He gained mainstream recognition for his supporting role as Snoop Manansala in the ABS-CBN romantic drama series Can't Buy Me Love with his on-screen partner Maris Racal.

In an article, he describes his childhood years as constantly moving from one house to another due to financial problems.

His first television appearance was the stint action series The Iron Heart, Jennings was cast in Can't Buy Me Love and played the character of Snoop Manansala, the street-smart best friend of Bingo Mariano (Donny Pangilinan) who has a sense of humor.

[3][2][4] Jennings became an endorser of Mang Inasal Pork barbecue with his love team partner, Maris Racal.

In her statement, Racal added that she was "sad" about her intimate conversations being posted without her consent and "[felt] like[...] a naked woman walking" every time she went out, following the release of the screenshots.