Singer/songwriter and gifted guitar player Henry Phillips may be lonely and a self-professed loser, but he's also one of the most clever comedians on the planet. His songs often focus on the darker, more twisted side of life, but we still find his soft-spoken, self-deprecating personality quite adorable. Though his demeanor may lead you to believe otherwise, he's actually a fun guy to be around, especially if you enjoy gambling, drinking or gambling while drinking. In other news, Henry recently wrote and starred in the movie Punching the Clown, which can now be added to your queue on Netflix (click here to add) or purchased at Amazon.com. Follow Henry on twitter. You can also check out his new music video "He's Talkin' Again" and his new web series "Henry's Kitchen."

Jan 25, 2013 show page with Henry Phillips

Extra Hour -

Hour 1 - Sports w/ Chick The Hanging Restaurant Lonely Valentine "SuperDuperMatchup" Jimmy Kimmel Audio Treadmills

Hour 2 - Maz Jobrani Playing a Terrorist Moley Cred & Accents I Could Be Anything "Jack Bauer" Calls

Hour 3 - Maz Jobrani Reno Collier The Grocery Guy Acting Issues News w/ Kristi

Hour 4 - Auggie Smith Maz Jabroni Reno Collier Getting Married Acting and Auditioning Henry Phillips Things I Learned

Post Show - Henry Phillips Reno Collier Auggie Smith

Jan 10, 2013 show page with Henry Phillips

Extra Hour -

Hour 1 - Drew Hastings Sports w/ Chick Political Correctness Adult Magazines "Internet Porn"

Hour 2 - Drew Hastings Adult Magazines Nick Griffin Online Dating Clothing Options

Hour 3 - Drew Hastings Nick Griffin The Dating Life Types of Women Adult Magazines Cont... Henry Phillips

Hour 4 - Henry Phillips Drew Hastings Nick Griffin Amateur Porn "Mystery Girl" Shoe-In of the Week Things We Learned

Post Show - Bill Burr

Sep 11, 2012 show page with Henry Phillips

Extra Hour -

Hour 1 - Sports w/ Chick News w/ Kristi Candy Bars Sex Toys Sexed Up Cities Brian Regan on Flying

Hour 2 - Henry Phillips The New Toaster Oven Acting and Movies "When We Were Young" Bill Clinton Insider The Tooth Fairy Donnie Baker

Hour 3 - Henry Phillips "Fresh Out of Blues" Floyd Tucker Brian Regan

Hour 4 - Henry Phillips Pat Dixon Ripped from the Headlines Bob Zany The Zany Report Things We Learned

Post Show - Pat McAfee

May 10, 2012 show page with Henry Phillips

Extra Hour -

Hour 1 - Sports w/ Chick "Guy Who'd Rather..." Convoy Patrick Keane Car Games

Hour 2 - Patrick Keane News w/ Kristi News Audio Nate Bargatze Dating and Exercise

Hour 3 - Henry Phillips Patrick Keane Nate Bagatze Alone Again Dad the Clown News w/ Kristi

Hour 4 - Andrew Zimmern Patrick Keane Henry Phillips Nate Bargatze

Post Show - Nate Bargatze Patrick Keane

Jan 12, 2012 show page with Henry Phillips

Extra Hour -

Hour 1 - Sports w/ Chick News w/ Kristi Being Late to Work Girl with two Vaginas "She's Talkin' Again"

Hour 2 - Action Movie Ap Blowing Up Tom Sports w/ Chick Henry Phillips "Say Oops and Move On"

Hour 3 - Henry Phillips Odd News Stories Sean Morey Boat Talk Captain Dave

Hour 4 - Sean Morey Henry Phillips Shoe-In of the Week News w/ Kristi

Post Show - Super Bowl Talk

Sep 9, 2011 show page with Henry Phillips

Extra Hour -

Hour 1 - Sports w/ Chick News w/ Kristi Hot Girl Study Back to the Future Shoe Henry Phillips Henry's Kitchen

Hour 2 - Henry Philips Henry's Alter Ego Jose "The Bitch Song" James Adomian "Gary Busey" Calls

Hour 3 - Henry Phillips James Adomian "Lewis Black Reads..." Jonah Hill Jenny's Number Jessie Ventura's Show

Hour 4 - Shang Forbes James Adomiam Conspiracies

Post Show - Jack Trudeau Phillip B. Wilson

Jun 2, 2011 show page with Henry Phillips

Extra Hour - Greg Hahn Lumberjack Show JR Hildebrand 2nd Place @ Indy 500 More JR & Hahn

Hour 1 - Sports w/ Chick The Wiener Debacle "Attack of the Wiener Man" Henry Phillips "Drivin'"

Hour 2 - Henry Phillips News w/ Kristi More Wiener News Drew Hastings Political Office

