listeners