One Person’s Conviction For Easier Fundraising

As a fundraising founder swimming in the rough seas of skeptical investors, sometimes all you need is a high-conviction intro from one sponsor to tip the scales in your favor.

As a venture investor, referrals from people in my network is one of my top channels of deal flow. There are hundreds of startups that reach out for fundraising discussions every month. Having someone you know vouch for a founder automatically gives initial comfort around taking a meeting.

Over the years, I have observed that these referrals fall into 3 categories:

1/ Weak intro: beyond being a friend, the referring person doesn’t know much about the founder’s idea or the reasons behind pursuing it. These referrers are usually the founder’s weak acquaintances and are only helping out with connecting to a bunch of investors.

While even a weak intro ensures that I pay attention to the startup, conversion to a live interaction is usually low.

2/ Warm intro: the referrer has deeply known or worked with the founder in the past, and has a fair idea about their personal mission, goals, and personality. Typically, these referrers are ex-direct managers, peers, college friends who have stayed in touch, and other direct collaborators. They might or might not have an understanding or appreciation of that particular startup idea but believe in the founder.

These intros are solid, especially as the founding team is the top-most investing criterion at the early stages. In most cases, I will typically schedule a 30 min. video call with the founder at the very least.

3/ Conviction intro: the referrer has spent significant time either organically or consciously, to develop a deep conviction in both the founder and the startup idea. These referrers are usually founder execs, senior operators, angels, and VCs.

In the best cases, the referrer is also showing skin-in-the-game via either investing significant money and/ or time in the startup.

Conviction intros are gold and a great signal of the quality of an investor’s deal sourcing. For almost all such intros, I end up scheduling a 1-2 hour deep brainstorming session to get into the weeds. Interestingly, by the end of these sessions, the judgment on whether to invest or not gets immediate clarity.

Adding more nuance

I would like to go one level deeper on Conviction Intros, and talk about what I call ‘One Person’s Conviction Intro’.

Those who regularly read my blog would remember the post ‘An Investing Framework to Find Startup Diamonds‘. In it, I talk about the ‘High-Signal-Non-Consensus’ quadrant where the best startups are to be found at the early stages.

Deal ScreenConsensusNon-Consensus
High-Signal🪙🪙🪙
Low-Signal
Consensus vs Signal 2×2 ©Soumitra Sharma

(4) High-Signal-Non-Consensus â€“ these are the opportunities we as venture investors live for. They are highly non-consensus, with the investor-crowd struggling to access, understand, evaluate risk and build a positive view on them. Yet, these startups have high-quality leading signals, which could be external and/ or internal.

  • External â€“ eg. a respected investor, sometimes a domain expert, has taken the time to evaluate & build high conviction around the company. Or a visionary customer is taking a bet, partnering with them in building the early product.
  • Internal â€“ extraordinary founder-market fit eg. the founder has spent a decade just going deep in the field. Or a backstory that provides an authentic “why” behind pursuing this idea. Or an execution track record in the startup’s arc that is outstanding on important elements like capital-efficiency, iteration velocity or organic customer acquisition.

This quadrant is the hardest to source for and requires having a really differentiated network of relationships (for referrals) and a personal brand that attracts interest from these types of founders.

An Investing Framework To Find Startup Diamonds

As mentioned in this excerpt, the High-Signal part comes from someone credible putting in the effort to build conviction, demonstrating skin in the game via committing any type of valuable currency, and then risking their personal reputation to socialize the opportunity with their trusted networks.

This opportunity might still be Non-Consensus, with the investor-crowd struggling to appreciate it. Yet, this referrer (or perhaps ‘sponsor’ is a better word in this context) is willing to be contrarian and follow their own conviction built from first principles.

When this sponsor refers a deal to me, this One Person’s Conviction Intro sits at the peak within the universe of Conviction Intros, simply because it has a high likelihood of being a key to the High-Signal-Non-Consensus quadrant.

However, even an investor with the highest quality deal flow can only expect a handful of such intros every year. The reason is most founder execs and operators don’t have the time and/ or incentives to build independent conviction. And most angels and VCs tend to demonstrate herd behavior, preferring to lazily piggyback on the conviction of others versus taking the time to do independent thinking.

So, even though my investing style is predicated on searching for these intros, the world is supply-constrained with respect to them. However, what I can do is swing really hard when I do get a few of these fat pitches every year, and maintain discipline at all other times. Venture investing is a very forgiving game where one isn’t reprimanded much for the losers, as long as you get a few right in a big way!

For founders, getting warm intros to investors has now become common knowledge, and frankly, table stakes. However, what could give you an edge over hundreds of other fundraising founders is inculcating that one sponsor – someone who can build independent conviction on your yet-unvalidated startup, show skin in the game, and socialize their commitment to other investors.

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An Investing Framework to Find Startup Diamonds

As a venture investor dealing with high volume deal flow across sectors, stages, and founder personas, how does one effectively screen for the diamonds amongst the rocks?

Sharing a deal screening framework to help improve any venture investing process.

As an operator-angel, I consciously follow a “tech-generalist, founder-first” style of investing. It both suits my background (which is very cross-sectoral & cross-functional) as well as helps me cast a wide-enough net.

I believe one of the core advantages of being a solo investor is not being boxed in a niche fund strategy or sector focus. As tech evolves rapidly across geos, I like the freedom to be able to seek out the best founders in whatever vertical they might be building in, as well as be opportunistic in terms of participating across stages & in special situations too. This is the model that the likes of Elad Gil & Jason Calacanis have followed.

