Bob Does Sports: How He Went From Four Seasons Doorman To Multi-Millionaire Content Creator

Would you ever take the chance of faking a sponsorship?
In this episode of Habits and Hustle, I sit down with Robby Berger, also known as Bob Does Sports, and chat about his journey from being a doorman at The Four Seasons Hotel to being a multi-millionaire content creator. In just a little over two years, Bob has built up an enormous following through different platforms and gigs, such as Bob Does Sports and The Brilliantly Dumb Podcast. He shares with us how he got Yamaha to be his first podcast sponsor, how much money he makes from sponsorships, and how he built a team from scratch.
Bob also shares what his morning routine is like and why he believes his audience got so engaged with his content so quickly in the game.
Robby Berger is a podcast host known as the personality "Bobby Fairways" that hosts both the podcast The Brilliantly Dumb Show, and its offshoot show, Bob Does Sports, which is popular on Instagram. Both shows focus on comedy and his fandom for sports, mostly the sport of golf.
What we discuss:
00:28: About Bob
05:18: Why did Bob get a job at The Four Seasons?
15:31: When did Bob quit The Four Seasons?
18:55: Who was Bob’s first sponsor?
24:40: Who was Joey cold-cuts?
29:28: How did Bob grow his audience?
38:21: What did Bob do when he stopped getting paid?
44:01: What happened when Bob started filming golf content?
45:15: Who’s idea was Breezy Golf?
49:17: How much money is Bob making?
54:16: Who is Bob’s manager?
55:29: What is Bob’s sponsorship pricing?
59:20: Is it a real golf tournament that Bob is a part of?
01:04:04: What ownership does Bob have in these different businesses?
01:07:13: Why did Bob break up with his girlfriend?
01:13:42: What deals does Bob have going on right now?
01:18:26: Where are Bob’s favorite bagels from?
01:20:54: What is Bob’s morning routine?
01:27:56: How did Bob’s audience get so engaged?
01:29:17: What food does Bob eat?
01:46:52: Where to learn more about Bob?
Key Takeaways:
Sometimes you have to fake it until you make it if you want to experience success. While Bob Does Sports has a huge audience and plenty of major sponsors today, he started by faking a year-long sponsorship with Windex to lure potential sponsors in. This allowed him to play his cards right and lock down his first real sponsor, Yamaha.
Building a team that cares as much about the business as you do is the key to building something big and worthwhile. In Bob’s experience, he once reached a point where he had no money to pay his editor and he continued to support his content and work for free because he believed in Bob. If it weren’t for his editor, he wouldn’t have the massive audience and success he has today.
Monetizing your audience is something you should look at like any other type of business. There is more than just one way you can generate revenue and it’s certainly not good practice to rely on one source of revenue. In Bob’s case, he makes money through Cameo videos, sponsorships, ads, and merch, and eventually built a Golfing brand.
To learn more about Bob:
Instagram: / brilliantlydumb
Podcast: / @thebrilliantlydumbsho...
Thank you to our sponsors:
This episode is sponsored by Shopify. Sign up for a $1/month trial period at shopify.com/hustle
This episode is sponsored by Organifi. Visit organifi.com/hustle and use the code HUSTLE to save 20% on your order
My links:
Website: www.jenniferco...
Instagram: @therealjencohen

[@ryanmachale5275]

Went to high school with Bob, you’re getting exactly how he’s been since he was young. Happy he’s killing it!

[@ryanmachale5275]

Surprisingly no, just the the New Jersey in him!

[@nhars22]

Haha from Mount Olive so crazy to see when he’s at Alfa bagels.

[@ryanmachale5275]

Lol you a Forte guy ?

[@mikeingrassia4742]

@@ryanmachale5275 forte in Caldwell was my spot I think same owner .

[@ryanmachale5275]

Hell yeah, solid spot.

[@michaelbutters5468]

Bob does sports to the god dam moon

[@YoungZeus76]

Well I think he got there

[@brifab5087]

That is neither here nor there, and we're moving on.......

[@Luigiman59able]

Fuck that. To mars.

[@bobdoessportstothemoon]

Preach

[@juanpena2919]

Bobby fairways all day

[@sasabean5103]

Watched this to hear bobs story. Almost unbearable hearing her ask questions without doing any prep work and consistently suggesting business ideas. Bobs a class act how he navigated this one.

