My Future Ultra Luxury Travel Agent - Jaclyn Sienna India | Tosh Show

Daniel jets off with Jaclyn Sienna India, travel planner to billionaires, for a conversation about chartering yachts, helicopter airport transfers, and why high-end hotels are overrated these days.
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ABOUT TOSH SHOW
Tosh Show is a window into the mind of comedian Daniel Tosh. Each week, Daniel interviews people from all walks of life that he finds interesting, shares his take on current events, and gives you a little insight into his world. Nothing is off limits, and with endless topics to explore, Tosh and his guests will satisfy everyone's curiosity.
Co-Creator/Executive Producer: John Elerick
Co-Creator/Executive Producer: Eddie Gossling
Co-Creator/Executive Producer: Peter Relyea
Audio Engineer: Dylan Stern
tosh show / @toshshow
Get in touch: [e-mail]

[@michaeldrake798]

When people say “fake it till you make it,” they’re usually talking about your attitude and outlook, not your career and entire life.

[@aportfolio8324]

And that's why you're so poor. You misunderstood the assignment.

[@lazysundayzz]

"And how is that relationship with your siblings now?" "Not great."

[@hayden14044]

Shocker right? She has such a warm personality

[@kz1000ps]

🚩🚩🚩🚩🚩

[@86cutty442]

@@lazysundayzz its funny cuz he asked that right after she talked ab how happy she would be to pay off her siblings to do her chores 😂😂😂 like how are ppl this ignorant to how obnoxious and pretentious they are

[@joeb588]

People who think Tosh is out of touch, don’t realize he did this episode to encourage folks to want to tax the rich

[@Gamerdude153]

lol way to over think it , I don't think tosh it out here fighting for social justice , and he's LOADED so no he doesn't want higher taxes for the rich because he is the rich

[@trebm3]

Went to one of his shows and spent a lot of time on this. Still cracks me up how ridiculously rich think they shouldn’t contribute to society at all, yet take from it

[@trebm3]

@@Gamerdude153 tell us you don’t know anything about Daniel without telling us.

[@AlleyTrashBoards]

@@Gamerdude153he has openly stated that he can pay higher taxes and that they should tax the rich more because they can afford it.

[@KY-Guy]

Having this lady on definitely makes him look more in touch by comparison

[@forrestnutter]

Tosh booking guest strictly to make fun of them without them even realizing is the best part of my Tuesday 😂

[@ptabs226]

He usually makes me sympathize with the guest. This is the first guest who he openly mocked to their face. Even then, I still sympathize that this girl is just helping rich people waste money.

[@jeremybaker5205]

I don't think he makes fun of his guests tho. Most of the time he seems to be sincere in what they do or who they are.

[@forrestnutter]

I think he does it so cleanly, it's not blatant. She contradicted her self a bunch just to agree with tosh and make him happy. That's her job. I don't hate her for what she does or that shes love dirty money. Everyone in this chat would take that money too 😂😂.

[@trevorrichards6642]

She started off talking about how she lies about fucking EVERYTHING, and it becomes very apparent very quickly that she at least was not lying about that.

[@4DaysInApril]

"I love to travel." " I'm such a homebody."

[@scottoneil8618]

This lady attended the Ghislaine Maxwell school of business.

[@willvr4]

Omg...she literally is her.

[@thatsthamove]

“I don’t drive, we helicopter everywhere because my dog gets carsick”

[@nathanielskiba6366]

Lol those super smooth helicopter rides

[@xXilluminatus]

“I hate hearing him cry, it’s annoying.” Sociopath.

[@n8shafe551]

Can't hear him crying about turbulence with those helicopter blades whirring and the ear muffs on

[@Kdizzzzz9999]

Absolutely a lie

[@Crumbyofficial]

She reminds me of a line from 'The Big Short'. "I can't hate him. He is so transparent in his self-interest, I actually kind of respect him."

