Simon Blakey’s Post

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Chair of the Investment Committee @ Playfair | Active Angel Investor

So you want to work in VC? 👨💻 I’m often approached about how to break into venture so I thought I’d share a few pointers on what I personally think makes someone great in this job. Yes, you need to be smart and ideally have some experience that is relevant, but that’s just the entry ticket. The real differentiators are a mix of soft skills and staying power: 1️⃣ Strong opinions, loosely held. I've found that some of the best investments are the ones that make everyone else in the IC uncomfortable. If you can spot something weird-but-brilliant and then argue your case with conviction, this is a huge positive. I am a strong believer that just 'going with the flow' doesn’t cut it. 2️⃣ Be insatiably curious. Of course it’s great if you already have relevant expertise, but good VCs love diving into unfamiliar markets, reading dense decks and really trying to understand how our world is (constantly) shifting. As a generalist VC you should be careful of saying ‘this isn’t my area’… 3️⃣  Be genuinely social. Venture is a relationship game and, as a naturally shy person, being out-and-out social is something I did struggle with. In the early days, you could be meeting founders, co-investors, scouts, and LPs up to five nights a week. If you can both build trust and still stay energised, it’s a huge asset. 4️⃣  Context-switching is a superpower. One minute you're meeting a founder in prompt engineering, the next it’s writing a market sizing section for a IoT investment memo. Some people do find it exhuasting bouncing between ideas, founders, and sectors...whilst still trying not to loose the thread. 5️⃣  Making peace with deal irregularity. For every exciting call with a breakout founder, there will be dozens (possible hundreds) of decks that go nowhere. Months can pass like this - and as VCs love doing deals this can be frustrating - but I have learnt to accept that this is the nature of the industry. 6️⃣  Humility. Founders are the ones doing the hard work and we investors are just the supporting act. The best investors I know remember this and act accordingly. (Founders do notice when you’re genuinely supportive and not just transactional). 7️⃣ Play the long game. This is a business of delayed gratification. Great returns can take 7–10 years or more. People who are driven by quick wins or short-term validation can struggle with the long cycles and ambiguity. There’s no one perfect formula, but if any of this resonates, venture might be something for you 🙂

Kiran Mehta

Former VC Investor - Now Supporting Tech Businesses Turn Strategy into Execution – Whilst Sharing Insight from Both Sides of the Fence

5mo

Spot on here Simon. The people that I see that break into venture absolutely nail the networking piece, both online and in 3D. Imo you can teach screening and portfolio management is something only learnt over time, the sourcing is the part that's you can't teach, you need people that will put themselves out there.

Rich Stockdale PhD

CEO | Scaling Conservation | Building Natural Capital into the World's Most Important Asset Class | Speaker | Author | Natural Capital Asset Management

5mo
Struan McDougall

Founder and Chairman of Cambridge Capital Group & Trustee of The CCG Trust - Investors in Wildlife

5mo

In my view Simon a key requirement is industry experience. There are many young people who think venture capital is cool but with little business experience they have no value add and offer no differentiation. Sector expertise can be very valuable.

David Levine

Raising money for startups all over the world from investors all over the world. Want to learn how to nail your next raise? Click the link below or go to my featured section!

5mo

And do stuff. Sometimes it's the right stuff but just do

Olivier Gamrasni Åhlén

Making simple what is complicated | Venture Capital & PE | Startups | Family Offices | Impact Investment | Wealth Management | Fintechs | Board Member | NED

5mo

Good list...a strong natural flair and vision coupled with as you say, "Strong opinions, loosely held" is so important imho

Adam Taylor

Scaling Meta advertisers with our Creative Data System | $26M+ in Tracked Meta Sales | Founder at Media Engineered

5mo

This is such a grounded and accurate breakdown—especially the part about humility and delayed gratification.

Ahmed Yahya

Co-Founder | Business Strategist | Building AI Ventures that Redefine GCC Industries

5mo

This is one of the most honest breakdowns I’ve seen on what actually matters in VC. Most people think it’s all about sourcing deals or spotting trends, but the real edge is in conviction, curiosity, and compounding trust over time. Also respect for calling out the irregular pacing. If you’re not wired for long games with zero dopamine hits, you’ll burn out fast. Venture’s not for tourists. It’s for builders who respect the craft — even when the calendar’s quiet. Solid post.

Thomas Cornwall

Founder at Open Equity | We help founder-led companies scale to successful exit.

5mo

These are true… and go find a great company, bring in deal that matches the thesis. That is a unicorn application.

Vision and visioning is critical

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Andy Walsh

Podcast Host (Top 4% globally) || 2x Exits / 3x Founder || Startup Strategist - idea to impact || Angel Advisor || Chief Incubation Officer || Community Catalyst

5mo

Not for the faint-hearted!

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