Building a startup is hard.
Figuring out fundraising and venture capital shouldn’t get in your way.
Here you will find all of my posts, starting with the most recent.
You can also jump directly to the following categories:
Treat Yo' Self!
If your goal as a founder is to build a world-changing company you need to put yourself in the best position to run an epic, decade-long marathon. Which means you need to treat yo’ self!
Why Do Solo Founders Make VCs Nervous?
One topic that gets founders riled up is the fact that many VCs won’t invest in solo founders. Why do solo founders make investors so nervous?
A Hard Tech Renaissance is Happening and Canada Risks Missing Out
Canada has a long, proud history in hard tech but risks missing out on the current renaissance for one key reason.
5 Ways to Improve an M&A Outcome
Like fundraising, getting acquired is something most founders only do once (if ever). Here are 5 ways you can improve the outcome of an M&A process.
The Problem with Pivots
Pivoting is a right of passage for many startup founders. But too often, the road to a successful pivot is cut short by a critical mistake: the founders failed to fully reset the business.
The Paradox of Time: Silicon Valley's Ultimate Riddle
Silicon Valley has a paradox: most people in places of power, influence and experience genuinely want to help up-and-coming founders, but their work and obligations leave little to no time for them to do so. Solving this puzzle is the ultimate cheat code.
The Power of Discomfort
Many people fall into the trap of thinking that, in order to grow in our professional lives, we must be uncomfortable at work. What really matters is that we challenge ourselves somewhere, somehow in some aspect of our lives.
This Critical Lesson in MySpace's Failure is Still Relevant Today
I had a front-row seat for the rise and fall of MySpace. This critical mistake that MySpace made is still relevant to founders today.
5 New Habits for the New Year
Here are 5 new habits that every founder can begin this week to start the new year off strong.
Things I Think I Think - Q4 2023
As we enter 2024, there’s significant reason for optimism. So in the spirit of sports columnist Peter King, here are 5 Things I Think I Think - Q4 2023 Edition.
All the Small Things
As with many things in life, the little things can have far more of an impact on your success when fundraising than you might expect. Here are four small things that won't win you a new investor, but could potentially lose you one.
"What if Google Builds It?" is No Longer a Bullshit Question
In a world of generative AI and LLMs, “What if Google builds it?” is no longer a bullshit question for investors to ask founders.
Canadian Founders Need to Go to SF. Now.
Right now is a unique moment in time for both San Francisco and tech in general. And it’s one that likely won’t last long.
How to Get a VC to See Past Your Resume
How do you convince a VC that your founding team is capable of excelling in areas where you have no relevant experience?
Anatomy of a VC AGM
What is a VC AGM and what do VCs tell their investors behind closed doors?
If I Had a (100) Million Dollars 🎵
In venture capital, “portfolio construction” refers to how a fund “spends” (invests) its capital. Let's examine the variables at play when a VC decides what to do "If I Had a (Hundred) Million Dollars".
The Adrenaline of VC Deal Flow
What happens to VC behavior when the adrenaline of deal flow runs out?