I met my boyfriend at a diner and he gave me a thousand dollars to start my business so he became my business partner and then he married my secretary seven years later and I was out, she was in, she's younger and prettier than me.

Always my whole life my forte was I just go for it but now I slow down and go wait can I really handle that?

You've been married for quite a bit.

This doesn't mean it's real love.

Really?

A few weeks ago I interviewed 75 year old Barbara Corcoran who for a ton of reasons has figured life out but surprisingly is also still trying to navigate it.

Aging sucks.

Don't let anybody tell you differently.

You probably know Barbara from Shark Tank.

She's made billions of dollars in her life.

She has judged thousands of entrepreneurs and business people today with questions unlike any interview that she has done.

I am sharing the extended conversation of Barbara's greatest life lessons and experiences that I guarantee will change the way you think about life.

How old are you?

That's how I start all my videos.

It's a warm-up. 75.

What does it feel like to be 75?

Aging sucks.

Don't let anybody tell you differently.

However you put a pair of skis on my feet I'll beat any guy down the road.

So that compensates.

Right.

Yeah.

Would you say you feel your age, feel younger, older?

It depends what day you're asking.

Some days I feel 100.

Most days I feel 50, thereabouts.

What have you done in your life to get to be 75 and feel the way you feel?

I've made some important choices actually.

I've had three facelifts.

A lot of people will do it.

I've had three times.

It makes me feel younger because I look younger.

And what else have I done?

I think I surround myself with young people.

I have a younger staff.

I have a younger family.

I have everything younger but my husband.

And I want a younger man by the way.

I'm looking at you.

What about your husband?

Oh, he'll be okay.

He's a good egg.

Yeah.

A lot of people when they speak to you, they always talk to you about your successes and everything that you've achieved.

But I want to flip that on you to start and ask you what is a failure that you've experienced that defined your life at the time?

One.

I can only pick one because there's been a series of many, many, many.

I met my boyfriend at a diner and he gave me $1,000 to start my business.

So he became my business partner.

And then he married my secretary seven years later.

And I was out.

She was in.

She's younger and prettier than me.

And it was a really hard hit.

I recovered, but it wasn't so easy.

What was the lesson that you learned from that if you're looking back on the situation?

That you'll always see it upside looking back and you can't see it at the moment.

I mean, if he hadn't met her, I wouldn't have started the Corcoran group.

I wouldn't have had the success I have.

So thank God that all happened.

I wish somebody was there to tell me at the time.

I learned that bad stuff happens that break your heart, but you can get up and get going again.

And that's exactly what I did.

And there's always a plus to any bad side of a coin.

You know, you flip it over and you see something bright.

I think everything that's happened to me in my business career certainly was a result of belly flops that I turned over and saw the bright side.

Yeah.

Let's think about the person who's, let's say around my age, I'm 25.

You look older.

Do I?

Yeah, you do look 31.

Yeah.

Most people say that.

Is it the beard or no?

No.

Take your beard off.

You look about 35.

Just jokingly.

I'm not saying get it off.

You asked me how old I was and that's not a nice thing to do at my age.

So I'm asking you back.

That's true.

That's fair.

A lot of people who are around my age, older, younger, are very lost in life, looking for answers.

They feel anxious.

If someone is starting their working life, how do you recommend that they navigate it?

What's the relationship that we should have with money?

I think you've got to question yourself on something like that.

A lot of it's forced on you because of peer pressure, what you see around you.

I think you've got to really sit down quietly and ask yourself what's important to you.

Money is not important to most people.

They think it is, but if you really ask yourself what are the values or what do you really want to be doing for a living or what do you really like to do or who do you want to be when you grow up, you get away from such a narrow definition of, I want to make more money.

Easy for me to say because I have it.

But believe me, when I didn't have it, because I had 23 jobs before I found real estate, so I was poor for a long time.

And let me tell you something, I was as happy then as I was once I had my own business.

And I keep reminding myself of that.

The money doesn't really make a big difference.

Yeah, because I know already a comment that I've received before interviewing people of similar success to you that they say, well, easy to say she has money, so easy for her to talk about it that way.

Yeah, it is, though.

It's like cheating on the answer.

Yeah.

A lot of the people I've spoken to will say at the point they're at in life, like they've made their money, they've gotten their success.

They never talk about how important money was or is at this stage in life.

At this stage.

Well, because they've had everything they want.

But do they talk about how rough money is at times?

Because it is a complicator.

It complicates life.

Not that I would ever give it back.

I think it's still very nice to have it as a result of being rich.

But it complicates relationships and makes life a little more rough to come out as a good person.

I think I hope I'm not stereotyping, but generally a lot of people I know that have come into a lot of money, made a lot of money, really made a mess of their life.

