Consider Giving Your Money Away Now: Shootin' It Straight With Stan

January 14, 2026
7 min
Consider Giving Your Money Away Now: Shootin' It Straight With Stan
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Many families wait until death to pass on money, but by then it often arrives too late to make a real difference.

In this episode of Shooting It Straight with Stan, Stan The Annuity Man explains why giving money away while you are alive can be more meaningful, how timing impacts legacy, and why estate planning should focus on when help is actually needed.

Watch and Enjoy,
Stan The Annuity Man

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0:00
Welcome to Shooting It Straight with

0:01
Stan. I'm your host, Stan, the Annuity

0:02
Man, America's annuity agent, licensed

0:04
in all 50 states. I know you're saying,

0:05
"Stan, that's the wildest top you've

0:07
ever worn." I'm going to getting ready

0:08
to to throw you. You can't even see this

0:10
watch. Camouflage. Camouflage. The guy

0:13
behind the the camera, my man Zeke, is

0:16
like, "Wow, that's that's an aggressive

0:18
look." Um, it is, but you know, I'm a

0:21
tad a tad bit contrarian, as you know.

0:24
Today's topic is consider giving money

0:26
away before you die. I've done a lot of

0:30
um videos on how to lovingly handcuff

0:34
your beneficiaries and you know create

0:37
immediate annuity payments upon your

0:38
death or you know I have some

0:40
grandfathers that will I'm a grandfather

0:43
that will do a joint life immediate

0:45
annuity payout with their grandkids so

0:47
that they get a lifetime income stream.

0:48
I call that the legacy income monster.

0:50
There's things that you can do um to

0:53
give money away but I would cons I would

0:56
I would ask you to consider it. Now, I

0:58
grew up in the Carolinas, North

1:01
Carolina, and very rural in North

1:02
Carolina. My my whole family kind of

1:04
worked in the um textile mills area

1:06
before they were all shipped overseas,

1:08
but you know, lived in mill towns, if

1:10
you remember that in the Carolinas. Um

1:12
so, you know, there wasn't a lot of uh

1:15
money to be given away. Uh, but for

1:17
those of you that are watching this

1:18
video that are kind of like me that made

1:20
it that worked hard for decades and

1:22
scrimped and saved and put money away

1:24
and then we have children and

1:26
grandchildren, the question is what do

1:27
you want to do with the money? Because I

1:29
always tell people, I don't care how

1:30
much money you have, you typically don't

1:32
change your lifestyle. Um, and I know my

1:34
wife and I, uh, my wife of 37 years, she

1:37
grew up in rural Nebraska, um, and you

1:39
know, just the same thing, working-class

1:41
family. And now we find ourselves,

1:43
fortunately after, you know, accumulated

1:44
over decades, we can give money to our

1:47
kids and grandkids

1:49
um instead of them waiting for us to

1:51
die. Um where I'm from in North

1:54
Carolina, where I was going with that is

1:55
it's just typical in the south that you

1:58
wait for the grandparents to pass away

2:01
or the parents to pass away and then the

2:04
wheels read and then you get what you

2:06
get. But by Yeah, normally um it's later

2:09
in life, right? I mean, your parents

2:10
might live a long, long time. My mom,

2:12
who right now at the time of this

2:14
taping, is 86 years old in St.

2:16
Augustine, Florida, and and and

2:18
literally walks six miles a day. She's

2:20
in better shape than all of us. I mean,

2:21
she really is. She just went on a

2:23
vacation with my with my sister to Cuba.

2:25
Who goes to Cuba? But, you know, she's

2:27
she's vibrant. But, not that I need the

2:31
money, and I don't.

2:33
all of the all of the money that she's

2:35
accumulated and my father passed, you

2:37
know, six years ago. All of that money

2:39
will be then distributed to my myself

2:41
and my sister. Well, I don't need it. I

2:44
needed it about 25 years ago. That would

2:46
have been nice to have a little help at

2:49
that point in time. Um, you know, when

2:52
we when my wife and I were first

2:54
starting out or when we had small kids,

2:57
I [snorts] personally have started doing

2:58
this. I personally have looked at our

3:00
lifestyle, what we spend, what we have,

3:04
and I I told my wife the other day, I

3:05
said, "Just run." I've run the math. I

3:07
showed it to her. I said, "There's no

3:08
way we're going to spend all this. So,

3:10
let's start giving it to our kids

3:11
because our daughters are in their 20s,

3:14
and you know, that's that time where you

3:16
you know, you you got you're building a

3:18
family and you're you're trying to buy a

3:20
house and all that stuff." and we're

3:22
we've made the decision that we're going

3:25
to start helping them um as best we can

3:29
instead of them waiting for me to die.

