oh basically instantly. it's a POS.
Someone told me to buy one of these [1] and it's worked great
[1] https://www.amazon.com/gp/product/B0791ZS89G/ref=ppx_yo_dt_b_search_asin_title?ie=UTF8&psc=1
collet wrench/nut sizes:
13mm --- note that this must be low profile.
22mm --- a stubby wrench is well-suited for this, and handier due to the low torque requirements
Note that we recommend only using the button to hand-tighten things so that the endmill stays in place while you fully tighten with a pair of wrenches.