
Hi! Iβm glad youβre here. Youβve made it to issue #107 of VC Demystifiedπͺ.
Todayβs deep dive: How to build a fantasy VC portfolio
My personal mission is to open as many doors as possible for other people and this newsletter is just one avenue to do that. As always, I will continue to post VC insights daily for free across my socials. This newsletter may contain paid partnerships or affiliate links.
VC Job Openings Preview (3 of 9)πͺΒ
Tsugu Ventures is hiring an Investment Analyst.
Location: San Francisco
https://app.joinhandshake.com/public/jobs/11004330
Lightscape Partners is hirnig an Investor.
Location: NYC
https://www.lightscape.vc/careers#apply
Conneticuit Innovations is hiring a Venture Capital Principal.
Location: New Haven, CT
https://www.linkedin.com/jobs/view/4338865572/
Read time: 3 minutes

Most people trying to break into VC ask the same question:
How do I build a track record without a VC job?
Turner Novak figured out a very clever way to do this that more people should copy. Before he raised a dollar of Fund I, he had no formal checkwriting VC experience. Instead what he had was a fantasy portfolio he built in public on X (Twitter). He shared the companies he was watching, the theses he was forming, and the bets he would make IF he had the capital. That track record allowed him to raise his own fund. He's now on Fund III at Banana Capital!
I think about Turner's path a lot when aspiring VCs ask me how to break in without experience. It's one of the clearest examples I've seen of someone creating their own proof of concept: building the evidence that made the opportunity inevitable rather than waiting to be handed one.
Why a fantasy portfolio works
If done properly, a fantasy portfolio forces you to do the actual work of investing: sourcing companies, forming a thesis, writing a memo, thinking about price and ownership, and reflecting on what you got right and wrong. Itβs how you get in your reps before you have a full-time position in venture.
The key is treating it like a real fund, with constraints and structure, rather than a list of companies you find interesting. Here's the 8-step system to follow.
Step 1: Define your "Fund I"
Treat this like you're raising an actual fund. Before you look at a single company, set your mandate:
Fund size (e.g., $10M)
Check size (e.g., $250kβ$500k)
Stage (pre-seed, seed, or Series A)
Industry focus
Geography
Ownership target (e.g., 5-7%)
Reserve strategy (how much you'll hold back for follow-ons)
Everything you "invest" in must fit this mandate.
Step 2: Set your portfolio construction rules
Being a real fund managers require you to not only invest in companies, but more holistically think about a portfolio of companies. Before you make a single "investment," decide:
How many companies youβll have in your fund? (20-30 is a reasonable target for a diversified pre-seed fund)
What's your deployment pace? (1-2 deals per month is realistic)
What % of the fund do you reserve for follow-ons?
When will you follow on, and when will you pass even if you like the company?
Portfolio constructions is a must. Donβt skip this step.
Step 3: Build a real pipeline
You need deal flow.
Set up a simple tracker (a spreadsheet works fine) with: company name, sector, stage, geography, how you found it, and status (Watching / Passed / Invested).
Then go find companies. More on sourcing strategies here and here. The source column in your tracker will start to show you where your best deal flow actually comes from, which is itself a valuable insight.
Steps 4-8 below (for premium subscribers) are where the judgment actually develops: writing memos, pricing deals, building a dashboard, running LP updates, and turning it all into a public track record. Those are the steps that make the difference between a list of company names and something that looks like real evidence of investing ability. Let's get into it!
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