Can someone explain esop selling during/after ipo

Primarily, my question targets startups which went ipo where you may joined when it was a private company and later it went public and you liquidates it. - will your esop units gets multiplied before ipo? - will exercise price gets increased before ipo? - what about the tax? - are there any unknowns and nuances involved which you were not aware of and later realised? I hold esops in a startup and want to understand how this works during an IPO

I’ve not exercised my ESOPs from my previous employer. I am waiting for the company to go public. I quit the company in 2021. What will my tax be if I exercise and sell my stocks at the time of IPO? How much tax can I save if I buy a property?

What happens to unexercised ESOP after IPO? I got to know that ESOP gets taxed at the time of exercise so it could lead to a huge financial burden. Also, is it possible to defer taxes after exercising of esops?

So say one has 100 ESOPs which a person exercised and converted to say 1000 shares in say Jan 2024 Now if IPO happens in aug 2024, what will be the long term capital gains tax rate for these shares. Will the tax rate change if one sells them say in Feb 2025, sept 2025 , Feb 2028 considering tax policy, tax rates to remain unchanged?

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?

I have recently left Tekion and was considering executing my ESOPs. For executing my ESOPs I need to pay around $3.5 per esop to the company. Should I convert my esops to equity? Am looking for some advice from the folks who might have done this in the past.

I am getting offered a 10L Esops for example, does that simply mean i need to pay some amount to get shares worth 10L of company at Actual Market Price? I have got only RSUs until now so now idea how world of esops work and are they actual money? Like If i’m at 40 CTC fixed and getting offer 48 fixed + 8L esops, am i getting 20% increment or 40% increment?

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.

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?