Hour 3 - Paul Mecurio Henry Phillips Drew Hastings The Wiener Debate THe Gay Dancer Pregnant Cows

Hour 4 - Paul Mecurio Henry Phillips Drew Hastings Mob Image Makeover News w/ Kristi Things We Learned

Post Show - Bill Engvall

Apr 12, 2011 show page with Henry Phillips

Extra Hour - Bob Biggerstaff Kenny Tarmac Calls Ventriloquists.... Old & New Kristi T-Bagging Hef Calls

Hour 1 - Sports w/ Chick News w/ Kristi Doing Things Wrong Squatting on Toilets Donnie Baker Calls

Hour 2 - News w/ Kristi Henry Phillips Liberal vs. Conservative "Letter in the Mail"

Hour 3 - Henry Phillips Jesse Ventura "She's Talkin Again" Damon Wayans Jr. Nikki Sixx

Hour 4 - Henry Phillips "Shoulders of Freaks" News w/ Kristi Bob Zany The Zany Report Things We Learned

Post Show - Constantine Maroulis Rock of Ages

Jan 12, 2011 show page with Henry Phillips

Extra Hour -

Hour 1 - Sports w/ Chick Going to Second Sex Games Sounds that Disappeared "Larry King"

Hour 2 - Henry Phillips Punching the Clown Hollywood Parties "Dog Type Girls"

Hour 3 - Henry Phillips "First Time I Saw You" Romantic Lyrics Punching the Clown Tim Bedore Snow and More Vague But True

Hour 4 - Henry Phillips Geechy Guy Duke Tumatoe NFL Song Things We Learned

Post Show - Henry Phillips "Girlfriend" Would You Rather...

Oct 22, 2010 show page with Henry Phillips

Extra Hour - Drew Hastings Sweaters Burials Cheech & Chong Heywood Banks Weed Talk

Hour 1 - Sports w/Chick Favre Update Impressions Political News Greg Warren "Stan" Really Exists

Hour 2 - Dating w/Greg Russian Girl Lunch Dates Donnie Baker calls Henry Phillips 'Making Mistakes' Lost Launch Codes Helen Thomas

Hour 3 - 'One Star People' The Color Red Larry King Octomom Doctor 'Hey Michelle' "Steve" The Old Wrestler 'Fresh out of Blues' Chris Mancini Graham Elwood

Hour 4 - Snowboarding On the Slopes Military Shows Band Aids Shoe-In of the Week Graham Elwood Chris Mancini Dr. & Mr. Spoc Things We Learned

Post Show - Jack Trudeau Phillip B. Wilson NFL Talk

Jul 29, 2010 show page with Henry Phillips

Extra Hour - Bob Biggerstaff Roy Wood Jr.

Hour 1 - "She's Talkin' Again" Sports w/ Chick Getting Drunk Dogs and Wafers Kristin Key

Hour 2 - Kristin Key Technology Updated TV Shows Sexting "Helen Tomas" Calls Warren B. Hall Photos and Anger

Hour 3 - Warren B. Hall Kristin Key Nude Beaches Bank Robberies "Lohan Prison Diary" Henry Phillips "LA Dream"

Hour 4 - Henry Phillips "Maybe They Won't Kill You" "Dog Type Girl"

Post Show - Kristin Key Warren B. Hll Henry Phillips

Feb 19, 2010 show page with Henry Phillips

Extra Hour - Greg Morton and Canada The Olympics Dalai Lama Brian Dunkleman

Hour 1 - "Pants" - Mummies Olympics News Marriage Contract - Hahn News w/ Chick Pat Dixon News w/ Tom Zebra on the Loose

Hour 2 - Pat Dixon Loving Women Thoughts on Mayer "Gordo" calls "Leonard Cohen" Calls Henry Phillips "Mystery Girl" - Phillips Mike MacRae The Peck Report Movies and Awards "Some Things Never Change"

Hour 3 - Henry Phillips Mike MacRae Pat Dixon "Movie Reviews" "Mom Star" "Wait For Me in Heaven" Rip Torn News Being Heavy

Hour 4 - Here Come the Mummies "Single Entendre" "Gonna Eat All That" "Ra Ra Ra" "OCDD" "Funky Little Baby" "Dirty Minds" "Pants"

Post Show - Boat, Sport & Travel Duck Calls

Feb 11, 2010 show page with Henry Phillips

Extra Hour - Valentine's Day Talk The Chocolate Willie

Hour 1 - "Candy Hearts Wisdom" Danica in the News Chocolate Willies Weather News American Idol Audio

Hour 2 - John Evans John's Big Announcement Silence of the Lambs "The Vag" - B&T Band Buying Pot Kenny Tarmac Calls Rupert Boneham Larry Reeb Smoking Cigars Floyd Tucker Calls Vintage Gear