[@dondasher58]

100% agree. She makes this tough to listen to. Sheesh 🙄

[@mysterymanatee]

Especially with the 'like' every 5 words from her

[@kyle7950]

“How much would it cost to boom u and how much is in ur bank” was the worst 15 min ever … like bitch what . U don’t know shit but now she got an opinion on his business expansion🤣

[@kellenjelley6712]

My favorite is her literally just not listening😂 Bob's says something and then she ask a questions for what he immediately just answered. And he bragging about who's been on here🙄

[@jacobmcilwain3224]

Even though I have heard it tons of time, the craziest part of the whole story is that Joey D was a manager at such a high end restaurant. Hilarious to think about 😂

[@xTheNameisEthan]

He's definitely got that tough but cool manager thing going where he would bust your ass if you're screwing around but after service he's super cool to talk to

[@Benjamin-zp5ds]

Joe other then the fact that hes a bull in the china shop. Joe really is quite mature. He knows food, he knows how to talk, etc.

[@johnspettell1853]

Great to see Bob interviewed. But Jen you have to let the guests talk. Way to much interrupting and cutting Bob off. Let him talk.

[@jmwolfega]

That's the most polite way to put it.

[@ZayTRP]

was debating on posting a comment about this, glad to see someone did.

[@sheriff628]

“OMG, like how much money do people pay you?”

[@Thepetephilly0466]

I thought the same thing? There are good question that were never answered because she interrupted him and derailed the topic.

[@waynelambert7526]

Thank you for saying this man. She got on my nerve a little for interrupting him. She’s a little annoying

[@jonschlegel2961]

Came for Bob, and left with Bob. Not sure why she asked some of the questions she did. None of that is her business. Bob is a class act

[@mitchelberube7618]

Just now watching your interview.I am 70 years old and watching you guys on you tube has transformed my golf game. Over the last few years had become an angry golfer,not fun to play with.Since watching you guys I have chilled I play much better and I think im fun to play with. Thank you

[@jayclose2011]

That’s awesome, good on you mate

[@Barbless55]

Me too. 67 and fell the same

[@jonpomerance-trifts6113]

I hear that. My patience and chill-o-meter has also moved to green partially as a result of KZbin golf.

[@cleekii]

You hit the nail on the head, Bob is extremely likeable. Watching Bob Does Sports makes you feel like you are shooting a round with your boys. They take you away from your own daily grind; making you feel like you are a college maniac again with few responsibilities. It's every mans dream! I'd like to attribute Bob and Joey's humble likeability to being in the Hotel and Restaurant Industry. Seeing people at their worst tends to keep you consistently at your best. Enjoyed the interview!

[@johnfiorvento6416]

I am literally sitting here smiling, watching this entire interview with Bob...this kid is awesome! Been a fan since day one!

[@gabelipson177]

been following bob since the doorman days with maybe 10k followers. the content then was so authentic and electric. he deserves all the success he has.

[@johnmulichak5878]

I'm a simple man: I see Bob, I like, I subscribe. Loved your vibe, Jen. Have a day!

[@grantnewsom860]

I second this. Have a day Johnny boy! Bobby Billions in the making!

[@adriancaso3811]

"Windex is reaping the benefits" lmao Bobby Fairways is a legend

[@LivingInSaltLakeCity]

This was good but could have been so much better if the host would let Bob speak and stop interrupting him to jump around and go on tangents.

[@alvarez_golf3238]

ADHD at its finest.

[@kevg4202]

Interviewer was a clown . Didn’t even research him before he came on the show. Maybe if she did she wouldn’t interrupt him every second. Peak of her career.

[@iladiesnutzoyochin]

@@kevg4202 you gotta remember too that there isn't a whole lot about him out there

[@koltonweichman8432]

Agreed

[@steveshearer915]

Amen!! Constantly interrupting and asking multiple questions at once. Slow down and let your guest speak! 🙏

[@jw152]

I saw Bob and clicked…over half way through I realized the focus of this Podcast… I was like “this gal is really diving into the business” 😂😂😂

[@georgehilleary9743]

One fantastic interview. I think going into not knowing much about Bob made her interview all the better. The entire interview was so easy to watch.. Well done.. I discovered Bob on his breakout golf video when he told Joey he was taking him to Torrey Pines and takes him to the worst course on the planet. It is a classic..

