Solo Acoustic & Comedy Set
$250
It’s just me, my guitar, a mic, and your crowd for a stripped-down, heart-on-my-sleeve hour. I pair original songs with honest, stand-up stories from my years as a midwest mutt. It's a warm, personal performance designed to bring folks together, share a few laughs, and make real memories.
Custom Private Concert
$325
I take my signature songs and comedy and tailor the entire hour around your specific event, space, and guests. Whether it's a backyard party or a family milestone, I shape the pacing and storytelling just for you. You get a personalized experience that leaves your group feeling connected and entertained.
The Henry Show
$600
This is my full-throttle, high-energy hour where I throw everything at the stage: guitar, drums, keyboard, kazoo, original tunes, and big laughs. Built for larger crowds, festivals, and bigger rooms, it's a wild, joyful ride packed with American adventure energy that gets everyone off their feet and straight into the fun.
Entertainment Stages
Public Events
Private Parties
Keynote Speaker
Educational Initiatives
Corporate Publicity
Promotional Advertising
Church Gatherings
Non-Profit Drives
Upcoming Live Shows 2027
January 22 ☆ NDSU Horse Farm
February 15 ☆ Singles Awareness Day
March 15 ☆ Ides of March
April 1 ☆ April Fool's Day
April 29 ☆ Willie Nelson's Birthday
May 9 ☆ Mother's Day
June 5 ☆ Intro to Summer
June 22 ☆ Anniversary of Arrest
July 4 ☆ 4th of July with Henry Gaskins
July 20 ☆ Henry's Independence
August 15 ☆ The Dead of Summer
September 25 ☆ Old Friends and Homecoming
October 12 ☆ General Convention
November 23 ☆ Thanksgiving Wednesday
December 1 ☆ Old Folks' Christmas Party
December 17 ☆ Henry's Birthday Party
December 25 ☆ Henry's Christmas Recital
December 31 ☆ New Year's Bash