Do I Pay Social Security Tax On Retirement Income?

March 25, 2026
9 min
Do I Pay Social Security Tax On Retirement Income?
The Annuity Man®
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Do you actually have to pay Social Security tax on your retirement income? In this video, I share my perspective on taxes and what I believe really matters more than trying to outsmart the system. I explain why focusing on your income floor and enjoying the money you’ve worked hard for is far more important than obsessing over every tax detail, so you can stop overanalyzing and start making smarter decisions about your retirement lifestyle.

▶️ WATCH NEXT: https://youtu.be/KbRTYCeTFHY

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Stan The Annuity Man

Key Moments in this Episode
========================
00:00 Introduction to the video
00:43 How taxes are paid on retirement income
01:59 Common concerns about saving money
02:49 Helpful exercise to try
03:52 Important mindset shift about taxes
04:49 Best way to approach retirement
06:02 Important advice for retirees
07:37 Story about living your life today
08:35 Next steps & helpful resources

What To Watch Next:
========================
https://youtu.be/KbRTYCeTFHY

Resources
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Learn More About Stan The Annuity Man
========================
Stan The Annuity Man® is known as “America’s Annuity Agent®” and the top independent annuity agent in the United States, licensed in all 50 states. He is a firm believer that annuities should NOT be purchased for market growth and is focused on educating the consumer so that they can make an informed decision on their terms and on their time frame. Stan has published 7 books on the annuity topic and prides himself on being a consumer advocate for all things annuity.

========================
Video by Nate Woodbury
BeTheHeroStudios.com
http://YouTube.com/c/NateWoodbury

#StanTheAnnuityMan
#Annuity
#TheAnnuityMan
#Retirement

  • 0:00 Introduction to the video
  • 0:43 How taxes are paid on retirement income
  • 1:59 Common concerns about saving money
  • 2:49 Helpful exercise to try
  • 3:52 Important mindset shift about taxes
  • 4:49 Best way to approach retirement
  • 6:02 Important advice for retirees
  • 7:37 Story about living your life today
  • 8:35 Next steps & helpful resources

0:00
Do you pay or do I pay Social Security tax on retirement income? I'm going to answer that

0:05
question. Hi there. I'm Stan the Annuity Man, America's annuity agent, licensed in all 50

0:11
states and Puerto Rico, and looking forward to talking about this, even though when, you know,

0:16
I mention the word tax, I start, you know — it's one of those things we all have,

0:21
right? We all have that, oh my gosh, we're talking about taxes. But let's talk about taxes and kind

0:26
of where you should prioritize your thinking on that — the realities of what is happening now and

0:32
what's going to happen in the future according to moi. That's French for Stan after this.

0:43
So, do you pay Social Security tax on retirement income?

0:50
Well, if you're the evil rich, you're going to be paying taxes. Okay? I'm not going to go through

0:54
all of the percentages and all that. You can have that little conversation after you take a Tums or

0:59
Rolaids with your CPA and/or tax lawyer. Bottom line is you're going to pay taxes. You know?

1:06
You might have found — and your CPAs might have found you — a little loophole to get around some

1:12
taxes, but at the end of the day, I think I want this video to be not about the specifics of what

1:18
you have to pay. Here's the percentage of what you have to pay. Here's the tax law behind it.

1:24
Here's tax act, blah, blah, blah. Because that's going to change. It's going to change

1:30
with different parties that get in power, who's in charge of Congress. It's just going to change.

1:35
It's also going to change because if we keep racking up debt like we're racking up as a

1:40
country, all bets are off — all bets are off on taxes in general: taxes on retirement income,

1:46
taxes on your Social Security, the levels of what they declare as evil rich or people that are at a

1:54
high income. The government is going to have to find revenue somewhere. If you look at

1:59
the stats in the country where I think the vast majority — 60 plus percent — of senior citizens have

2:06
$10,000 to their name. Over 50% of the country has their net worth in their front pocket. Okay?

2:13
The numbers don't look good. They just don't. So, I know what you're saying. You're yelling at the

2:19
screen. I hear it. And you're saying, "But I've worked so hard, and I've scrimped and I've saved.

2:23
I've done without, and I've flown coach in the middle seat." You know? I mean, I get it. I get

2:30
it. And you're still in that save, save mode. I understand that. What I want you to do, and the

2:36
reason that I thought this topic was important, is I get to talk to you about not worrying about that

2:42
as much. It is what it is. And politically, it is what it is. And you say, "Well, Stan,

2:47
that's cavalier to say." Well, let me give you an example. I want you to do a little exercise for

2:53
me. I want you to close your eyes, or if you don't want to — just think for a second. Think of

2:57
the dumbest person you've ever talked to. Think of the dumbest person, like when you talked to them,

3:02
you lost IQ points. They were so stupid. Got it? You know who that person is. You can have a bunch,

3:06
but you can just choose one. Okay, you got it. That person's vote just nullified yours. Okay?

3:13
And that person doesn't have a dime to their name, and they're going to vote for your money. And you

3:18
see it happening right now. Check this day. And I'm not political. I'm contractual. Okay?

