[13] He is known for his role as Eric del Mundo in the first ever gay-themed series on Philippine TV, My Husband's Lover,[14][15] Juan Crisóstomo Ibarra y Magsalin / Simoun in Netflix's Maria Clara at Ibarra,[16][17] and Colonel Yuta Saitoh in Pulang Araw aired on GMA Network and on Netflix .

[18] Trillo received his first acting award in 2004 for his role as a cross-dressing spy in the 2004 war film Aishite Imasu 1941: Mahal Kita.

[19] In May 2016, he appeared in another primetime television series, Juan Happy Love Story, opposite his Dwarfina leading lady Heart Evangelista.

[31] That same year, he made his fourth Lenten drama special for GMA Network under APT Entertainment entitled Unico Hijo.

On August 21, 2007, he started taping for the fantasy series Zaido: Pulis Pangkalawakan with Aljur Abrenica and Marky Cielo.

[33] The same year, Trillo joined the cast of Magdusa Ka, an afternoon soap opera which later earned an International Emmy nomination.

He appeared in Sine Novela Presents: Gumapang Ka Sa Lusak opposite Jennylyn Mercado and portrayed Andrew Tantoco in the Philippine adaptation of the hit Korean series Endless Love.

[39] The same year, Trillo and his screen partner Tom Rodriguez released their album titled TomDen, which is now a certified Platinum record according to the PARI with over 15,000 copies sold.

He also co-starred in the weekly medical drama Sa Puso ni Dok under GMA News & Public Affairs.

Trillo visited ABS-CBN via his guesting in Kris TV to promote his 2015 movie You're Still The One alongside Maja Salvador, Ellen Adarna and Richard Yap under Regal Entertainment Inc. and Star Cinema.

[47][48] In 2024, Trillo donated his P100,000 MMFF Best Actor award (sponsored by Playtime PH) to persons deprived of liberty as requested by Jennylyn Mercado.

Trillo's road manager Jan Enriquez handed the amount to Green Bones' content creator Joseph Conrad Rubio for the General Trias PDL's "Wish tree" facility.

[49] The GenTri jail's real Tree of Hope inspired Rubio to conceive the theme of the Metro Manila Film Festival Award for Best Picture,[50]in memory of his late father Zaldy.