[@dominicharlow747]

Unfortunately she’s not played by Ryan Gosling, which would have been redeeming

[@AdrianHertz]

Tosh is so out of touch he thinks he is being sarcastic, next episode he is interviewing his butler's dog's therapist or his favorite fabergé egg procurer and next month his favorite adrenochrome sommelier

[@AndTecks]

​@@AdrianHertzoof

[@joebull20]

I listen to the audio version first and came here to see what she looks like. She looks exactly how she sounds

[@cb1089c]

same, but im here to drink all the Haterade in the comments. Fuck the rich.

[@dominicharlow747]

And anyone who’s defending her, y’all need to understand her billionaire clientele would not think twice of sacrificing you and your entire lineage just to get even more obscenely wealthy.

[@brandonbradford3353]

And even finish the episode bc how bad this bitch sucks

[@ReichGaming9]

done. hated every second of it. stayed for Tosh

[@dominicharlow747]

I can understand weird or controversial guests. But mean ones. Unkind ones. Man this was eye opening to watch.

[@aportfolio8324]

I gobbled up every bit of this. I just want every flavor of person to be on his show.

[@KelitaRosita]

same

[@AtheismScientism]

10 mins in… She’s very unlikable and untrustworthy. 20 mins in… She’s a criminal who gets worse.

[@einhornisaman2973]

lol

[@nathanielskiba6366]

Tosh - "I care about the environment" Her- "Why?!?!" - "but you really don't actually care do you?!?"

[@kz1000ps]

Yeah, I got psychopath vibes pretty quickly and it only went downhill from there

[@will201084]

She def did work for Russian criminals lol

[@espycole2386]

Came to the comments before seeing the interview and now I gotta see it cause everyone’s saying she sucks.

[@Jeffeleptic]

Was reading all the comments and everyone hated her. I tried to be a contrarian and was thinking “no she’s probably not bad”. But no I really have disdain for her too.

[@Staggs2200]

While I don't like her and definitely wouldn't want to hang around her, I appreciate the bluntness at the very least. Shes clearly cold and manipulative but she doesn't try to hide it which I weirdly appreciate. I appreciate that she makes it clear she sucks up front instead of trying to be fun and likeable lol.

[@michaelkarlson8322]

Don't hate her for her job. She just seems like a horrible person.

[@michaeldrake798]

@@michaelkarlson8322 well said

[@TheJoker-jv3ou]

Shows how you judge someone without really knowing who they are. I did not get that vibe from her this whole time. Just cause she's different than you or the normal person doesn't mean she's a horrible person. In fact I took her as a very unique person who worked a lot to get to where she's at. I just see success and she seemed quite pleasant too so not sure why people are saying she's horrible? Maybe cause of how she talks or some of the things she says but who's to say she's not just joking cause her sense of humor is different than yours?

[@brandonanderson4128]

​@@TheJoker-jv3ou Nah she's evil she makes my skin crawl

[@nopenohandleforme]

​@@TheJoker-jv3ou bruh, she's not gonna f you

[@Soulfly85]

nah, chill bro

[@k-cwegner1949]

I don't know which episodes I like more. The ones where I love the guest, or the ones where I can't stand the guest

[@DisneyDudeCardGuy]

“My team” …lol …probably her niece running a android tablet 😂

[@earthbound3369]

So this is what a professional bullshitter looks like.

[@cadeonder3793]

I don’t think her husband hates traveling, he probably just hates traveling with her lmao

[@xDorland]

She most likely has something to say during their trips 😂

[@kz1000ps]

I don't understand how their relationship has lasted 20 years

[@cdigdawg]

When he said we were going to hate her, he wasn't kidding. See you next Tuesday.

[@Dalton-f4z]

I love anticipating when he’s gonna tell them to get the gifts he just gave them off his desk in such a serious tone 😭😭😭 cracks me up everytime

[@stephencrandall1054]

This episode is going to spark the revolution lmao. Good on Tosh.

[@intense79nick]

I didn't hate her until the toothbrush thing. I'm out here trying my best not to add to single use plastic waste and then there's "i use a new toothbrush every single time" For clarification: I strongly disliked her before this so it didn't move the needle far.

[@tylerkeith8277]

This is what cemented to me that she is indeed a psychopath.

