This is the very first day we told our families that we wanted to sell all of our belongings and sail around the world. Read more details about this episode ...

Closed Captions (CC):
it's a recording how do we introduce

ourselves our nothing cheesy do we need

to introduce ourselves about you go

first cuz you get the funny try not to

laugh there's something laughing my name

again today repeated hi I'm Jason I'm

Doug

I'm Jason this is my brother Doug and

we're the sailing brothers oh yeah this

is my brother Doug and I'm Jason and we

are going to share with you our

adventures learning how to sail and it's

good to be a

my original plan was to rope Doug in by

him holding out the YouTube carrot in

front of him selection video what we do

just to get him interested in sailing

with me cuz I think it's way more doable

when he got another family but I was not

quite ready to pull the trigger did not

expect him to say all right what does

the very next text message so I needed

some time before I was willing to make

it more public yeah so it's been four

months and made a lot of huge steps

you're getting to you know find out if

we're even able to do this or willing to

do this or would love to do this and

we're doing it luckily I've been

documenting the whole thing for the last

four months and getting all the footage

and everything

cutting it together and having lots of

fun this is one of the likes and having

it all up seems doable so the only thing

staying in our way is us really time I

got to fish my house like no this will

work unless I can sell my house me too

okay so we have to sell our houses but

after that smooth sailing right no

ceiling plans no plans at all enjoy our

adventure sailing we don't know what

we're doing is quite obvious in our

videos how beginner we are making more

than we're sharing all of our

inexperience and please be kind to us

but hey you know if you have something

to say to us like tips spare in the

comments so good to be

my first to my family I wanted to sail

did not get the best reactions for my

daughter's key what's going through your

brain right now Kate she wouldn't even

talk to me because she was so upset by

the thought of leaving school on sailing

Kelly was angry at me I think it's a

very bad idea and then it's a waste of

time and if you want to have a big

family bonding trip that's not what the

way to do it

when I told Erin she was contemplated

you could tell she was a little nervous

not gonna come up with a lot of ideas

and some of them we do is something we

don't so she didn't know if she should

be scared or not and refused to answer

my questions about what she thought

about but it would just be a little bit

harder to house but then we would all be

in one little bitty space together Jo

seemed ready to go and John will try

anything I think he'll be fine but it

might be a little scary but mostly fun

like if we get to go with our cousin

Bobby it would be fun I think it will be

fun day so my brother text me said let's

go sail around the world and he always

has these crazy ideas I was just like

this is a crazy idea but I'm going to

pass by my wife anyways I said hey Jason

says let's go sailing let's sell

everything and just go do it

and normally she's my voice of reason

and this time she said okay let's do it

so I kind of was like yes we're doing

this

all right just what do you think about

traveling the world on a boat for a year

did you just fart I did just fart mister

I'm scared yeah about the fart or the

trip everything wails pirates capsizing

times whether food like fish

canned goods what would you look forward

to about I want to go hang out

Ireland

because we're kind of apprehensive

because they don't like to eat fish and

we're like telling them that's the

beating and my kids are pretty thick

especially Noah I think it can be fun

but I think we're gonna have bad food

unlike fish because it's like eating

somebody's eyeball off and um I think

that it's gonna be like seasick all the

time and I'm gonna borrow and then the

cousins will be there so alright Brian

what do you thing about sailing on the

boat for a year you know so I think that

it's gonna be fun and I also think that

we us gonna chase us Holly what do you

think oh I think it would be scary and I

think um we would have fun with all

cousin little cousins and I like though

I know presidents could come and then

when it came to my initial thoughts

about sailing and just like living on

the ocean on a boat with uh you know my

brother and his family - it was just I

don't know that sounds pretty awesome

it's pretty freeing and then just the

things that happened in our family we've

all kind of come to realize you know

you're not promised what's next life

short and we want to make the most of it

so we want to explore we want to show

our kids as much as we can

but I think it's time for another

adventure and I think we're up for it as

a family and

[Music]

