1/ VC efforts to build internal technology products continue to grow since I tweeted this in 2018. Most of those efforts are to influence perception of LPs or potential portfolio companies. Some are having impact. Here is my evaluation framework.

2/ First focus on the problem that is being solved by the data. Investing into tech for tech sake is dumb (that’s a real term). Let’s debundle the VC/PE process to identify what the job is, then evaluate where data/tech is likely to help:
3/
-Raising money
-Sourcing companies
-Evaluating companies
-Winning deals
-Post-close (waves hands)
4/ The most common misstep I hear, even from top tier GPs & LPs, is lack of clarity around what problem the tech is solving. I typically hear excitement around a slick demo or impressive backgrounds.
5/ But there is often a lack of the product management work that is critical when building technology: *what problem are we solving*.
6/ That shouldn’t be surprising. Typically VCs hire an engineer or data scientist with an impressive background, but PMing is done by a GP (or more likely an Associate thrust into the job). In most cases the person has no PM experience and is doing it off the side of their desk.
7/ Result? The technology being built is naively expected by all stakeholders to solve all problems. Sourcing, execution, post close. With a typical team of 1-4 eng/data scientists, that’s a hopelessly complex rats nest of problems to be solved.
8/ Those (few) VCs that have demonstrated some success w/ these in-house technology efforts have narrowed the problems to be solved to a much more limited set, and are tracking the impact of the efforts. Here are some of the questions I would ask if I were evaluating the impact:
9/ Sourcing:
-what portion of the deals done in your space were proactively ‘Tracked’ by the technology [6] months ahead of time? (a pseudo measure of recall)
10/
-what portion of the deals that are ‘Flagged’ by the tech are ‘Interesting’? (trying to get at precision) T, F&I need to be defined.
en.wikipedia.org/wiki/Precision….
11/ For those with longitudinal sourcing data to feed into the tech:

-what portion of companies acquired/IPOed or other breakout measure were Tracked/Flagged [3-4] years in advance

Don’t let them wow you with billions of data points millions of co's - what matters is impact.
12/ Evaluation: (warning- this is mushier)
-What is performance of deals where tech was intimately involved in evaluation vs. those where it wasn’t?
-What is performance of deals where tech said to invest (TI) vs. humans said to invest (HI) vs. both said to invest (BI).
13/ Post-close: (the most mushiest)
-can you point to tangible impact at portfolio companies where the tech had impact? New hires, new distribution, product launches, changes in strategy.
14/ Look at the tech. Roll up your sleeves and play around with it. Don’t just accept the slick demo. Poke and prod. Demos can be fancy- but that doesnt mean the tech has impact on the VC/PE firm’s performance.
15/ If you’re being told the VC firm has an information advantage from in-house tech, focus on where the data comes from. If the GP is talking about LinkedIn, website traffic and credit card data….that data has become commoditized. Revert to asking about impact.
16/ Also recognize that in-house tech efforts aren’t the only answer to leveraging tech to enhance the effectiveness of the GP. The VC can outsource a lot very intelligently, particularly related to CRM (seperate from proactive identification of prospects), internal comms, etc.
17/ Also interesting to dig into is GP’s willingness to pay. In PE (more than VC) investors will spend $X00k on a 4 wk consulting project to diligence but struggle to find budget for 6-fig annual data contract. If the problem they are solving is around sourcing.. this must change
18/ They are often willing to pay more for that consulting project because they can expense it directly to a deal. Whereas the annual data contract gets paid for by the GP. That's a good indication of how much the GP believes in the impact of the data (or tech if relevant).
19/ To be clear, some GPs think in-house tech investment doesn't make sense . That’s their view. But those that are investing, and touting their efforts, should be prepared to talk about the actual impact in detail. Including what problems the tech is solving.

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More from @ryan_caldbeck

15 Oct
1/ Tuesday was my last day as CEO of @CircleUp. I’ve been CEO since starting the co. in 2011 with my co-founder @roryeakin.

This is a thread about what happened, why and my emotions about it. For more detail:

ryancaldbeck.medium.com/transitions-fa…

Much of this I have never talked about.
2/ My goals: I hope it helps founders feel less lonely than I did. Little public content about the challenges of transitioning exists, but I longed for it. I’m not here to provide a playbook- just to share my experience. Hope it might build greater empathy.

Here goes….
3/ Why: When I tell people that I’m transitioning to an Exec Chairman role their first question is always: “why?” Short answer: co. pivot + fertility issues + health issues + a false sense that grit was always the answer = burnout. Long answer: is longer so hang in there with me
Read 41 tweets
8 Jun
Great question @alessandroroco. First, we don't have all the answers and would love feedback and ideas.

We believe a core issue is lack of transparency. Removing info asymmetry will allow capital to move more freely & fairly.
1: Helio brings transparency to private markets- initially consumer. Helio captures long tail of innovation, identifying products before they're on the shelves of Whole Foods or Target or Sephora- so we don't have selection bias in only knowing about brands that have "made it."
Step 2 is proactively identifying underrepresented founders. An example: we track attributes. We're able to find all the brands in a given category that self-identify with certain attributes- which could include minority-owned.
Read 4 tweets
22 May
1/ Lots of challenges and opportunities that get catalyzed by COVID-19. As we transition into a new normal, I’ve wanted to rethink a few parts of our strategy, structure and process - including things like norms and how we evaluate performance.
2/ In this state of uncertainty, how certain are we about how we currently measure success? Historically I’ve thought about measuring Inputs v. Outputs.
3/ To level set, Input goals are levers that drive Output goals:

-Sales: Close 3 new customers or bring in $1m in revenue (output) BY cold calling 50 customers this month (input)
-Product: Improve conversion rate by 5% (O) BY interviewing 10 customers to improve cust exp (I)
Read 24 tweets
1 May
Cultural challenges for CEOs during COVID19. At least challenges for me.

1/ I’ve hesitated to share much through this crisis about the impact it is having on me/us. The health & economic impacts are far more important than startup culture.
2/ There are people far more informed to talk about those things.

But this relatively small impact on company culture has been a really big one for me. So recognizing the bigger picture, here it goes…..
3/ I told our product team this week that cultural challenges are the things related to our business that keep me up the most. That’s always been true- but especially true now. I want to share what some of those challenges are. Intention is to help others know they aren’t alone.
Read 29 tweets
14 Apr
For me the hardest thing about being a founder isn’t that any individual decision is complex, it’s amount of daily decisions and emotional roller coaster throughout. During COVID19 that complexity goes up to All-Madden as outlook becomes less clear and comms with team is harder.
-less clarity on information to help set plans/strategy
-harder to communicate with team
-team has additional personal responsibilities to worry about hourly
-customers/suppliers all dealing with same issues, creating landmines on daily basis that compound the above challenges
-along the way investors are scared for themselves, their families, their portfolios
-team members that haven't been through previous crisis or recessions don't know how to react. Some over react, some under react.
Read 5 tweets
1 Apr
CEOs and VCs: Magnitudes of cost cutting initiatives you're implementing or seeing?
How big are your layoffs?
Salary reductions?
Read 7 tweets

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