Loudermilk was created by Peter Farrelly and Bobby Mort, with Farrelly having envisioned as many as seven seasons' worth of plotlines and character arcs for the show.

Danny Wattley, who played Cutter in a prominent season 1 subplot, was unable to reprise the role in seasons 2 and 3 after relapsing himself, but after going through recovery he was planned to return for a potential fourth season.

Although the series is set in Seattle, Loudermilk is actually filmed in Vancouver, British Columbia, Canada.

Writing contributors included Bobby Mort, previously of The Colbert Report, as well as Family Guy alums Ricky Blitt, who also plays the recurring character 'New Guy' (Hiram), and Danny Smith.

The first season's incidental and atmospheric score uses tracks from Andy Shauf's album The Party, chosen as an eclectic soundtrack nodding to protagonist Sam Loudermilk's past as a music critic.

Rotten Tomatoes gave the first season a 92% approval rating based on 12 critic reviews, with an average score of 7.12 out of 10, praising Ron Livingston's central performance as perfectly cast.

After AT&T's Audience Network ceased operations in 2020 before airing season 3, Amazon Prime Video acquired the streaming rights, releasing the previously unaired third season in Canada in December 2020 and making the show's U.S. debut in March 2021.

Netflix later aired the series from 2023 through June 2025 to notable success, after Amazon Prime's streaming rights expired in 2024.