[@Nikster123198]

“What’s the biggest jet your clients have?” “G6” “No 777s?” “People in the Middle East do” “Do you deal with them?” “Of course we love them” Rewind five minutes earlier; she was telling her first client she’s dealt with getting yachts into the Galapagos saying “Of course we do it all the time” Only money would put up with such ignorance.

[@nathanielskiba6366]

That the difference between I good and bad liar... Good liars stay consistent

[@prairietan]

Probably the most hated guest

[@raider_reaper_4194]

If trump supporters had a look

[@millimetr_peter]

I didnt understand and then I hit the 8 minute mark

[@ccasperc4803]

@@raider_reaper_4194flag on the play, unnecessary Trump reference. 15 minutes no internet

[@MikeTheRoss]

Just seeing the opening clip, I couldn’t agree more.

[@canadaboy5005]

She's absolutely insufferable and I bet her clients love her. I mean who gives a shit about the Galapagos anyway

[@KY-Guy]

Before this episode I thought Tosh was outa touch. After the episode, I think he might be the most well adjusted wealthy person on the planet. Having her on really puts things in context.

[@HecticMandate]

I'm stuck in the middle of "spend spend spend, i never reuse toothbrushes and I helicopter everywhere" and "I nearly shit myself all the time and I have no problem shitting in gas station bathrooms" Truly a sociopath.

[@LoveIsRealmusic]

Oh my, this is so detached. It’s like I can’t look away, it keeps getting further and further away from reality 😂

[@cosodesign8953]

I like how it’s out of “reality” cause it isn’t your reality. To be fair, it’s not mine either but I’m not a billionaire whose reality is living like they do. They are living a life you cannot and instead of acknowledging it you just belittle it to make yourself feel better.

[@LoveIsRealmusic]

@@cosodesign8953 yes, now you’re getting it. Top reply definitely goes to you.

[@HowlingEcko]

@@cosodesign8953 Agreed, but this also... maybe shouldn't be a reality. Billionaire's "expecting to get everything for free, because they normally get everything free" 32:40 while teachers get paid around ~52k avg and construction workers get ~46k a year.

[@jmw2614]

“I love korea I go for facials and shopping so north korea would be incredible” .. yup that’s how that works

[@Slick.3]

“What’s the biggest most expensive trip you booked” “2 million” Wow “Oh that’s nothing” You just said it’s the most expensive thing you’ve booked. God I already dislike her lol

[@Sts_andym]

Yes! 17 seconds in and I came here to make sure I didn’t do a repeat comment

[@thundercaaat]

SAME.

[@rlroper]

she obviously meant that it's nothing to the people who spend it. jfc you people.

[@cosodesign8953]

@@rlroperI know, so many people in this comment section are mad and it’s weird af. I enjoyed this glimpse into the lives of the ultra wealthy it was interesting af.

[@taylorfausett177]

I thought the very same thing.

[@Dr4g3nxii]

This chick sounds like a blast on vacation or wait when we're traveling nomadically.

[@cb1089c]

"Rich people dont vacation" barrrfff

[@vddr24]

Broad saved herself when she said she almost always shits herself!

[@Old_man_Rob]

I swear I thought she was doing an "Andy Kaufman " , like being SO over the top . Like there is no way she is actually that way. Sadly it wasn't a funny nor a joke 🤷‍♂️😔😂😂😂 I swear I would paid for you to interview her husband, without her around. NOW that would be a GREAT interview! 🙌👍💓🤘

[@gmy33]

Husband could be the same as her .. or .. he s just an verry obedient person .

[@Old_man_Rob]

@@gmy33 either way it would be an interesting interview for sure.. I believe the slang of "extra" was made because of her . 🤷‍♂️🙌😂😂😂

[@user-qh3gc3sq1v]

Kind of got an Elizabeth Holmes vibe.

[@tahuaroa]

his interview style is 2nd to none

[@levitimelevi]

"that's nothing" but you just said it was the most expensive

[@coltonbingham6388]

THANK YOU!

