2) Taking a step back, where did all of this start?
It actually started more than a decade ago when I noticed so many friends running around writing $1k angel checks. I'd always thought you needed to be super rich to be an angel, but that isn't the case.
3) Why were they writing $1k angel checks? My friends didn't have much liquidity because like me, they were also startup founders. But everyone wanted them on the cap table, because they were founders. They were great for advice and connections and just getting out of the way.
4) Moreover, their startups were valued high enough to make them accredited.
I'm no lawyer - so this is not legal advice - but others have mentioned that if you've raised at $5m cap & own 30% of your co, you're worth $1.5m & are accredited.
5) This is how it's very possible to be worth a LOT but not actually have a lot of cash.
And simultaneously, as a founder, may want to take a small check from this type of person.
6) In addition, small checks lead to big checks. Having someone as a credible champion really opens doors.
Champions do introductions and put their reputation on the line in promoting you to their friends. This flywheel effect is something that most ppl miss.
7) I talked about this flywheel effect in generating momentum for even our VC fundraise. We even took checks as low as a few thousand dollars...on an $11.5m fund!
9) Often ppl say that smaller checks are harder to close than larger checks.
I think this really depends on who you are talking to.
In my experience, it's been the opposite. Especially in raising from other entrepreneurs in the ecosystem who understand the importance of speed
10) Ppl often say that smaller checks are harder to manage. Perhaps 10 yrs ago that was the case.
These days you have things like @AngelList 's rollup vehicles or syndicates that make it dead simple to take smaller checks and manage those investors.
11) Smaller checks also increase the pool of investors you can raise from in the ecosystem.
In small towns were there are only 10 angels, if you strike out, you're stuck. In Silicon Valley, there are literally tens of thousands if not hundreds of thousands of microangels.
12) How can you find startup investment opportunities at these check sizes?
We help enable angels to invest alongside us and other professional investors.
13) Another way is to just ask. There have been SO MANY TIMES when a founder has told me the minimum is $25k and I've just told them, "Hey, I can't do that but I can do $1k. I won't be a pain in your side and can open doors." And you know what, the minimum is dropped.
14) People don't realize that as an investor you are often selling yourself and why someone should take your $$. And that is def what a smaller angel does all the time.
15) tl;dr Small angels are able to fund many more companies because the smaller check sizes are more doable for most ppl.
Many of these smaller checks in SV are from other entrepreneurs who are value-add in other ways.
There are great ways to manage small checks.
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I'm seeing a lot of founders, incl myself, build AI apps with tons of integrations.
It's tempting to integrate to everything - Gmail, Notion, Slack, Telegram, SendGrid... but there's a cliff your app will fall off of if users connect with all these integrations. More >>
1) Latency stacks fast: Every integration adds round trips. What starts as snappy responses becomes sluggish as integrations compound.
2) Context window bloat: More tools = more tokens loaded per request, even for unused integrations. Your token budget gets eaten up before you even start.
The startup landscape has changed dramatically in the last 2 years with AI's rise. But there are 5 specific changes that have been absolute head fakes for many people. Here's what I'm seeing: 🧵
1) Product-market fit is really easy to lose now. I used to believe that if you got past $10M ARR, you were pretty set. These days, that's not true. I've seen companies reach high levels then go to zero because of fast followers and AI-powered competition.
2) Software moats are much harder to come by because anyone can vibe code something in a day. This has made older, less tech-savvy industries MORE attractive because once you get in with your workflow, they're less likely to rip you out for new software.
-Pre-seed rounds are getting done at low valuations.
-Hot pre-seed rounds are getting done all over the map
-Seed rounds are getting done at say $8m+ post with companies that have lots of traction -- sometimes $1m+ rev runrate
Last yr, I personally paid more in taxes than what I made (!!).
I was completely shocked - I didn't think it was possible to *owe more* than you make. But it is.
To be clear, this post isn't meant to ask for pity, but I think it can help a lot of ppl out.
More >>
1) First, every VC and many bootstrapped startups are advised to set up LLCs.
E.g. LLC for your funds. An LLC for your management co. An LLC really for any partnership. Etc.
We're told this is tax advantageous.
But like everything else, it depends...
2) So how is this possible?
First, how do LLCs work? My ELI5 explanation of an LLC is that when you make money, the taxes get passed through to the business owners -- the partners of that LLC.
So EVERY dollar that comes through is taxed to YOU as the business owner