ESOPs are confusing

I am at a VC backed early stage startup. Have been offered Esops.l but have no clue on this. Can somebody explain to me how can I make money from ESOP by answering these- 1) Do I have to buy them post vesting period? If yes, what amount do I need to pay? Also will there be text on this purchase itself? 2)) When the company buys back from me assuming my vesting was over and I could hold them on, what's the amount I will get? I am assuming it's (no of options * current share price) - (no of options * strike price issued to me). Is that correct? If yes, how is the current share price calculated for non listed company? 3) Now when the company buys these, what's the tax I have to pay? I am trying to understand if availing options and selling options are different and if both have taxes 4) What happens in IPO? Who buys from me? Where can I sell? What price do I sell at?

I work in a fintech company. Revenue and growth wise we are good, we just got acquired by a large internet platform too. Also, last year has been a tremendous learning for me as well. I like being PM but looking to move out of my current industry (lending) as I want to explore other domains and I feel like my CTC here is somewhat low (18.5 + 1.5 bonus) considering my experience (around 4.5 years). My boss said that I will get ESOPS (around 10 lacs) which I can liquidate around 50% this year. Should I wait for my appraisal to complete (will happen around April) and look to switch or should I start preparing for interviews now itself?

Hi, Say a Series B (US) funded startup gives me 3000 shares which are worth $5/share. It follows the usual vesting period of 4 years. Now assume 4 years have passed and all the 3000 shares are vested but the company hasn't gone IPO. Here are my quesions - When exercising US stocks in India, what is the % of withholding tax I should pay? - Say if I exercised all the shares and if I decide to leave the company do I get to keep those exercised shares with me forever? I prefer answers from people who have exercised ESOPs before. I don't want answers like "It depends, Talk to your HR or CA". Appreciate any inputs.

Hi, I have an ESOPs related question. Appreciate any inputs. Consider a Series B startup providing an employee with 5000 shares. After 2 years, 2000 shares are vested and exercised by the employee. The stocks were never liquidated because the company didn't conduct buyback nor went IPO. Now, assume the company lays off that employee after 2 years, - Can he still hold the vested and exercised 2000 shares? - If yes, then can he sell those stocks during future buyback even if he isn't an employee? - Will the company provide accelerated vesting for the remaining 3000 shares during layoff? (not mentioned on offer letter)

I'm currently a front end dev in an early stage startup, been more than 1.5 years here, joined as a UI dev took up frontend. I've just got ESOPs and wanted to know what do people think. Not thinking of switching right now cuz recession, but does ESOP turn to money often. It'll get vested until 2027 btw.

Hello guys, I would want to know what is the benefit of getting ESOPs in an early stage startup? The startup has a great team and working on a promising product. I have been offered a package with somewhat lower fixed component and somewhat higher ESOPs. Need insightful pointers here. TIA :)

I am in discussion with some very early stage startup and if things work out then will be part of the founding team. They have promised to give me same salary as the current company’s salary but give ESOP. Is ESOP worth it if you are founding team member? The founder has sold his previous company so higher chance of success it looks to me. Is there any case where person made huge money on ESOP?

So i got the ESOPs in my current company and now they want me to exercise it as it is mandatory to exercise the ESOP in a certain period of time. What will happen once I exercise it?? Also i am thinking of quitting the company so what will happen to the exercised ESOP if I leave the company?? Please give any resources to understand the complete what, how and when of the ESOPs and general summary regarding it