My Shy Boss is a drama that you could find a bit unexpectedly creative. A bit cliché here and there (especially here :p), but overall this warm, kind and exaggeratedly shy boss (to the point it's an illness with quite serious consequences for his entourage) is a character very well written.
This shows especially in his work, his one true form, which is clearly the point I liked the most in this drama. A bright and creative man that, despite his creativity, get stucked in a position where his illness is interpreted either as incompetence or intransigence... and even cruelty.
But because of it, it's a real pleasure in this drama to discover the true intentions of this 'super male tsundere' : for the viewers, it almost becomes an exercise, a switch in this drama that lean towards the detective genre with a mystery to uncover.
Unfortunately, that seems to be the cue for the drama to also switch pace and rhythm midway : and with this many turnpoints (a melodrama, then an office romance, then a business drama, then finally a romance ?), it becomes a little harder for the viewers to understand and appreciate where the authors want to go. Especially when the romance, as sweet as it can get, never seems to reach a peak. To me, that's the real reason why this drama isn't much more loved : without reaching a culminating point, the viewers can't address their frustrations as the drama develops further without so much at stake.
Now, I still think you should watch this show for the creativity alone found on the first few episodes, and along with the sweet romance, the funny and mischievious support characters, and some melodramatic punchlines that shows every bit of the efforts put into this drama, this is an easy watch providing that you're not expecting too much from it either.
The actors have done their best to ensure you enjoy the ride on a warm feeling, and that could be enough if you're feeling a bit cold inside.