“40 year old Gary give
28 year old Gary?” – I was trying to remember
why I picked this question, I really curated a bunch
of questions by the way. By the way, I want, you know, I’m feeling a renaissance here so, a freshness of not having
all of these characters on with me, really looking
for more questions. A lot of you have not
asked in a long time, a lot of you ask often,
as a matter of fact, here’s what I want you to do, use the hashtag #askgaryvee, but also for the
old timers, the hustlers, that have not had the luck, or the serendipity of
having one of their questions on the show, don’t lie, because lying is the devil, and I’m going to make
the India and team actually do the homework. For all of you, when you
ask your next question that you want on the next show, which will hopefully be tomorrow, or the next day, or what have you, or next week, whatever, do hashtag #askgaryvee
like we do on Twitter, or Instagram, but also
then in the copy put x how many times have
you asked for a question to be on the show,
and have not had it. So meaning if you asked
a question 43 times, but your question has
been on the show, don’t use the x, but if you are a virgin to the question
being on the show, but you’ve asked 84 times, it might be a nice time to like. Now, there may be a reason
you haven’t been picked because there could be people that just ask crappy questions. Talent is a variable, you’re bad at asking questions, but we’re going to push
a little harder in trying to get you on the show. – [India] And videos,
we love videos. – We love videos. Uh, DJ – [India] Younglegend. – Younglegend, asked 40
and 28 year old self, and again,
I know a lot of you, DRock, you and India probably, maybe
even Staphon at this point, you guys know me so well,
that you probably to keep yourself not bored of
filming these things, start answering what you
think I’m going to say, and I think you think
I’m going to go down the traditional path of hang
out with more chicks, have more funs
on the weekends, that’s where I’ve gone cliche. You got a place where
you’re about to go? – [Voiceover] Not at 28, I can do – Not at 28, at 22? It’s funny you said that,
maybe that’s why I picked it. Twenty-eight was a very
interesting year for me, when I got engaged. I’m going to stun
everybody right now, I would tell 28 year
old Gary to work more. And I’m going to
throw you for a loop, what a lot of you don’t
know about 28 year old Gary is 28 year old Gary was
working nine to seven. Like I’m really sad that
my life went this way. Here’s what I mean by that. As much as I hustled, as much as I hustled, 22 to 32, I work way more now. And to be very honest with you, that stinks because
I have a family. And at 22 to 30, or 22 to 28, I had nobody but myself, right? And so, what I would
tell 28 year old Gary is that in two years you’re
going to drive on the highway, you’re going to look at yourself and say that you’re full of shit, and that you’re not hustling. I know that just came out right? And kind of we just
did content on that. and so why wait two years, in the same way that 38
year old Gary started taking care of his
health instead of waiting to 40 which was my main plan. I would say to
28 year old Gary, hey bro, you’re going to realize
in 24 months that you’re not doing the actions
it’s going to take. You’re doing everything right, if you want to be very successful, and live a very nice life, and be rich and all that, but you’re nowhere close
to all time legacy, and not even in the same realm
of buying the New York Jets, so get your shit together. And do it now, and I wished
I would because that would have been 24 more months of
the hustle that’s executed so much happiness for me, and so you know, no
question, not a regret, because I don’t look backwards,
I don’t let negativity, but it would be convenient
if I was working 20 hour days and traveling 22 to 32,
versus now when it’s coming out of Misha and Xander
and Lizzie time, you know it’s tough. So that’s what I would say, I would say hey, this is
how it’s going to play out, might as well get a couple
of more years in now. Because if I stop going extreme, and by the way, this is a fun
thing for you guys to hear, I am absolutely in the early
stages in my own brain, of not traveling to the level
that I have been traveling. You know the kids are
now seven and four, there’s a lot more functions. I want to spend more
time with them, these are formative years. Like so, you know, let’s say I decide to
like really slow it down a significant level at 43, let’s say that’s my
prediction right now, you know, well 28 could
have made it that 41. That’s kind of how
I think about it. It’s all just masked with numbers, and you know everybody’s
going to jump in the comments and say different things
of course, of course, and that’s not wrong. But 28 year old Gary hustled, but hustled the way a lot
of you hustled pre-seeing DailyVee and Snapchat, which is you thought you were
the best hustler you knew, and then you got to
see how I do it, and you’re like Jesus, and that’s who that guy was, and he worked hard,
and whatever but, he wasn’t this guy. Cool. I’m curious what
60 year old Gary is going to say to 40 year old Gary. – [India] Work harder. (laughter) – Work harder, you think so? Do you think,
honestly, without a joke, do you think like
on a serious kick, I’m actually a little bit nervous, like let’s go into like, I never speak to my fears here, this could be interesting, I’m not sure, you know,
I’m very conscious that it becomes like a speed junkie, right? Like I don’t even know
what it would be like to work nine to eight, like you have to understand
the once in a blue moon when I walk home at like, walk into my apartment, I’m talking about
three times a year, during work days, I mean
obviously I take holidays and all of that,
but like to walk tonight to walk into my apartment
at eight pm, feels awkward. – [India] Like what do you do? – Like whoa, this is not a joke. There was some funny
day that happened maybe three or four months ago
when I came home at 9:45 pm, and I walk in,
I hear Lizzie in the room, and she’s like what are
you doing home so early? (laughter) and I was like Jesus,
(laughter) 9:45, it hit me harder,
9:45 is later there are enormous
amounts of people, there are an enormous amount
of you that are watching this right now that will never come
home that late in the history of your work career. You know? Anyway, so back to what
I was like fearful of? I’m worried that like
the action is so intense that like it’s a detox, like I actually already
know for me to cut back, what I just alluded to, I’m going to have to
have a detox year. Like it’s going to take
me a lot of time, three, four, five, like that
will be some fun DailyVee’s I’m going to be in the
corner like (laughter) like it’s going to take
me six months, like if I want to come home. My weird intuition is
it’s not that I’m going to come home at seven, it’s that I’m going to
come home at five or six, spend an hour,
90 minutes with the family and then go back out. That’s my intuition,
that’s my main plan. For the next move, I think. Because the kids are going
to go to sleep early anyway, like later, you know
seven, eight years from now when they’re actually
up to eight, 10, 11, 12. – [India] So when you say go
out, you’re not like going out,