[@DudeyRhino]

I discovered Bob watching the Tee box comp on Micah Morris' channel. What I absolutely loved about him was his insistence on talking directly to the camera man ,(even though he temporarily and hilariously got his name wrong) I just thought this is a dude that cares about people. You can see that Will Smith moment truly rubbed off on him. Been watching Bob Does Sports ever since. Love the boys. Love the message. Love the movement. Having a day with every upload.

[@eljefe68]

Jennifer is literally throwing her kitty at Bob. 😺 Get it, Bob. Love your stuff dude. Keep it up!

[@joeystella7578]

Dial it back pal

[@FLYINGFOXMAN92]

I thought I was the only one who noticed she's ready to take him to the moon and back 😂

[@chrisbanfield4138]

she basically took her panties off when she called him Bobby

[@dennissvitak5475]

@@FLYINGFOXMAN92 - She also has a wedding ring. It is just her way to increase the energy, and level of engagement.

[@johanneseckold8004]

@Jennifer - hope you don't mind me being frank: + Awesome curious interview style + Great insights into Robby's past and how he got to where he is - Super unnecessary shift into nutrition and health, while this topic could've been covered in 2min it has been blown up to almost half the video (I suppose this is a topic that's close to your heart, but that doesn't warrant the depth) - Continued deep dive into food places in NY and LA are entirely irrelevant for most people here (I'm e.g. listening from Singapore) - Missed out on the opportunity to ask some questions the audience does actually care about, e.g. about GoodGood collab, how the PGA stars are in private, what's next for BDS, which new formats they'll try etc. Overall definitely a LIKE though, bring him back and get more into the (golf) topic! Keep it up ☺

[@tactful_colt8536]

A true testament to bobs fan base is the view on this video. This podcast is up and coming but the views off of one day are way higher than the average views. Great interview, I love it!

[@juanpena2919]

100%. No disrespect to the podcast but I’ve never heard of it. I’m here for Bobby boy

[@hunterhousel3236]

Bob made her almost bearable.

[@Endlessunkwn]

Hands down my favorite interview I’ve seen with Bob, never really got to hear the full business side of things. How could you not love what the guys are doing over at BDS, what a great crew. Wonderful interview Jennifer.

[@the_collectors_edition]

Bob meant 9 figures like Cold Cuts meant a bakers dozen is 12.

[@adriancaso3811]

lmao that was such a classic Cutsy line

[@juanpena2919]

IYKYK

[@chrisingram8233]

Saw that, hilarious coming from someone who worked in a restaurant.

[@the_collectors_edition]

@@chrisingram8233 Yeah idk how thats even possible. The man managed a Wolfgang puck restaurant lmao

[@barndencactus]

Bob thought a bakers dozen was 6 😂

[@jackshepp4379]

Bob is the most authentic guy there is, seems like the perfect mate. I've only been a fan for a year or so but every video he does, it's like you're on the course with him. All the best to him and if he keeps doing what he's doing I'll be a fan for the rest of time. Keep killing it Bobby and the boys 🙌

[@chrisingram8233]

fan for a year or so is basically the whole time haha but yeah he seems like such a genuine guy

[@Jeffnolet30]

Jesus Christ, just give her your W2

[@jackwallace32]

Hahaha for real

[@elischlesinger]

Bob is the modern American Dream, absolute legend.

[@ianstowell230]

Bobby Fairways has truly ascended.

[@dayday2466]

god i love bob. clicked on this to hear a minute and im a half hour in. fastest half hour. the man is just pure gold.

[@JulianShell33]

Standing at my fridge drinking pickle juice and laughing my ass off. Great interview!

[@snacpop]

I havnt even watched this yet and I already know I’m going to love Bob more than I already do

[@brendanzinck4461]

1 hour 49 minutes and 19 seconds of Bob getting hit on

[@jp82cards30]

hilarious

[@RefrigeratedTP]

I joined my small hometown country club shortly after starting my business, and it's been the #1 sales driver since. Paid for itself.

[@kwais616]

When i first discovered bob 3 years ago i simply could not stop listening.