3:31
Now, do I have things set up for when

3:33
they die? Yes. You know, I have huge

3:35
life insurance policy. I have all these

3:36
things. I have income streams set up for

3:38
my daughters, but I don't want them

3:41
scrimping and saving and and struggling

3:43
and going without now. And you you're

3:45
probably out there going, "But that's

3:46
what made you done. That's what made you

3:48
that's the character there. That's what

3:49
built your character." Maybe, but if I

3:53
didn't have to go through that, it would

3:54
have been nicer. And it's really hard as

3:57
a father, especially with father with

3:58
daughters, people that know this, it's

4:00
hard not to just take care of them, man.

4:02
It's it's hard not to step in and make

4:04
sure their life is good. Um, that's kind

4:07
of what I feel like I'm put on this

4:08
planet to do in addition to telling the

4:10
truth about annuities and and being the

4:13
voice out here for this is to be a good

4:15
husband, is to be a good father, and to

4:17
be a good grandfather. And you know, I'm

4:19
working my with my estate planning

4:20
lawyer now, which I would encourage you

4:22
to do as well. Don't make any of these

4:23
decisions on your own or if Johnny

4:25
Apples Seed agents trying to advise you

4:27
don't do that, but start thinking about

4:29
giving some of the money away. Whether

4:30
it's the gifting rule, you know,

4:32
whatever the gifting rule is at the time

4:33
of this taping, I'm not going to give it

4:34
now because it'll change. You can gift

4:36
gift money away to um you and your wife

4:39
both if you're still married to to

4:42
anybody. But for certainly for family,

4:45
if you don't want to give them the lump

4:46
sum that you have, you might want to

4:48
gift things on a on an annual basis and

4:51
fun things for them. I know this is not

4:53
kind of an anti-anuity, not anti-anuity,

4:55
but not not a just pro-anuity thing, but

4:59
I'm talking about life. I'm talking

5:00
about where we all are. And for people

5:02
that are like me in their 60s, you're

5:04
thinking about this. What do you do?

5:05
Should you should you do what your dad

5:07
and mom did and just make, you know,

5:08
make you wait until they pass? Maybe.

5:11
Maybe that maybe that feels right to

5:13
you. I'm not putting you down if if

5:14
that's what you want to do. But what I

5:16
want you to do is think about the

5:18
possibility of setting a precedent

5:21
within your family that you're helping

5:24
now. You're helping now when they need

5:26
it. I talked to my my son-in-law is um

5:28
is a great kid. He's an exNHL player.

5:30
I'm very proud of him. And you know, my

5:33
daughter married a good man. and he was

5:36
very um reticent about me helping, you

5:40
know, with helping with things. And I I

5:42
remember sitting down with him and I

5:44
said, "Listen, I want you to do the same

5:47
thing. I want you to do the same thing

5:49
for your kids. The promise is if you can

5:52
at that point in time, if you've

5:53
accumulated at that point in time that

5:55
you can help them out when they're first

5:57
starting out, I want you to continue

5:58
that. And I want to establish that as

6:00
part of our legacy as our family is we

6:04
don't wait until death to give

6:06
everything away or for them to get it.

6:07
We we help them as they're going along.

6:09
Yes, you can set that up as well and I

6:11
have. But I'm hoping that this video

6:14
will spur some thinking and some

6:16
discussion between you and your spouse

6:18
that maybe you should do that or maybe

6:20
you should do more of that and then

6:22
frame it with your the people that are

6:24
receiving those gifts that this is part

6:27
of our new family structure and our new

6:29
family legacy and our new family

6:31
strategy is to take care of family um

6:35
when they need it. when they need it,

6:38
not when they've already accumulated and

6:40
then you've died and they're in their

6:41
50s or 60s. Just food for thought. And

6:45
it's a shooting it straight with Stan

6:46
topic that doesn't have me rant. It has

6:48
me reflecting on just the blessings. You

6:52
know, I have earned it. I started with

6:54
nothing. Um, and I just don't want my

6:57
kids to go through what I went through

7:01
um struggling to get here. And there's

7:02
arguments for and against that, but

7:04
that's where I'm at. So, that is

7:06
shooting shooting it straight with Stan.

7:07
My name is Stan the Annuity Man. Hope

7:09
you think about that. Shoot me an email

7:12
or give me a call and tell the office

7:13
you want to talk to me about that. I'd

7:15
be more than happy to do that. My email

7:16
is stantheanuityman.com.

7:18
Um, and I'll see you next

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