Hour 3 - Larry Reeb John Evans News w/ Kristi Henry Phillips "Marriage Contract" - Hahn Sports Update Costaki Economopoulos The Economonologue Grooming Habits "Steven Segal" Calls

Hour 4 - John Evans Larry Reeb Hair Talk Lifestyle vs. Diet News w/ Kristi Drug Smelling Dogs Massage Talk Smoking Weed Donnie Baker Calls "Bob Dole" Calls Duke Tumatoe The NFL Song Bass Talk

Post Show - More Duke Tumatoe Valentine's Day Singers

Jan 22, 2010 show page with Henry Phillips

Hour 1 - Texting and Injuries Cop Stories News w/ Kristi Dog OCD Touching Tom Vomiting Issues Henry Phillips Punching the Clown "Guitar Pill" - Phillips

Hour 2 - Henry Phillips "Dog Type Girl" - Phillips Late Night Audio Pants on the Ground "Pants Duets" "Hello Michelle" - Phillips John Roy Romen Noodles Smells

Hour 3 - Henry Phillips John Roy "Letter in the Mail" - Phillips Dating Young Women Video Games and Porn Being Bald "The Bitch Song" - Phillips Back in Time "What Do You Want..."

Hour 4 - Cheech & Chong Legalize It! Henry Phillips "First Time I Saw You" Making Movies Up in Smoke Animation

Jul 10, 2009 show page with Henry Phillips

Hour 1 - On Vacation - Greg Warren Change Machine "I've Got Junk, Babe" Smoking Lettuce The Men's Bra Man Boobs - B&T Band Sports w/ Chick The Smother's Brothers

Hour 2 - Long Travels The Back Seat Commercial Gone Wrong Call From a Bartender Sperm in the News Conan O'Brien Audio "Bill Clinton" Calls Donnie Baker Calls Patrick Keane

Hour 3 - Henry Phillips "I'll See You in Heaven" "Tuna of Opportunity" - Banks The New Words "Mystery Girl" "A Love Song" News w/ Kristi "Don't Look Now" - Carrington

Hour 4 - Patrick Keane Henry Phillips "First Time I Saw You" "She's Talkin' Again" Tattoos Speaking Japanese

Feb 3, 2009 show page with Henry Phillips

Hour 1 - BOB&TOM LIVE FROM NASSAU BAHAMAS with special guests Mark Sweeney Greg Warren Heywood Banks Paul Mecurio Henry Phillips & Steve Allee at the piano Chick's terrifying parasailing adventure Kristi with news briefs Larry King calls in

Hour 2 - Greg Warren - best friends More with Greg Warren Bob's Ukelele Love Songs Paul Mecurio

Hour 3 - Joe Herbert - Million Dollar Superbowl Ad contest winners! Bill Clinton calls in Dick Mango Live from Nassau Paul Mecurio - New series on HBO this Fall Heywood Banks - Trauma to the Groin Heywood Banks - Goy My Back Hair Did

Hour 4 - Mark Sweeney - Being a Marine Mark Sweeney - Dining in the Bahamas Mark Sweeney - Long Flights Henry Phillips - Hello Michelle Henry Phillips - Talking

Feb 2, 2009 show page with Henry Phillips

Hour 1 - LIVE FROM NASSAU BAHAMAS w/ special guests Mark Sweeney Greg Warren Heywood Banks Paul Mecurio Henry Phillips & Steve Allee at the piano Trauma to the groin - Heywood Banks Super Bowl review Michael Phelps - Stoner in the news Mark Sweeney - going

Hour 2 - Greg Warren Heywood Banks Henry Phillips Paul Mecurio

Hour 3 - Paul Mecurio Henry Phillips Greg Warren Chick's plans to bet on the Pro Bowl Bob's parlay bet People watching in Nassau "Mother In-Law" - Heywood

Hour 4 - Mister Fister Kristi with the News Heywood Banks - Wiper Blades Henry Phillips at the craps table Henry's new movie gets rave reviews Henry Phillips Signing off from Nassau

Dec 12, 2008 show page with Henry Phillips

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Apr 17, 2008 show page with Henry Phillips

Hour 1 - The New Techno Hit Kristi's Bedroom Jumbo Calls in Kid's Headboard News w/ Kristi Chick in Public

Hour 2 - Steve White The Big Run A Toupee Story Tap Dancing Stereotypes Political News Henry Phillips

Hour 3 - Bill Hader Henry Phillips Steve White The Super Cleanse Murphy Bed Phone Calls "Ty Pennington" Calls

Hour 4 - Kevin Cronin Donnie Baker Calls Henry Phillips Steve White Ancient Women