[@travisnelson1689]

He just a good genuine dude. It’s why his videos and brand has grown. I’ve put his stuff on to a lot of ppl.

[@gagemead27]

Ever since I've gotten back into golf, which was about a month ago, I've been watching his videos every day. He's a good entertainer, and his golf game is awesome.

[@patbyron4445]

I’m one of the few 5% female that love Bob Does Sports. 😊

[@ryanbarnett3002]

The difference between Bob and others in this arena is Bob just seems like a good dude and is kind and positive to others.

[@Moxiflox330]

Who is bigger in the sports entertainment industry right now than Bobby B. This guy has the potential to be absolutely massive.

[@KillaKav15]

What a fantastic and awesome podcast! A lot of new information I had no idea behind the Bob Brand amazing!!

[@roberttexas3618]

I have to give it to bob . He’s very impressive guy some much energy. I think he likes having a plate full of thinks going on in multitude of directions. I‘ve been following bob does sports . Now I know why I like this guy.

[@kylereitan2360]

I watch more Bob Does Sports than any form of television. Such great entertainment

[@beth2777]

Big Bob Does Sports fan! Now I’m a Habits & Hustle fan. Loved your interaction. Inspires me to do what I love and find a way to make it my money maker.

[@garyking1705]

Very riveting.....I even didn't want to pause it to get more refreshments. Great interview

[@Bseed9583]

really weird asking how much someone makes especially pushing it after u see he doesn't want to answer.

[@jeremiahbayer7916]

Awesome interview! Well done!

[@jonathanpayne2970]

What a fantastic interview. Great chemistry between the two of them with a delightful banter and genuine interest in each other..

[@jakebull13]

Bobby giving all the details. Very transparent. 👏 👏 Bravo 👏 👏

[@e_b2388]

Love how you kept digging really brought out a lot of things we would never know. Great episode! Subbed!

[@Scottsdaleofficesteve]

The Windex sponsor is legendary. The selling fake ads is also how Barstool started. Dave Portnoy put random businesses in his newspapers at the time and would reach out to competing businesses/other businesses in that space and get them to compete for the ad space. Thats how they initially how him/Barstool launched and started earning revenue

[@adamrauckhorst6592]

Fantastic interview with Bob... he's such a genuine person!

[@mcmuff1096]

Bob getting healthy eating advice while doing 50 taco challenges lol

[@CaptainJZ]

Bob is such a class act. Comes off as super genuine.

[@boarderbrah]

Bob is an absolute trooper for sitting through this. A serious interrogation and she wants to jump his bones so bad. Regardless bob is a beauty

[@Steve-qn8gn]

She doesn’t really understand the difference between barstool and bob does sports. The company that owns 50% of BDS is more like barstool than bds is. Bob not mentioning ForePlay in this interview is criminal.

[@JohnWieber]

Bob from Bob Does Sports is one of the best guests and speakers I have heard in a long time!!!!

[@patrickpaulson8652]

Bob is the best, love his channel. So humble and charismatic. Big things in the future 🍻

[@ChristopherMcCarthy8]

There’s two types of Internet personalities… there’s Bobby Berger annnnd… there’s everybody else. Authenticity is key. Go ahead young man!

[@vinnie_choogs84]

BOB DOES SPORTS TO MARS CAUSE THE MOON IS TOO FUCKING CLOSE! Bob and the crew are the best thing in golf KZbin and just KZbin in general, making golf so much more fun and growing the game in their own way.

[@kevinmahon4460]

Great interview! #faithful But you can't leave out Mikey V #voiceless

[@camwalsh420]

I can see Mikey’s face realizing he didn’t get mentioned

[@iladiesnutzoyochin]

THE ROCKET SHIP IS FLYING TO THE MOON. Bobby Interviews doing it big time!

[@andrewtesta3850]

We are all truly blessed to have such a man

[@TvT_golf]

Great interview on both ends! Very enjoyable

[@kevingorman4666]

She's seeing what all his subs see, A fun great guy with a killer attitude. Bob is a cool dude

[@ralphmendoza9371]

Much more respect to Bobby for answering these ridiculous questions!

[@camerongabbert4691]

Bob is such a class act man. Great talk

[@imnotoopinionated]

Bob is so chill. She asks 5 questions at a time and he can barely answer.