3:23
Remember that — contractual guarantees only. Pioneer of contractual guarantees only. Could give a crap

3:28
about politics. Why? Because of the example that I just gave you. Every time I start to care just

3:33
a little bit about it — and yeah, I vote. I do my part — I think of that dumb person that I'm

3:41
trying to avoid because I lose IQ points when I talk to them. We all know those people. Or you

3:45
run into them somewhere in the airport and you go, "Oh my gosh, that person's functioning in a

3:50
society somehow." That's the reason I want you to pivot away from all of this — the detailed analysis

3:58
of taxes. Am I going to get taxed? What's my tax rate? Can I play the game over here? Can I find

4:04
the loophole? Can I come right underneath it? Stop. Okay? A lot of you out there have

4:10
retired and were really good at your job, and now somehow you've morphed into Dr. Analytical,

4:18
and you're analyzing everything. You are looking at your statements. You've got the spreadsheets.

4:21
I told a guy the other day, I said, "Let me guess. You have spreadsheets all over the

4:25
place." Oh yeah, I'm on it. I said, "Please delete all of that. Delete it." Because I will guarantee

4:30
you the vast majority of you out there that are watching this, you're okay. You're in the top 5%

4:37
of the country. Why? Because you worked hard, you put money away, you scrimped, you saved,

4:41
you played by the rules, and you have that money. You better enjoy it. Okay? You better enjoy it,

4:47
and you better enjoy it now. I heard a podcast the other day — I don't listen to many podcasts — but this

4:51
one somehow popped up, and they were talking about the portability of money getting ready to happen.

4:57
Let me put that in English to you. What happens if all of the money is digital, and we go away

5:05
from the dollar — I'm talking about hard dollar you can touch — and it's all digital? All bets are off.

5:12
All bets are off because then the politicians can control what we do with the money because they can

5:18
program it. And I don't want to be conspiratorial. What I'm trying to get you to do is get off your

5:23
rear end, off the couch. Take the little CPA cap with the visor — throw it away — and figure out

5:30
your income floor, the money you need to live on plus a little extra so you can live very well and

5:35
enjoy that money while you're feeling good. Every month, I get a call — at least one call every single

5:42
month — because we have a gadzillion clients. I've been doing this a long time, and they'll call me

5:47
and say, "I should have listened to you because I feel like crap now. I'm going to die or I can't

5:53
walk, and I should have enjoyed my money. I'd give $5 million to enjoy my money for one week." A guy

5:59
just recently told me. Don't let that be you. So, this topic — I know you're saying you're not

6:03
addressing the topic, Stan. Go to your CPA. Go to your tax lawyer. They're the ones that are

6:08
supposed to give you that advice anyway. If you really want to go down the rabbit hole and be Dr.

6:12
Analytical and a tax adviser — if you really like it that much — volunteer for H&R Block and help the

6:17
people. But when it comes to you — and I guarantee you your spouse is like, "You are driving me

6:24
crazy by trying to find every damn loophole in the system." I mean, if you love it that much,

6:30
go back and get your degree in taxation. Go to law school. But as your advisor, as the annuity man,

6:37
I'm telling you to stop. I'm telling you to enjoy your money. Some people say, "Well,

6:43
I'd like my last check to bounce." Great. You know, I had my recent newsletter was "Fly First

6:50
Class or Your Kids Will." I'm right about that. I'm damn right about that with my daughters,

6:57
they'll fly first class. The second I die, they're first class. They're in a Learjet, for God's sake,

7:03
and a Lamborghini limo — which I'm not sure exists — will be there to pick them up. So, do you

7:10
pay Social Security taxes on retirement income? Who gives a crap? If you really give a crap,

7:15
then go find out with your CPA and tax lawyer because those are the people that you should only

7:20
be getting tax advice from, not me. But I'm glad you clicked this because I'm smacking you upside

7:25
the head to get you living. Go live your life. Go buy the nice car. Go first class. Buy the drink at

7:35
the restaurant. Let me give you that story. I'll close with this story. Okay? My mom and dad — and

7:42
maybe this is the reason I'm so passionate about this — my dad was just obsessed with all this. I'm

7:46
like, "What are you doing? I mean, you know, what are you doing?" They go to a restaurant,

7:51
and the last time I went with them there — and they do that — I said, "Please don't do what I think

7:56
you're getting ready to do." "Well, it's just the drinks are just so expensive." I'm like, "You can

8:00
afford the damn drink." So here's what they did. They ordered extra lemons, they squeezed the

8:05
lemons in the water, and then they put Sweet'N Low in the water and made table lemonade right there.

8:11
I was looking for a fork to stab myself. I'm like, "Guys, you can afford the damn drink. Forget carpe

8:17
diem. It's buy the drink. Buy the drink." Okay? Don't make table lemonade. You'll look like a

8:25
fool. Because eventually they're going to raise taxes. Eventually — who knows — they

8:31
might beat your door down for the money. Who knows? Who cares? Live life today. If

8:35
we can help create that income floor for you, then shoot me an email, stan@theannuityman.

8:41
Do me one last favor. I did a video above me as a box. It's clicking down, counting down,

8:47
and it's about contractual guarantees only — why the annuity man is the pioneer in this space,

8:52
and we only recommend and only allow you to purchase contractual guarantees. There's a

8:59
reason for that, and it's in that video. Don't buy hopes and dreams because with annuities,

9:04
you're going to own the contractual realities. My name is Stan the Annuity Man.

9:08
See you next time.

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