In February 2009, Charlson appeared in an episode of "Your Song" with Derek Ramsay, and in mid-2009 she filmed her television series, "Rubi" which was based on the 2004 Mexican telenovela Rubí and the pilot episode aired in February 2010. She was joined by Diether Ocampo, Shaina Magdayao, and Jake Cuenca. Charlson received Best Actress in a Daily Soap Opera award in the 7th USTv Students' Choice Awards through that series. Later that year, she also starred in the drama/romance movie, "I Love You, Goodbye" with her then-boyfriend Derek Ramsay. This was rated the Second Best Picture in the 2009 Metro Manila Film Festival and made her a box-office favorite after it won awards for Best Picture, Best Screenplay, Best Story and Best Director. Charlson was nominated for Best Festival Actress. In the same year, she also received Best Comedy Actress nomination in the PMPC Star Awards for Television through "Banana Split".