Easter afternoon I showed them a bunch

of sailing Zatara videos and that seemed

to get everybody a little bit more on

fork the idea of sailing at least they

started to consider it I think that it's

sort of a good idea I want to go but I

don't want to leave Timmy here I want to

catch fish and watch them breakdance and

twitch there's something about sailing

around the world that's very appealing

to me the first time I went sailing with

Bill the guy who turned me on to sailing

I was sailing on a tiny little lake

about three square miles and all I could

think about was the freedom of the wind

moving across the waves and even though

it's a tiny little lake I just imagined

myself out on the ocean so the last four

months we've been you know learning and

we got a boat learning on that trying to

teach our family he's been trying to

teach me so much sticks and I'm learning

myself yeah he hides it really well

because we all think you know who's

doing

even my son said the other day is like

walking uncle Jason go with us because

he's the one that seems to know what

he's doing that's because I'm way more

prepared than you are you just want to

jump at it and I want to read a thousand

books about it and that's why we're

waiting before we go starting to sealing

and selling oh no we've got lots of

children so we're gonna be responsible

learn how to sail we're gonna get

certified we're gonna learn how to scuba

we're gonna take some like first aid

classes just that we're safe on the

water with our kids I've told my work

I've told everybody I know and I think

out of everybody only two people have

said you're crazy what are you thinking

they'd valid points but I'm gonna

overlook those I've had a few people try

to cost me against it but I would rather

fail at trying to do something than be

successful of doing nothing at all now

that's been 4 months we're gonna go

ahead and ask our kids and our wives

their thoughts now that this has become

very much a reality of what our future

is going to start looking like

yeah

what we gonna say I don't remember I

just help me my mouth I think it's gonna

be fun cause I can't be tiring sometimes

and then you can see a whole bunch of

places that you don't have me like ever

gonna see you can use a plane what do

you think about living on a boat I'm not

scary cuz a shark might come up and eat

me

um one thing I'm going to miss is Timmy

my turtle and my Hut playing my harp and

my friends I think that sailing is fun

woo I'm looking forward to bludgeoning

some fishes do I look at you or the

camera I don't even know right damn the

camera well it didn't go away so here we

are talking about it again four months

later I think I am afraid of things like

I make up my own stories of Oh a storm

is gonna come and then we can't get out

of there in time and then we can't tie

up that boat and then we lose everything

and that's where all of our money and

all of our stuff is and then we have

nothing and we have to live off of other

people and I don't like the thought of

that so I but I'd like to create all

these ID

bad things that could happen so the

money thing is is a big thought in my

mind and how we could do this and how we

could stay afloat so you tried to tell

me no more I said no be smooth sailing

from here and then you know what no

stealing funds he goes no plans at all

sorry for the pun so jess and i have

talked about this idea is being a really

really bad idea or it could be one of

the greatest gifts that we could be

given and to have husbands who are

adventurous and handy and like to work

on things and fix things and you have a

lot of courage and they're willing to

even think about something like this

you thought it was like a three on a

scale of one to ten of likelihood of us

doing it what do you think now it

depends on how much Jess and I get on

board oh no I did another pun what

number do you think I would say I think

you would say a ten what number do you

think Doug's at like at twenty-three

like seasons another world I don't know

he wanted to do this before he'd even

ever been on that boat so

[Music]

fish okay but is there anything you

liked about sailing like going fast

okay I'm excited him but also what going

to and it you might you know you might

get cheated

that's the mostly saying but it's okay

cuz you could do fish that but someone

who stupid disgusting and so much have

twenty poems like twenty done and you

know and you can also like knuckle know

what to do not it just shocks this is a

little short so it's gonna be a fun time

and you can uh like you know bring some

stuff it'll be pretty fun

oh great making have a great weekend

yeah I see fishy

sharks stingrays go scrubbing a lot

every day maybe

if it's away Nikkei probably not a bunny

she needs to stay in this guy smells

like strawberries you some toys toy I

think you should know that just gonna

bring my stuffed animals with me kaboosh

and good bake well I feel like we've

moved from fantasy dreamland

and to more realistic thinking

realistically what does it look like to

sell our house and everything that goes

in it and what does it look like to say

goodbye to people that we care about and

we can think more about negatives

instead of when they are positive

thinking I am looking forward to seeing

the places and meeting their people

having my kids experience that with me

[Music]

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[Applause]