Here is the full list of all 55 The Assistant Season 1 achievements.
Reject Iris on day 9
Reject Sarah on day 7 (Sarah's route 3)
Demand conditions from Pamela to accept the proposal (Pamela's route 2)
Take a look at Susan's phone
Do it with Iris at the disco
Don't be understanding with Beatriz on day 8
Invite Lisa on day 8
Enter the confessional on day 7 (Clarice's route 1)
Recriminate Christian on day 7
Check if Beatriz is Ok on day 6
Ask Lisa on day 6 if she liked what she saw
Reject Pamela's proposal (Pamela's route 3)
Start Susan's route 1
Start Sarah's bad route
Take a peek at Sarah on day 2
Do it with Iris at her home
Help Sasha
Meet Sasha
Be understanding with Beatriz on day 8
Let Susan record on day 8
Listen to Harry's story on day 8
Go to Elaine's kitchen on day 8
Pretend to be asleep on day 7
Meet Sophia
Meet Mel
Don't enter the confessional on day 7 (Clarice's route 2)
Help Christian
Ask Christian if he's okay on day 7
Kiss Sarah on day 7
Meet Piper
Play along with Mrs. Bancroft on day 7
Reject Zoe on day 6
Meet Zoe
Meet Eve
Be direct wiht Lisa on day 6
Accept Olivia's proposal
Meet Olivia
Accept Pamela's proposal unconditionally (Pamela's route 1)
Leave Beatriz's room on the night of day 5
Check if Beatriz is Ok on the night of day 5
Meet Gwendolyn
Be kind with Roxy
Meet Roxy
Volunteer for Susan's experiment
Meet Beatriz
Start Susan's route 2
Meet Elaine and Clarice
Start Sarah's good route
Help Sarah with Mrs. Bancroft
Meet Lisa
Meet Grace
Meet Iris
Meet Sarah
Meet Susan
Meet Pamela