So I think in a way, life is more simple and more attainable to be happy if you don't overlay it with a lot of money.

One of my favorite lessons in life, it's a stoic quote, and it reads easy life, hard choices, hard life, easy choices.

It's true.

What is an easy choice that you made at some point in your life that proved to make your life very hard?

One of the choices I made was when I was young in my business, I thought I had to be fancy.

So I started getting fancy, which was a real mistake.

I had my hair done every week.

I only washed on Sundays because I had that big poof hair that I had to be who was out there in my workplace.

But the minute I became genuine and became myself again, because I got tired of getting my hair done, people liked me.

Because I think I learned once and for all that I had to be genuine because people accept you with all your faults if you're the real deal.

Do you notice that a lot in life or lack of authenticity?

Well, I live in New York City.

What do you think?

Of course I do.

You know, there's so much flesh in New York and so much wealth.

It's hard to keep focused on what's really important at times, I think.

For you, what is that?

What is important?

The only things that are important, my kids, my husband on a good day.

And really valuing the time with people you love and giving it the time that needs to be really a wonderful part of life.

A lot of people make easy choices in life.

Like when I used to work at a bank, I quit my job, but everyone else that I knew who hated their job, they said yes, and they stuck with it.

Those hard choices I made ended up making my life, what I would say, is easier now.

I'm doing what I love and I'm very happy about it.

Why do people make easy choices?

Because it's easier.

You know, basically it's no choice.

Easy choices are usually no choice.

The worst choice of all.

But when you make a choice to change your life, there's a lot of effort involved.

You've got to change a lot of stuff.

You've got to get people on your side.

You've got to do some explaining to people you're close to or you're supporting.

I think a tough choice is hard.

It's hard to make a turn.

So it's much easier to just ride.

Just ride.

Most people do.

It's almost the end of the year.

And if you're someone in a situation like this and you want to be able to do things like this, this and this, I highly recommend you grab a copy of our goal setting journal.

In just three parts, this journal will help you figure out your ideal life, turn that life into a set of specific and measurable and achievable goals, and then create the discipline structure through goal tracking to track your progress over six months until your biggest dreams become your reality.

We're in the middle of our only and therefore our best sale of the year with discounts and bonuses worth up to $1,500 for the first 100 people who click the link below and grab one.

So don't let another year slip by.

Click the link below to learn more about the journal and start upgrading your life just like many other people have managed to do.

What were some sacrifices you made going through your whole journey?

Oh, there were a lot.

When I was a young 20-something year old, I worked 18-hour days, my whole 20s.

So I didn't go out with my friends.

I always stayed focused on work.

You give up a lot.

But boy, by the time I was 30, they were giving up a lot all the time and I was sailing.

And I saw that dream.

I knew that it would happen that way.

So you didn't mind giving up those choices.

Yeah.

Or I didn't mind.

So in hindsight, you don't regret that?

I don't have any regrets.

I'm good at moving on.

That's my forte.

I'm good at moving on.

I don't look back.

I mean, it's such a waste of time.

You can't change anything.

So I just look forward.

Why do you not have regrets?

What's your process of not?

I mean, I wouldn't have regrets for two reasons, actually.

One, thinking it through and spending any time on it is a waste of time.

You can't change anything.

And secondly, when you dwell on a regret, you're apt to become a victim.

And that's very dangerous.

People who are victims are never happy because they feel like, oh, something got in the way.

They meant to change.

They couldn't have a fair shot, whatever their reasons are, and they blame other people.

And those people, those victims, which is a lot of people out there from what I could see, are never really happy because they've never taken really accountability for themselves and taking the responsibility of being responsible for your own life.

You can change what you want or not change it, but don't blame the next guy.

Yeah, I think it lends itself to victimhood.

And I think I'm afraid of that.

I don't want to be that person.

Why do we do that, though?

I mean, because it's easier.

Yeah.

It's easier to be a victim because you don't have to be a responsibility.

Like, I could have been a millionaire if only my father was rich.

Well, S.

Mark Cuban's dad wasn't rich.

But you could find many exceptions to every one of those truisms or excuses that people have.

It's just not true.

Over 15 seasons of Shark Tank, I've watched obviously a lot of a lot of episodes, but you have seen so many different people come to you, like a business proposal, but also it's a people proposal.

If you're analyzing all of those different proposals you've seen, what characteristics make somebody or something attractive to you?

A good entrepreneur, you mean?

Yeah.

A good entrepreneur is like a jack-in-the-box.

That's what I'm always looking for.

I'm looking for someone I think could be smashed on the head over and over and they'd still pop back up.

Because every investment that I've made, if they didn't have the ability to get back up, boy, they never made it.