Rob Little: MAXIM Comedian of the Year! at 19 3rd St NW – Winter Haven, FL

Rob Little: MAXIM Comedian of the Year! at 19 3rd St NW – Winter Haven, FL

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Don’t miss this upcoming event in Winter Haven, FL. Happening on Friday, January 16, 2026 at 19 3rd St NW. Doors open at 8:00 PM.

Rob Little was a regular sketch player on Last Call with Carson Daly and Best Damn Sports Show! He was also MAXIM’s Comedian of the Year!

More about this event:

Rob Little’s outlook on life can be summed-up in two words: Pure Optimism. Rob’s ability to see things in a positive light, coupled with his desire to make people laugh, has served him well. While working in a lucrative position as a computer programmer for IBM, he decided to take a huge risk. The Detroit-born comic sent out an ALL-company e-mail that read, “If you aren’t happy here, quit your job and follow your dream.” Which is exactly what he did! He now enjoys an incredibly successful career as a stand-up comedian along with an impressive and growing portfolio.

Having established himself as one of the funniest, most progressive, comedians in the country, it’s easy to understand why The Detroit Free press selected him as the “Best up and Coming Comedian,” and he was selected as a feature performer at the Chicago and Boston Comedy Festivals. Rob was excited to be named Budweiser’s “Real Man of Comedy”. Last Comic Standing on NBC named him, “The Happiest Comic in America”. Campus Activities Magazine named him “College Comic of the Year” and Maxim Magazine named him “Comedian of the Year”.

​Little uses his training from the world famous Second City Improv Comedy Club to create routines that are inventive, funny, spontaneous, and completely unique. A sketch comedy player on the Fox Sports Net Show, “The Best Damn Sports Show Period”, Comedy Central’s “Nick Swardson’s Pretend Time” and “Last Call with Carson Daly.” He headlines clubs, colleges, cruises, and corporate events all over the country. He has appeared in national television commercials and on such shows as Comedy Central’s “Distraction,” and SiTV’s “Latino Laugh Festival.” Rob was also the $25,000 winner of the CBS network summer hit reality show, “Fire me Please.”

Event Details:

Date: Friday and Saturday January 16th & 17th

Showtime: 8pm

Doors: 7pm

Tickets:

General Admission: $25 in advance or $30 at the door

We absorb the fees!

Restrictions:

All sales are final. No refunds. No exchanges.

Must be 21+ to enter.

Seating: We have moved to an open seating chart. All seats are general admission. We seat your party as you arrive from front of the room towards the back. VIP seating is available for special evnts only.

DON’T BE LATE! Any unclaimed seats will be reassigned to walk ups at show time.

Two item minimum per person. Alcohol, chips, soda, and merchandise count toward minimum. Bottled water does not count towards minimum. An additional charge of $10 will be applied to your tab for each person who does not meet the two item requirement.

Must present confirmation email or QR code the night of the show for admission.

Please arrive at least 30 minutes prior to show time to help facilitate a timely show start.

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Date And Time

Friday, January 16th, 2026 08:00 PM (PST)
 

Venue

19 3rd St NW
 

Event Types

 

Event Category

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