The Pros and Cons of Investing via an Angel Syndicate / SPV

Investing in startups is an outlier sport. You’re either average – which generally means below the public markets – or you’re extraordinary. You either invest in the great companies that make up 95% of venture returns, or you don’t. The problem is, to get into the very best companies – the Googles, the Airbnbs, the...

Positioning Your Startup to Conquer Your Archenemy: The Ultimate Branding Exercise

I was recently advising a client in an incredibly competitive industry – think hundreds of millions raised, huge players in every major market, multi-billion dollar valuations… Suffice it to say, it’s a pretty crowded space they’re trying to break into. To make matters worse, they weren’t all that differentiated… their USP was weak. Which was...

Understanding the Economics of Venture Capital

If you are reading this blog, you know that venture capital is a power law game. Venture investors invest in ten companies hoping one returns the losses of the other nine many times over.  And they have to because so many startups and small businesses fail. But to really understand the implications and motivations of...

The “Asshole Test” Hack to Win at Influencer Marketing

Influencer marketing is one of my favorite promotional strategies. Nothing beats a tried and true recommendation from someone you know, like and respect. And that’s what influencers are – at least the ones that don’t whore themselves out to the highest bidder and flaunt any and every product on Instagram… The truth about influencer marketing...

Announcing The Syndicate Angel Investor Group

Are you an ex-operator, tech professional or other high net worth individual interested in diversifying your portfolio and investing in high-growth tech startups looking to change the world? If so, I have great news. After years on pause following the shutdown of The Syndicate podcast (my old podcast where I interviewed 100s of the world’s...

Is Web3 Bullsh*t?

News flash: The crypto and blockchain crowd have rebranded to web3. They probably thought it sounded better and didn’t want all the baggage that hundreds of scam ICOs, STOs and skirted securities laws brought with the term blockchain.  In a way, it was a bit like Facebook changing its name to Meta. Crypto’s biggest players...

Does Your Startup Need a Business Plan?

Short answer: No. You can stop reading this article now and get back to work building your business. Doing anything else (especially like stopping to create a business plan) is purely wasting your time. In all seriousness though, why is the question of a business plan still so prevalent amongst founders? Why is it that...

From Founder to CEO: Going from Zero to One to 100

There are two types of leaders: those who thrive through war and hardship (like Winston Churchill and Abraham Lincoln) and those that excel during peace & prosperity (Angela Merkel and Margaret Thatcher). And generally, there is almost no overlap between the two, which makes sense. The thing is, this dichotomy doesn’t only apply to politics...