This advice applies during "normal" conditions but especially now.
(Btw, these are just a few tweets -- for more on fundraising, sign up for my blog elizabethyin.com :) )
You need to do what is best for your company and weigh the pros and cons...
Supply of your round. Demand from investors.
It's hard to control demand from investors. But you can constrain the supply in your round to get it done.
a) smaller investors (usually angels & microfunds) who can move quickly
b) larger investors (lead seed VCs or big Sand Hill VCs) who can put in $750k chunks but it will take longer
So you need to take mtgs with both groups of investors
The round is just a bit too big and too pricey on valuation for them.
You tell smaller, faster investors you're raising $500k at special terms (SAFE or note).
You start convos w/ larger investors on the $1.5m. Terms are open.
That tranche is going to go fast.
If that tranche is HARD to raise, then you have big problems. If no one wants in at your low valuation, then you need to go back to the drawing board.
I asked her 1 simple q. If the property were free, would you take it?
The answer was no. That's when you know you have a problem.
You can either raise the cap on your SAFE after you hit that tranche OR you may end up w/ a term sheet from a lead.
"Hey, just wanted to update you that we've now raised $500k and are going into final all-partner mtgs w/ 2 firms. Wanted to see where we stand?"
If you don't but you are still making progress w/ angels / microfunds and if the first tranche was easy to raise, you can raise the valuation cap.
The reality is between the time of the first check to the last check, in 90% of cases, MONTHS have gone by. Usually at least 3.
Yes, there are rounds that close in a wk. But in my career of seeing 30k+ deals, I've NEVER seen that happen w/ someone who wasn't already well connected.
If you try to get too clever w/ too many different valuation caps, the math will get hairy. Mistakes will be made in the conversion. You won't realize how much of your co you've sold.
Guess what - investors should just move faster! :)
2 mo for a startup is a lifetime of progress. The co should be worth more after 2 more mo.
But, that's just me. Afterall, I am from @HustleFundVC.