Of course, one has to still identify the game where one has an “edge” in, to have the best odds of outlier returns. For me, that’s focusing on what I call the “Global Indian” founder persona. It includes:

(1) India based founders building for the world (eg. cross-border SaaS, enterprise, deeptech etc.), and

(2) Indian immigrant/ Indian-origin founders building tech cos. in large markets like the US & SE Asia.

This is the persona where I have high-quality access, where I am able to understand & relate to the founder’s journey & motivations, as well as add value with empathy, given I am myself a Global Indian.

With this strategy, I end up with a massive top-of-the-funnel of deals across a wide variety of sectors, stages, geos & check sizes. Over the last few months, I have been trying to think of some sort of a screening framework to be able to quickly figure out where a new investment opportunity fits in my deal universe. Ideally, this framework should help easily visualize a deal’s preliminary fit with my strategy, before taking it into deeper diligence & running my entire check list on it (my core IP!).

While any such framework can involve many types of vectors, I have been experimenting with a “consensus vs signal” 2×2.

Deal ScreenConsensusNon-Consensus
High-Signal(2)(4)
Low-Signal(1)(3)
Consensus vs Signal 2×2 ©Soumitra Sharma

These vectors abstract out 2 important elements of venture investing:

  • Consensus – what is the investor-crowd’s opinion on whether this startup* makes sense or not.
  • Signal – what is the quality of people** who believe in the startup & have skin-in-the-game.

*”Startup” here means an amalgamation of team, market & product.

**”People” here includes founders, employees, customers, existing investors etc.

Let’s look at what each of the quadrants in the 2×2 mean:

(1) Low-Signal-Consensus – these companies lack high quality operating signals around the business and who the investor-crowd agrees will find it hard to make it big. A typical example would be an idea stage founder with no educational or career spike, going after an established (highly competitive?) market but with weak founder-market fit, and yet to demonstrate any early validation or traction around the startup’s hypothesis.

These opportunities will usually have negligible investor interest. When I come across such companies, my instinct is to first check if I am seeing any positive signal that the crowd is missing. This could be a behavioral characteristic of the founder, something from their personal backstory or from their startup journey so far. Idea is to see if there is some sort of high-quality leading signal hiding in plain sight.

If I sense a likely positive signal, I try and maintain a thread with the founder over coming months, attempting to see if subsequent execution can help build some conviction.

Note: most cold inbounds on LinkedIn, as well as startups from college incubators/ accelerators/ b-plan competitions fall in this bucket.

(2) High-Signal-Consensus – these companies have high quality signals around team pedigree, investor interest, customer traction etc., and who the investor-crowd agrees are potential winners. A typical example would be a repeat founder building in an established market that is universally understandable, has a large TAM and a past history of large outcomes.

While these deals are understandably hot, high investor FOMO around them creates 2 risks:

  • High entry valuations, bringing down future returns.
  • Because these deals look so obviously good on paper, it drives investors to overlook asking hard questions around the business. Does the repeat founder have fit with the space? Is there hubris at play from past success? Is the company being over-capitalized & therefore, not being set up for capital efficiency?

Therefore, whenever I see a High-Signal-Consensus deal, my antennas go up & I consciously try to keep FOMO at bay while increasing the rigor of the evaluation process.

Note: most deals that I see in angel syndicates or groups fall in this bucket.

(3) Low-Signal-Non-Consensus – these companies lack high quality operating signals around the business. But interestingly, the investor-crowd also doesn’t have a consensus yes/ no view on it yet. Reasons could be the space is esoteric so hard to understand, team’s background is non-traditional, or location is non-top-tier, founder is bad at pitching etc.

While looking at these opportunities, I am conscious of these being potential “non-consensus traps” – companies that look good to someone trying to invest against the crowd just for the sake of it, without building first-principles conviction.

I have an inherent positive bias for underestimated founders & overlooked assets. That’s why I try to be consciously careful in this bucket of startups as with experience, I have learned that bad companies are in most cases, just bad companies.

(4) High-Signal-Non-Consensusthese are the opportunities we as venture investors live for. They are highly non-consensus, with the investor-crowd struggling to access, understand, evaluate risk and build a positive view on them. Yet, these startups have high-quality leading signals, which could be external and/ or internal.

  • External – eg. a respected investor, sometimes a domain expert, has taken the time to evaluate & build high conviction around the company. Or a visionary customer is taking a bet, partnering with them in building the early product.
  • Internal – extraordinary founder-market fit eg. the founder has spent a decade just going deep in the field. Or a backstory that provides an authentic “why” behind pursuing this idea. Or an execution track record in the startup’s arc that is outstanding on important elements like capital-efficiency, iteration velocity or organic customer acquisition.

This quadrant is the hardest to source for and requires having a really differentiated network of relationships (for referrals) and a personal brand that attracts interest from these types of founders.

When I meet startups in this quadrant, I immediately get to work, spending time with the team & together unboxing every facet of the market. Generally, these deals have relatively less investor FOMO so I can take the time to run my conviction-building process with rigor.

The risk in this quadrant, and purely from my personal investing style & behavior perspective, is that I tend to get positively biased on them very quickly. After many such experiences, I now consciously play devil’s advocate during the evaluation process. Btw this is where running a rigorous conviction building process and avoiding a trigger-happy mode really helps.

Hope you found this screening framework interesting & perhaps helpful for your own venture process. Of course, evaluating an early-stage venture opportunity is much more multi-dimensional than this. But having such a framework really helps in effectively allocating bandwidth while managing high volume deal flow.

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