I worked in an Ed-Tech startup in India. Not to mention, the founder(my boss) was a hotshot. Pay at entry level was almost 1.5x the market rates.
Coming to the day, workday ends at 6.30pm. I texted my boss at 6.23pm to asking an answer early leave because my landlord was calling me.
On 6.25pm he reads the message, which usually means he approves it. I waited till 6.28pm for a reply, leaving 2 minutes early!
I receive a message at 9.30pm from the boss, saying the work timings exist for a reason and I’m walking on thin ice.
At 10pm, I apologised and said it won’t happen again since I resign.