Add Specialized Value or Get OutšŸ”¬

The Observer's Notebook: Volume II, Entry 11 | February 6, 2025

Happy Thursday.

This week I'm thinking about how specialized angel groups are crushing it, how things being super hard to pull off can actually be a competitive advantage (especially in hardtech), and how you never create value faster than during a negotiation.

Here are three things on my mind, plus some reads I think you'll enjoy.

šŸ”–Bookmarks of the Week

  1. Mythbusters: Startup EditionšŸ§| Andre Retterath & Jerome Jaggi @ (link)

  2. ā€œThe Great Commoditizationā€ | A Strategy Memo for HumansšŸ“‰| Packy McCormick @ (link)

  3. Incredible Breakdown of the USV StrategyšŸ§ | Mario Gabriele @ (link)

šŸ”Three Things On My Mind

1. Add Specialized Value or Get OutšŸ”¬

Last weekā€™s episode with Paul O'Brien featured a blistering criticism of the ā€œpassiveā€ and ā€œgeneralistā€ angel. This pattern highlighting the importance of ā€œvalue-addā€, which I first highlighted in my ā€œBest of 2024ā€ post, has been on my mind a lot this week thanks to Paul.

Iā€™ve heard from angel group leader after angel group leader how frustrating it is to see a member join, throw some money into a few deals they liked, and then quit after the 1st year because they got bored or couldnā€™t engage the way they wanted. I also see tons of groups struggling to effectively activate the expertise of their membership.

Contrast that with Medical Mondays, a collaboration put together by the TCA Venture Group with the help of Small Business Development Centers (SBDC) in Austin TX and Octane in Irvine CA. The collaboration is between angels groups, early VCs and hospitals. Every single week, a few dozen angels who are experts in various medical professions gather to hear startup pitches. Not dissimilar from the typical angel group.

But hereā€™s where things diverged from ā€œthe usualā€: I recently got to observe this community, and let me tell you, every single person on that call could add crazy value for any startup presenting. Pediatricians. ER doctors. Hospital execs. Analysts for healthcare VCs. All in the room. This is a group you need to pitch if youā€™re part of the ~30% slice of the startup ecosystem focused on developing new medical technologies. That room was no more than 1 or 2 connections away from a world class expert on just about anything a founder could throw at them.

Iā€™m becoming more and more convinced this is what great angel investing looks like. Highly specialized, sector-specific, value-additive capital allocation that is way more about the value-add than it is about the dollar-add.

The question is not just ā€œShould I punch a $25K ticket on this one.ā€ More importantly, itā€™s ā€œShould I invest my time and network to help this one win?ā€

Takeaway for community builders and network leaders: go deep, not wide. Build specialized segments to draw differentiated angel and founder talent.

2. Risky + Hard to Pull Off = Awesome MoatšŸ›”ļø

Things that are hard to pull off (i.e. launching and scaling new hardtech) represent a strong moat - my conversation this week with Doug Lee reminded me of another recent conversation with Texas A&M Innovationā€™s Pete ONeill that touched on this same point.

Hereā€™s a quote from Doug:

ā€ŠThere's a huge execution risks around these types of technologies. So when you combine these things - capital intensive, long timelines, hard tech risk - there are some reasons why investors are afraid to be in this space!

However, if you take the other side of the coin, if you're any good at what you're doing, if this truly is where your unfair advantage lies, then those same barriers are there for other people.

So this becomes a moat. 

3. ā€œYouā€™ll Never Create More Value Per Hour Than During a Negotiation.ā€šŸ’°

Most people hate negotiating.

Theyā€™d rather ā€œsplit the differenceā€ and avoid the emotional strain.

Mistake.

One of my favorite quotes from business school: ā€œYouā€™ll never create more value per hour than during a negotiation.ā€ And one of the best books Iā€™ve read on the topic is ā€œNever Split the Differenceā€ by Chris Voss. Highly recommend.

This week I am reminded how true this quote is.

A few thoughtful emails + a couple meetings + some creative attempts to make the pie bigger for everyone = thousands of dollars in value.

Iā€™m learning.

Until Next WeekšŸ‘‹

Thanks for reading - have a great week.

-Andrew

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About Me

I cultivate flourishing.

I'm also the CEO of PitchFact, where our mission is to cultivate flourishing specifically through efficient and collaborative early-stage diligence. I'm a proud husband, grateful father, and honest friend. My love languages include brisket, bourbon, and a handwritten note.