record_label stays in mexico
" Should ' ve Been a Cowboy " is a song written and recorded by American ___MASK88___ artist Toby Keith . It was released on February 8 , 1993 as his debut single , and was served as the first single released from Keith ' s self - titled debut ___MASK51___ , " Toby Keith ". On June 5 , 1993 , it reached number one on the US Hot Country Songs chart and the Canadian " RPM " Country Tracks . It also peaked at number 93 on the " Billboard " Hot 100 , making it a minor crossover hit . `` Stays in Mexico '' is a song written and recorded by American ___MASK88___ artist Toby Keith . It was released in August 2004 as the lead off single from his compilation album Greatest Hits 2 . The song peaked at number 3 in the U . S . on the Billboard Hot Country Songs chart . Toby Keith Covel ( born July 8 , 1961 ) is an American singer , songwriter , actor and ___MASK55___ producer . Keith released his first four studio albums  1993 ' s " Toby Keith ", 1994 ' s " Boomtown ", ___MASK12___ ' s " Blue Moon " and 1997 ' s " Dream Walkin '", plus a Greatest Hits package for various divisions of Mercury Records before leaving Mercury in 1998 . These albums all earned Gold or higher certification , and produced several chart singles , including his debut " Should ' ve Been a Cowboy ", which topped the country charts and was the most - played country song of the 1990s . The song has received three million spins since its release , according to Broadcast Music Incorporated . ___MASK69___ is an American - based record ___MASK85___ owned by Universal Music Group . In the United States , it operates through ___MASK38___ Records ; in the UK , it is distributed by Virgin EMI Records . Dream Walkin ' is the fourth ___MASK51___ from American ___MASK88___ artist Toby Keith . His last ___MASK51___ for Mercury Records before signing with ___MASK3___ , it was certified gold by the RIAA for sales of 500 , 000 copies . The tracks " We Were in Love ", " I ' m So Happy I Can ' t Stop Crying ", " Dream Walkin '", and " Double Wide Paradise " were all released as singles . Respectively , these reached # 2 , # 2 , # 5 , and # 40 on the Hot Country Songs charts , making this the first ___MASK51___ of Keith ' s career not to produce any Number One hits .