[@Lsntobillhicks]

Insufferable.

[@michaeldrake798]

My exact thought.

[@ChipSkylark696]

The second she explained she lied her way into the industry and basically her entire life it was hard to trust anything she said. The bragging was insufferable

[@davidcolfelt7734]

Came here to say this!

[@Jspdh]

She might be one of the most despicable people I’ve listened to, I loved every second of it

[@AbdallahMassoud1]

Villain vibes for sure

[@Kdizzzzz9999]

She travels the entire world and probably hasn’t ran into a single person that enjoys having her around

[@masars338]

“I’m the most generous person I know” doesn’t tip housekeeping at a hotel lmao

[@Brosati68]

Todd invited her to be like “see I’m not that bad and rich” 😂😂

[@Kyle_etc]

Tosh show is so great because he interviews normal people, these comments are so great because he didn’t interview a normal person

[@ultimaalpha3547]

Chick should have been a dominatrix! She's got that vibe.

[@will201084]

Yea I'm sure that's how she made her contacts

[@Juli-g4d]

I'll wager she beats the drummer.

[@kppppp41]

you'd still be too poor for her client list, bud.

[@JackSather]

Gotta love a guest like this, because it’s all one we can collectively hate. ❤

[@MrMudgama]

Listened to every single episode. Almost didn't finish this one.

[@speedjibaro4202]

I can relate 😂😂

[@dominicharlow747]

I just couldn’t finish it lmao. I guess if the far right hate on trans/lgbtq guests, this is who I hate on. Just absolutely lacking of any tact or compassion.

[@Josh_2992]

Glad i stayed for the free plug at least. That was hilarious

[@ojizzle20]

New title suggestion “My favorite piece of shit exclusive travel agent”. You’re welcome.

[@BrickTamlandOfficial]

spending 2 million on a vacation makes absolutely no sense unless you are using a toilet with liquid gold in the bowl instead of water. theres literally no way tangible vacation stuff could add up to anywhere near that amount in a week.

[@shawnbradford2243]

You definitely can, she doesn’t….she is definitely lying lots

[@mamatoldem5331]

What's the most expensive trip .. 2mill... That's nothing I thought it was the most expensive trip I'm so confused

[@rmoultonrmoulton145]

Was she just saying she knows of trips that are way more expensive? Or was she just saying that's not a lot of money?

[@mamatoldem5331]

@@rmoultonrmoulton145 the world may never know 🤣

[@AdrianHertz]

Tosh is so out of touch he thinks he is being sarcastic, next episode he is interviewing his butler's dog's therapist or his favorite fabergé egg procurer and next month his favorite adrenochrome sommelier

[@slouischarlesYT]

She could be talking about her industry. If she caters to billionaires, she's probably seen much more than that.

[@KY-Guy]

Can't wait to see her review all the amenities of a North Korean labor camp

[@krumpmasta]

I hope Tosh interviews his wife after this sh!tshow. We need a breath of fresh air! Thanks in advance, lol

[@超虎生活]

My whinging as self couldn't stand listening to the one chick just talk about poker then last week was the guy who seemed to have no sense of humor and a strangely deep voice, which freaked me out as I was tripping.

[@Jakem763]

“That’s nothing” made me mad but then not mad

[@kshaughn4]

Also doesn't make sense when that's apparently the most expensive trip she's planned.

[@mefarri]

@@kshaughn4yea in the same sentence she’s full of shit and contradicts herself. Opening line of the podcast even.

[@DaddyFatherDad]

​@@kshaughn4 Yeah I haven't gotten through the intro yet but that was a very annoying comment right after saying it was the most expensive lmao

[@paulmillcamp]

​@@kshaughn4that was my first thought too, but who knows she might have some colleagues who work for even wealthier clients

[@cooterswift916]

​@kshaughn4 "it's nothing" meaning it's common for clients to spend up to that much

[@brw9284]

“C U next tuesday”

[@BEASTIE51]

while the topic may be unattainable for normal folk, Daniel found a way to make it both enjoyable and even disarmed her into being more likable by the end. She carries the façade necessary to have clients like Kylie Jenner want to use her, but Daniel with the "have you ever shit yourself?" segue breaks that bs down in a heartbeat.

