"Hole in My Pocket" is the title of a song co-written by Boudleaux and Felice Bryant and recorded by American

United States

The United States of America is a federal constitutional republic comprising fifty states and a federal district...

 Country Music

Country music

Country music is a popular American musical style that began in the rural Southern United States in the 1920s. It takes its roots from Western cowboy and folk music...

 artist Ricky Van Shelton

Ricky Van Shelton

Ricky Van Shelton is a currently retired American country music artist. Active between 1986 and 2006, he has charted more than twenty singles on the Billboard Hot Country Songs charts...

. It was the third single released from his album, Loving Proof

Loving Proof

Loving Proof is the second album of Country Music artist Ricky Van Shelton. The Singles, "I'll Leave This World Loving You", "From a Jack to a King", and "Living Proof" all reached number one on the charts."Hole In My Pocket" reached number 4...

in 1989. The song became a #1 hit in Canada.

Content

The narrator has a hole in his pocket so all his money is gone and he can't buy his girlfriend anything.

Chart performance

"Hole in My Pocket" reached #4 on the Billboard

Billboard (magazine)

Billboard is a weekly American magazine devoted to the music industry, and is one of the oldest trade magazines in the world. It maintains several internationally recognized music charts that track the most popular songs and albums in various categories on a weekly basis...

Hot Country Songs

Hot Country Songs

Hot Country Songs is a chart published weekly by Billboard magazine in the United States.This 60-position chart lists the most popular country music songs, calculated weekly mostly by airplay and occasionally commercial sales...

 chart and #1 on The Canadian RPM

RPM (magazine)

RPM was a Canadian music industry publication that featured song and album charts for Canada. The publication was founded by Walt Grealis in February 1964, supported through its existence by record label owner Stan Klees. RPM ceased publication in November 2000.RPM stood for "Records, Promotion,...

Country Tracks chart.

Chart (1989)	Peak position
U.S. Billboard Hot Country Songs	4
Canadian RPM Country Tracks	1