The EnterTrainer
Overview
Reviews @ BobbyGoldsmith com
From NY to LA, Bobby converts childhood antics—like faking a fever with rubbing alcohol to ditch school to surviving with 3-sisters ("oy-vey") into comedic genius. A high-energy, nationally touring pro, he captivates audiences w/engaging stories & clever punchlines from the first seconds to the last impression. He's Graced the stages of iconic venues-IMPROV, Funny Bone, The Broadway, & more, he weaves stories on dating, marriage, kids, & timely topics with his signature "Adult Clean" style, ensuring sets are vulgar-free. He's appeared on ABC, FOX, HGTV, & embraced drive-time radio as the host of "From Diapers to It Depends" on WCGO-1590-Chicago + WTAN-1340-Tampa!
Reviews
17 reviews
Paulette N.
March 31, 2025Outstanding
Hello, I'm Paulette
I invited comedian Bobby Goldsmith to our 55+ community for a special event in memory of my husband, Kenny, who loved clean comedy. After my grieving period. I wanted us to share laughter instead of just tears.
The event was a huge success with 178 sign-ups, more than the usual attendance for events at our community. Bobby arrived early, mingled with guests before and after and then delivered an outstanding hour of clean comedy, without any of the vulgarity so many comedians feel compelled to use today. We laughed from start to finish, as I received comments such as “I loved his flawless transitions from one story to the next.”
Throughout the week, I received endless thanks via texts, calls, and even flowers. Bobby's unique storytelling and humor left a lasting impression. I highly recommend him for any event.
Hired as: Comedian
The EnterTrainer
Hello Paulette, I first want to thank you for reaching out and inviting me to perform for your event. I was flattered and humbled just to be there. Your Group was so engaged and receptive it made it an exciting event for my wife and myself as well. The positive responses... that was the icing on the cake. Deanna and I want to wish you and your family all the best as you head north for the summer! Hopefully we get to connect again next year.
God Bless. Bobby
Sammi G.
March 25, 2025Great Comedian - Worth The Money!
Bobby was fantastic! He was invited to do a comedian special for my 55 and better community and let me tell you, they LOVED it! Bobby's topics were relatable and funny. He was appropriate, had everyone laughing and was engaging with the office staff. I highly recommend him for any event you have! My residents are still talking about him and it was a week ago! Thanks Bobby!
Hired as: Comedian, Comedy Show, Stand-Up Comedian
The EnterTrainer
"Thank you, Sammi, for hosting me and for your kind words. It was wonderful to meet you! Honestly, I've had the chance to perform at many senior communities, and usually, only half of the audience is engaged. But this group was 100% engaged and lively! This truly reflects the dedication of the staff at the Retreat. I'd love to come back and perform anytime."
Francine H.
June 26, 2023Clean high class comedy
Such a super professional show. Really appreciated the inspirational close out to the group. The show was well presented , intelligently performed and was so well put together we didn’t want it to end. Five star performance. Stellar jokes. Thanks so much. Highly recommended.
Hired as: Stand-Up Comedian
The EnterTrainer
Wow, that is so amazing... Honestly, I can't thank you enough for having me out and it was an absolute privilege to perform for your organization and play even a small role in your event. I am Looking forward to the next time we can work together. Be Blessed, Bobby
Karen
June 12, 2025The Volunteer Appreciation Day Hit!
This review is long overdue: We gave Bobby the difficult task of performing outdoors at our Dunedin Hospital Volunteer Appreciation Day event. Despite the usual outdoor distractions like vehicles driving by, ambulance sirens, and acoustics that could only be described as challenging, he still “killed” it (not sure that's the best interpretation for a hospital event?) with laughter from the first few seconds until he left the stage. He was easily the day’s standout performance, as I have been receiving numerous accolades for his clean comedy style, which I hear is rare in today’s comedy world. From our initial conversation to his arrival an hour before the performance, Bobby was the consummate professional. Our staff thoroughly enjoyed the way he mingled with the staff, entertaining them well before he even hit the stage. I highly recommend Bobby for any event you have in mind."
Hired as: Comedian, Stand-Up Comedian
Ozzy
May 1, 2025Totally Awesome
Great Performance
The Folks are still Talking about it and can't wait to have you Back
Hired as: Comedian
The EnterTrainer
Thank you Ozze! It was So great to meet you, everyone was awesome. They were all so welcoming and from an audience perspective totally engaged from the first few seconds. I would love to comeback and sort of keep the ball rolling. Thank you again for the opportunity! God Bless!
Booking information
Price range: $550-$2500 negotiable on event & locations, etc
Languages: English
Gig length: 30 - 60 minutes
What to expect
"If you're on the hunt for clean adult comedy entertainment (absolutely no vulgarity), an engaging emcee for your organizational event, or an inspirational/educational speaker, look no further than Robert 'Bobby' Goldsmith.