[@NicoleSlays]

*She low-key reminds me of some sort of super villan*

[@wayneb5067]

"it's really low-level to carry your own luggage"

[@extrasmalldoll654]

I love that she thinks all Four Seasons hotels look the same. They're literally completely unique and more than half are privately owned, the rest are corporate.

[@Aaron-de3lq]

Watched this at 2x speed and it made it easier to digest, but you can also see how much she brushed her hair backwards, so she may have OCD. Daniel did a great job interviewing and keeping this interview on the fun side and keeping the energy up; she rarely laughed but he carried it, he did a great job this week with a more difficult guest. And for those of you who don’t know eddy is like 6’2 230lb and 45+ years old, so falling is a bigger deal for him.

[@-battleangel-]

Am I the only one that is not taking any of her comments serious? People hating on her but I’m honestly only hearing cynicism and satire. Just like him.

[@lloydboone4973]

You only hear that because you're STUPID.

[@klbriceno1]

I feel like she was trying to be hated.. Some of the things she said about the areas she travels to were cool.. I appreciate Tosh's ability to interview so much, he was able to crack her and made her laugh, which seemed like quite a feet, seeing how her goal was to smile as little as possible. lol Something tells me she loves the smell of her own coffee farts.

[@09daniscool]

Its her clients that are the real problem. Shes just fleecing them.

[@hannabis80]

the week doesn't start until Tuesday at 9am

[@richierich8986]

Babe wake up, your gonna miss tosh interviewing a travel agent!!!

[@johnfitz7631]

This woman’s voice isn’t the only thing that’s fully enraging about her.

[@pretzeldawg]

I'm on month 2 of waiting for Medicaid to help pay for Rituxan infusions so my disease can go into remission. The cringe was visceral unlike anything I've ever experienced. Very educational though, thank you Daniel!

[@cosodesign8953]

You would make it about yourself 😂

[@badstar9670]

As someone who heavily dislikes rich people stuff, this was cool. I love it when someone can carve out their own wealth from nothing like both of you have. You aren't anywhere near Bert and Tom out of touch, Tosh. You're good

[@DevastationMediaGRP]

I didn't notice the wayward hair until it was pointed out. Now it's all I can look at. Now it will haunt my dreams.

[@TheFuzzypuddle]

This may be the best comment section of any Tosh episode! I hope does a review of this episode's comments. It sounds like a lot of people could benefit from a coffee enema.

[@zoltanzukaly7231]

It turns out that honesty isn't that much of a redeeming quality if your other qualities cannot be redeemed.

[@SunsetGsus]

A new toothbrush every single time? To just go sit in a landfill because you're spoiled? That's insane.

[@NotAChanceTV]

Tosh Show is my favorite podcast i forget about every week and get surprised when there’s a new episode!

[@speedjibaro4202]

Been a minute since I wanted someone to trip on a land mine.

[@Chrono360]

Love the laughing with the teeth closed. 😬🤣

[@collinjones4862]

Hope Eddie didn’t hurt the ladder

[@prairietan]

She lied so much in this interview. What a freak

[@xDorland]

Tuesday means new Tosh show. What a way to start the day.

[@colter25]

I love how tosh has on whoever he wants. Love to see Mark Normand on here he's talked about being a fan of tosh

[@flying_nimbus7852]

Yeah, she definitely knows Diddy lol

[@chrisdyful]

She said she hates gifts then wanted to give gifts over money to the house keeper. Lol

[@user-qh3gc3sq1v]

This is what it would look like if Elizabeth Holmes went into the travel business instead. Fake it until you make it.

[@bigdoze172]

“What’s the most expensive trip you’ve ever planned for someone?” Next statement “yeah that’s nothing”….. did she not understand the question?

[@dennistfossettjr]

Im here for Karl and the smaller pup

[@deepblue812]

Tosh could ask her the most awkward, out of left field question he can think of and she'd have an immediate answer. I don't think she can be rattled, probably useful when your clients are coming in with 10-12 figure wealth...

