Check It Out Season 1 Episodes * 1985-1988. * 3 Seasons. * D.L. Taffner Syndication Sales. * Comedy. TVGuide.com Check It Out (TV Series 1985–1988) - Episode list - IMDb

A long-running documentary series about prison life. It does have a Season 14, but its ninth episode is not titled "Check In and Check Out".

The title appears to be a hybrid of several similarly named shows and episodes:

E9 ∙ Bannister & Dale. ... Howard tries to help an old vaudeville comedian raise enough money to keep his retirement home open. Check Out (TV Mini Series 2021–2022) - IMDb

A Canadian sitcom set in a supermarket. While it has episodes like "Phantom of the Market" (S1E9), it only ran for 3 seasons, making a Season 14 impossible.

If this is a specific episode from a newer or niche web series, or if the title or season/episode numbers might be slightly different, please provide a few more details. Knowing the , main characters , or the year it aired would help me find exactly what you're looking for. Check It Out Season 1 Episodes - TV Guide