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The EnterTrainer
- Sarasota, FL
- Comedian
- Travels nationwide
- $550-$2500 negotiable on event & locations, etc
Overview
Robert "Bobby" Goldsmith (aka "The EnterTrainer"), is a high-energy, nationally touring comedian filled with captivating stories and clever punchlines. He has graced the stages of the nation's most iconic comedy venues, connecting effortlessly with diverse audiences delivering laughs from the first seconds to a lasting impression. His impressive resume includes appearances on HGTV, ABC, and FOX, and he's that endearing personality on the radio show (WTAN-1340) "From Diapers to It Depends!" A 3x award-winning author, he doubles down as an inspiring speaker, blending stand-up comedy with real-life education and motivational speaking.
Reviews and testimonials at (link hidden).
6 Reviews
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.
Stand-Up Comedian
Response from 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
We had Booby come out to perform in our 55+ community for our residents. It was a Father's Day celebration. Bobby was welcomed on stage after dinner, and he not only had everyone laughing, but maintained the interest and interacted with the audience throughout the whole performance.
From our first contact, Bobby was great to work with, communicated well and very reliable. It was a pleasure having him. We totally recommend him!
Stand-Up Comedian
Bobby Goldsmith performed stand-up comedy for us during a company dinner event at the Westin Galleria hotel on Thursday, June 13, 2024. Bobby is a natural storyteller, whether it was a personal anecdote or a fictional tale, he weaved captivating narratives that keeps us engaged and laughing. Bobby’s stage presence and interaction with the crowd created an electric atmosphere. You can’t help but be drawn in. What stood out the most was Bobby's impeccable timing. He knew exactly when to pause for effect and when to deliver the punchline. The room erupted in laughter during those perfectly timed moments. It’s clear that he has mastered the art of comedic delivery. So, if you’re planning an event and want laughter and fun energy, look no further than Bobby Goldsmith.
Stand-Up Comedian
We used Bobby as a fill in on our Talent Show and he made the night! He was on time, easy to work with and Funny. Well worth the money! Will definitely use him again.
Comedian
What a genius comedy mind !!!!!!! We were at the Southeastern University in Oklahoma on May 11, 2023. —-Happened upon this comedy show and woweey kazowey !!!! What a great find !!!!! Professional, clean , and inspirational event. We left feeling good about our trip. Check this comedian out!!!! You will be glad you did.
Comedian
Booking Info
Price Range: $550-$2500 negotiable on event & locations, etc
Gig Length: 30 - 60 minutes
Languages: English
What to Expect
"If you are seeking clean comedy entertainment, an emcee for your annual event, or an emcee to entertain while keeping your event on track, Robert 'Bobby' Goldsmith is the professional you need.
Affectionately known as 'The EnterTrainer,' Bobby Goldsmith is perhaps the only person who can make you laugh while explaining the differences between a 401(K) and a Roth IRA! With more than 35 years of experience as an accomplished financial professional, Bobby has added a microphone and a stage to the old suit-and-tie, cracking jokes that might actually teach you something. Bobby embarked on his life’s journey in the financial sector, helping clients and educating agents on those thrilling topics we all adore: insurance, investments, taxes, and trusts. (Yes, all that riveting stuff that will have you running for the coffee machine!)
Now having performed for more than a decade as a clean stand-up comedian along with his time as an entertaining motivational speaker he is no stranger to the spotlight. Bobby combines humor and insight with unmatched professionalism. His commitment to excellence ensures you will be more than satisfied with his performance.
A significant part of Bobby's success comes from his dedicated preparation. He thoroughly researches the event, its key figures, and the honorees, ensuring that his presentation resonates with audiences from start to finish. His approach guarantees engagement right from the beginning, leaving a lasting and positive impression.
Moreover, Bobby prioritizes speaking with event planners before confirming any bookings to ensure a perfect fit. Even if you ultimately decide on another performer, Bobby remains happy to assist in any way possible to ensure your event runs smoothly and memorably.
For exceptional, engaging, and professional entertainment, look no further than Robert 'Bobby' Goldsmith."
Check out reviews and testimonials at www. (link hidden)
About
"Raised on the rough streets of Brooklyn, N.Y., Bobby overcame the challenges of alcohol & drug abuse to reach extraordinary levels of success! Okay, wait... we're not talking about "that" kind of abuse, but the rubbing alcohol he used to fake a fever and skip a day of school, and the aspirin he took growing up with three sisters... Oy Vey!
Bobby is not just a comedian; he's a storyteller who uncovers the extraordinary in the ordinary, weaving everyday observations into a humorous 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 level of success in society both as a 35-year financial professional and as an educational/ entertaining speaking. His passion was to do his best to make certain the people he served never experienced the same financial challenges he had to endure.
He then parlayed that into financial advisor coaching & educational classes, expanded that into motivational speaking, and ultimately found his calling in stand-up comedy (perhaps his favorite gig of all—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 nation. He co-starred in the TV special “Let's Do Some Kountry Kicken,” hosts his own radio show on WTAN-1340 (Tampa) called "From Diapers to It Depends!" and has served as the voice of “The Financial Tip of the Week” on WCGO-1590 Chicago on "Everyday with French & Friends."
So, if you are seeking clean comedy entertainment or an inspiring experience to educate and enliven your event, look no further! Robert "Bobby" Goldsmith exceeds all expectations. His professionalism is unmatched. Here’s a glimpse at organizations and comedy venues nationwide where he has captivated audiences:"
The Society of American Military Engineers
DK Painting - Dallas, TX
Davis Engineering
Global Integrity Finance
HBW Insurance & Financial Services, INC - CA
Ariel Pointe Senior Living, Sachse, TX
Westminster Towers - Orlando, Fl
Trinity Industries, Dallas
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
He has also performed at Some of these Iconic Comedy Venues:
The Punchline - Atlanta
Helium Club, New York / St. Louis
The IMPROV (Arlington, Addison, Phoenix)
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
The Looney Bin - Arkansas / Tulsa
Coconuts, St. Pete, Florida
Sunshine City Comedy Club - St. Pete, Fl
Gutty's Comedy Club - Indiana
Venturino's Comedy Club - Estero Florida
Snappers - Fort Myers, FL
SideSplitters - Wesley Chapel & Tampa, FL
The REO - Longview, TX
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.
Past Booked Events
June 15, 2024 • 7:30pm - 8:30pm | Resort Style Comedy |
June 10, 2024 • 6:00pm - 7:00pm | THe Preserve |
June 08, 2024 • 7:00pm - 9:30pm | Broken Down Boomers |
June 04, 2024 • 7:00pm - 9:00pm | Dunedin Mix |
June 01, 2024 • 8:00pm - 9:30pm | Resort Entertainment |
May 19, 2024 • 7:00pm - 9:00pm | The Magic of Eric Eaton |
May 18, 2024 • 7:00pm - 8:00pm | Private Party |
May 12, 2024 • 7:00pm - 10:30pm | Comedy Club 2- shows |
May 05, 2024 • 7:00pm - 9:00pm | The Magic of Eric Eaton |
Setup Requirements
Mic/Stand/Speaker-sound system/Stool