[@SpaceWarriorX]

Tosh ‘I think I would agree with that based off of nothing’ haha spectacular

[@watermelonphone]

prove you aren't out of touch by coming to Des Moines !

[@rmoultonrmoulton145]

She is objectively not a good person but somehow I respect the fact that she's fully aware of it, embraces it and uses it to her advantage. She's absolutely a master manipulator and liar. You can achieve a lot in life if you have little to no moral compass.

[@Nikster123198]

I strongly disagree at “master” because every single person in the comments pegged her in the first 5 minutes, but the rest is true. It’s just really really obvious and the only people who would deal with it are the servants of rich people that get paid to deal with it.

[@rmoultonrmoulton145]

@@Nikster123198 Well that's because she's not trying to be in this setting. She's proud and bragging about it basically. You have to be cunning and intelligent to get where she is. She's also not ashamed or doesn't feel guilt or embarrassment very easily. She might be a sociopath.

[@johnham14]

​@@rmoultonrmoulton145So you're saying you respect a sociopath for just being upfront about being an awful person that's insane.

[@Nikster123198]

@@rmoultonrmoulton145 you must work for her or something lol. The only reason she came on here is to advertise herself, why wouldn’t she be showing her cunningness and intelligence? All I see is, yes, a sociopath who grew up piss poor trying to make up for it. People make money off of convincing people they’re better at things than they are every single day.

[@cosodesign8953]

@@Nikster123198the didn’t peg anything 😂 she outed herself right away. Geeze you guys have your heads so far up your own butt you can taste yesterdays breakfast.

[@deeds1463]

I cant think of a more unrelateable person to interview haha

[@brandonator22]

Just what I needed on my drive to teach my 6th grade students this morning, thanks Tosh! :)

[@MeganJones106]

She was basically the evil Step Mom from every 90s movie. I kinda loved it!

[@riquipoo5578]

Thinking she’s so upper class and booshie but loving that used Daniel junk Lmfao😂😂😂

[@nathanielskiba6366]

I can't with this woman. I love you travel. 30 second later... I love being home it's my favorite.

[@jasonvaughn3478]

Daniel, you are correct, i loathe her. Maybe because I'm jealous. Maybe because she sounds like a snob. Maybe a bit both... But hey, gotta admire her drive to go out and get hers!

[@davidvasquez8565]

The fact that she didn't get the driving electric truck joke os funny within itself😂😂

[@yaongingyfmm1571]

Leaving aside her attitude, this is very informative.

[@matthouck9707]

I didn't have coffee enema on my bingo card

[@joshgarretson7416]

I felt more warmth watching Lilith Crane.

[@_TMac_13_916_]

Welcome back, Eddie!!

[@stuartpidassle7658]

I can’t tell if I like her emotionless face or emotionless tone more.

[@mizaelflores2360]

Pretty interesting. She starts with a story about how good of a liar and manipulator she is and then expects listeners to believe the rest of what she says 😮😅

[@You_work_tomorrow]

People can’t tell she’s joking this entire time? She’s a poor kid tricking rich people who don’t like when their mash potatoes touch their green beans. Sounds like an American hero to me

[@Raucey]

I just feel like every answer she gives is a bold face lie... Nothing sounds truthful in the slightest. Just major psychopath vibes.

[@wking8]

She is...a lot

[@86cutty442]

someones married to her for 20 years? that sounds like a living fucking hell 😂

[@morontv1401]

She looks like she's an absolute animal in the rack though so.

[@JeffTaylor-tr7my]

Best part of waking up is Folgers up your butt.

[@beachparty2613]

I think you may have found the most unlikable person in the world to interview. Everything she said just seems like it was a lie or complete exaggeration which makes sense because she talked about how she would make up shit to get ahead.

[@cheeseonyomama]

God this woman is an animal. Instead of food for survival it's money. I can't help but feel bad for her, but I'm sure she's playing the worlds smallest and most expensive violin for me.