[@outsiders_ofxs]

We love Bobby. Couldn’t be a nicer guy. Joey, FP, jet, and ticket are all the best. The absolute best team on KZbin, bobdoessports to the moon. Have a day. 🍻

[@brianjohnson8918]

I'm amazed he can deal with all the business aspects & still generate the content; he must be a good judge of the partners he brings in to help deal with all that.

[@SWEggy_P]

Fantastic interview and Bob is the man!

[@bryceclifford8974]

Absolutely loved this. Hadn't seen Jenn before and you can consider me a follower now. Awesome.

[@jasonray9111]

Bobby is the most genuine guy! Happy for you Bob. Great interview Jen!

[@claywilliams7442]

Were the mice running around on the desk part of this podcast?

[@kylet2635]

Bob does sports 4 life! Best content on YT!

[@FireKickz]

bob is everywhere! new to this channel but special stuff from the young man and jen

[@kevinlindquist]

Great interview. Bob is such an incredible content creator by far my favorite on youtube.

[@gregbarg6688]

Nice little interview for the young man

[@thegolfguy68]

Loved this interview. Getting to know Bob is great.

[@garyosborne8906]

Bob is an amazing guy. He is a “every guys best friend” type of guy and so easy to relate to. The golf thing is a huge draw for those looking for a channel to watch but it is Bob’s, Joey’s and Fat Perez’s chemistry and charisma that is the big hook. It is addictive,

[@italianmamba2430]

Amazing interview 💪💪….all the BDS 🚀

[@kingtaco1472]

Just glad KZbin had this pop up. Bobby Fairways is just a fantastic personality/entertainer. Taking cold cuts to Torrey Pines is the best and they even have the bagels 🥯. I came because of his interview but also subscribed and will check out more content.

[@Chip_in]

Here for Bobby boy but stayed for the podcast...run it back l'll definitely click back in for another listen ⛳

[@KyKicks23]

Robby is awesome. Just a genuine guy

[@HillbillyJedi88]

I'm not usually a podcast person but I've been watching the boys a lot and love the content for a long time. This was really great to understand a lot more about Robby, Bob Does Sports and how it all came together and works. Loved it and thank you for putting this together. Nice to see Robby is as nice a guy as I hoped he would be from watching their channel! Great stuff!

[@Kstross90]

Great episode. Audio levels need to be boosted a bit though. Had to listen on full blast

[@frob24]

This is great. Love Bob!

[@jlucas4451]

Bobby fairways!!!!! This was a great listen during my walk.

[@brentdemers5572]

My favourite channel!

[@kevinbecker4760]

Was Jen trying to touch his leg with her foot around the 1:44 mark? My son introduced me to Bob about a year ago and I have looked forward to his videos every week since and I’m 50.

[@JEHGOLF]

What a guy man 👏🏽 happy for him he’s killing it

[@jonschlegel2961]

I met him at the Genesis Open this year. Fantastic human being! My girlfriend said I could be your 4th Bob, think about it!

[@jasonhicks3015]

solid pickup. bobby fairways is an insta click no matter what the content is. great interview.

[@jeremywilson8247]

This man is a legend already!!!

[@cholosinpolosgolf8206]

This kid is the best thing on KZbin!

[@giannigiangian]

I feel bob is the only guy that can be invited on to a show to be interviewed and become the interviewer 😅

[@billycurtis4236]

Refreshing to see Bobby having all the success he deserves. Even a year later

[@TannerKerr]

Phenomenal podcast! Bob and the crew have been a fantastic addition to the weekly content online!

[@Joeyshoes1]

Bobby Fairways! Making golf breezy again!

[@cakedupkevin]

Bob is the man! He has rejuvenated my love for the game of golf!

[@tanney15]

Am i the only one who could see these two together the energy is crazy

[@tylerdodd55]

Just found Bobby and love his show

[@robertr2953]

Love this interview! Love Bob! Such a genuinely good guy. Should put some text fixing his mistake on the 9 figure. So funny though and really well done interview!

[@billleonard6662]

Huge fan of Bob does sports. He seems like a genuinely good person and is funny as hell. Keep it up Bob! Jen please don’t interrupt so much and too much delving into how much money he and the others make. That is personal and Bob handled that like a champ! Otherwise great interview.