A One of a kind; Bobby Goldsmith may be the only person capable of blending a microphone and a stage with the traditional suit-and-tie, cracking jokes, sharing life experiences and stories that just might teach you something.
But it is in fact, those captivating stories and his clever punchlines, that easily connects with diverse audiences from the first seconds to leaving that lasting impression.
Affectionately known as "The EnterTrainer," Bobby has the unique ability to make you laugh while explaining the nuances between a 401(K) and a Roth IRA! Well, that sounds riveting... I know right?
His commitment to ensuring a perfect fit for your event starts with a conversation with event planners before any booking. His success largely derives from his dedicated preparation, where he thoroughly investigates the event, its key figures, honorees, and all pertinent details to ensure his presentation resonates from beginning to end.
For exceptional, engaging, and professional entertainment, Robert 'Bobby' Goldsmith is your go-to choice. Check out reviews and testimonials at (link hidden) --
Even if you decide on another performer, Bobby is more than happy to lend a hand in making sure your event runs seamlessly.
As a producer Bobby also promotes showcases for organizations such as THE VFW and Other charities including senior centers where he brings unique talents to create an event you will always remember.
About
Bobby is not just a comedian; he's a storyteller who uncovers the extraordinary in the ordinary, weaving everyday observations into comedic tapestry that resonates with audiences everywhere. His journey into comedy wasn’t born out of a craving for the spotlight but from a passion for connecting with and serving people, from finance to funny.
Having lost his father while still a teenager, he grew up on the poor side of town, eventually carving out his own success as a financial professional / motivational speaker ultimately finding his calling as a stand-up comedian —making people laugh! He has graced comedy club stages from NY to LA, appeared on television with HGTV, and been featured on affiliates of ABC, FOX, and CNN across the country.
He co-starred in the TV special “Let's Do Some Kountry Kicken,” hosted his own radio shows "From Diapers to It Depends!"on 1340-WTAN - Tampa, and has served as the voice of “The Financial Tip of the Week” on WCGO-1590 Chicago on "Everyday with French & Friends."
If you are seeking clean comedy entertainment (with permission - minor innuendo) or an inspiring speaker to liven up your event with humor, look no further!
Here’s a glimpse at organizations and comedy venues nationwide where he has captivated audiences:"
The Society of American Military Engineers, OK
FireFighters of America
Denton Police
The City of Kennedale, TX
Call Tower, Orlando
DK Painting - Dallas, TX
Davis Engineering
Global Integrity Finance
HBW Insurance & Financial Services, INC - CA
Rea Financial
THE HILTON GRAND VACATIONS CLUB
Ariel Pointe Senior Living, Sachse, TX
Westminster Towers - Orlando, Fl
Trinity Industries, Dallas, TX
Trellance Corp. Tampa Bay
Financial Fitness & Insurance Services, LLC
MDA Financial Services
The Federal Reserve Bank of Dallas
Haag Global - Arlington
Kubota Tractor - Zimmer, (Billy Bob's, Ft Worth Tx)
Dallas Lady Newcomers
General Federation of Women's Clubs (GWFC)
The Colony Police - The Denton Police -The City of Kennedale - The Plano Police (Coffee for Cops)
The Veteran of Foreign Wars (Multiple locations).
The Dallas Conservative Jewish Organization
The South Florida Republican AssociationThe Castle Group, HOA
Pinney Point, HOA
Christy Engineering
The So. Jersey Car Club. NJ
Penn State Alumni Assoc.
He has also performed at Some of these Iconic Comedy Venues:
The Broadway Comedy Club, NYC
The Punchline - Atlanta
Stardome, Birmingham, AL
Helium Club, New York / St. Louis
The IMPROV (Arlington, Addison, Phoenix, North Carolina)
CB Live, Arizona
Hyena's Comedy Club (Dallas/ Ft. Worth)
The House of Comedy (Plano)
Laugh Out Lounge, Shreveport
Backdoor Comedy - Dallas
TK's Comedy - Addison
The Addison Theater
The Eisemann Center - Richardson TX
The Firehouse theater - Dallas
The Looney Bin - Arkansas / Tulsa
A Night at the Improv - Phoenix
Coconuts, St. Pete, Florida
The ZOO - St. Pete, Florida
Gutty's Comedy Club - Indiana
Venturino's Comedy Club - Estero Florida
Venturino's - Marco Island
Snappers - Fort Myers, FL
SideSplitters - Wesley Chapel & Tampa, FL
The REO - Longview, TX
The Funny Bone - Richmond, VA
The Funny Bone - Virginia Beach
The Funny Bone, Des Moines, IA
The Comedy Cabana - Myrtle Beach, SC
Off the Hook, Naples FL
The SOL theatre, Boca Raton, FL
BOB's - Parrish, FL
Additional booking notes
Only requirement (unless otherwise noted for speaking events) include...
A stool (water bottle)
Mic and Mic Stand
Sound equipment... That's it, unless there are requirements for your event.