What’s your reason to lookout?
1/ more cash
2/ more learning
3/ growth (high risk)
If 1, then go for unicorns/ faang.
If 2, then go for a good pm to engg ratio. Anything above 1:6
If 3, mostly startups will give you inflated titles, very difficult to justify when you switch to a bigger companies.
Try to combine 1 and 2.
Apart from this, is it right time to switch, I’ll go to any company with a really good product, if product is great they’ll raise funds, if business is strong they will weather the storm. Don’t go to any company with a flawed product.
Also if wlb is a factor then I would stay away from ops heavy startups.