After trimming down to the necessary --
"A reluctant geek gets a second chance to relive the week he failed, at creating a new image..."
Logline has 3 mandatory components:
1. ROLE of the protagonist: a reluctant geek...
2. INCITING EVENT: ...gets a second chance to relive the week he failed at...
3. GOAL: ...creating a new image
First off, it's better if you spell out "how he happened to relive that week" in the logline. A hint at that freak occurrence, much like your previous post (an event such as "saving cupid") which could work as your Inciting incident.
Now if it seems a tad too simple, that's because...it is simple, fundamentally; an interesting premise which needs a layer of urgency, because...
...What's at stakes here??
What happens if he fails to change his image? It seems to be his selfish goal. Why should we root for him? Maybe introduce his love interest and establish how he failed at his "love at first sight", to create some pathos for the underdog
Good Luck DackVigilante!!