Make Heroine ga Oosugiru!

This anime is very similar in terms of rom com with a little bit of drama that can make you emotional. A friend/user of myanimelist also told me that the author has mentioned that it is very much inspired from kaguya sama 

Both shows are firmly aware of their own romcom tropes and the issues associated with the archetypes of their respective stories. Each then plays on this to both great comedic effect, and reasonable dramatic affect with appropriate gravity and catharsis. Makine has better animation though, while Liselotte leans harder into the meta-humor. 

This shows are wry, conversational high school romantic comedies that sarcastically comment on and deconstruct the differences between high school rom-coms and (notional) real life. Also, in both anime, the protagonist is a snarky and prickly, but sympathetic and kind person inside, who sincerely helps girls cope with their psychological problems. By the way, the author of Losing Heroines calls Oregairu one of his favorite LNs, so the similarities are most likely not accidental. 

Both shows are meta romantic comedies that explore and parody the "childhood friend" trope of high school harems and rom-coms. Also, both anime are adaptations of LN from studio A-1. The difference is that OreShura follows a more classic formula, while Losing Heroines is built squarely around the experiences of lost childhood friends. 

Similar vibe with not such a cliche girl types, interesting situations and dialogues and decent animation, both anime are recommended to watch if you are tired of average1 main love line