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A lot of discussion around dilution ignores the important aspect of the number of founders.

If you are a single founder, you might want to raise more money to hire a larger team and you would be fine with greater dilution since you own a bigger chunk to begin with. You are still going to own a meaningful stake even after the extra dilution.

If you are a team with 4 founders you need to be extra careful with dilution.

I find it strange that the standard advice on dilution often ignores this important aspect.

None, if possible.

i raised none, tomorrow i land a job to feed mah kids.

It all depends on the type of business you're trying to run.

Why is the question always framed in terms of "how much" rather than "if"?

As a guess: Because many modern people confuse value and money. Kind of like when I was a homemaker and some people viewed me as not really a contributing member of society because the work I did wasn't attached to a paycheck. Without a paycheck/dollar value attached to my name to signal to them what my contribution was worth, they figured it was valueless rather than priceless.

How Much Money To Raise