Photo by Norbu Gyachung on Unsplash

‘That’s irrational.’

‘That’s stupid.’

‘They’re making things difficult for the sake of it.’

When we encounter emotions and behaviours that don’t make sense to us, it’s often because we don’t have all the information. And in the absence of information, we tend to assume the worst.

‘Emotional generosity’ is the…


Selling the dream is a key part of a founder’s job — whether that means convincing investors to invest, prospects to buy, or candidates to join the company. Of course, existing relationships can be a big asset. …


What makes leadership team meetings trickier than they should be?

That’s a question I’ve been asking a lot of CEOs, both on my podcast and my coaching programs. Frequent answers include:

  • A lack of alignment over the objective of the meeting
  • A lack of clarity over people’s roles
  • A lack…


Most leadership teams come together for at least a few days each year to meet up as a team, align on the business strategy, and collaborate on the company’s biggest challenges. …


Being held to account for our decisions, actions, and results can drive high performance. It helps clarifies our commitments, increases our diligence, and improves our self-awareness.

Most of us report to someone. For CEOs, it’s a board of directors. For others, it’s their manager or their coach. …


One of the hardest parts of the journey from founder to CEO is to let go of the details. It’s as painful as slowly pulling hot wax off their legs (or so I assume — I haven’t waxed my legs recently).

However, there is a simple way for CEOs to…


Here’s the scenario. You’re coaching a colleague in a one-on-one meeting and they commit to an action you both agree needs to happen. Although this is the last step in the ‘GROW’ model of coaching, you have a niggling feeling that they’re not going to follow through.

What can you do to increase the chances they follow through?

Many people instinctively…


There are basically four ways to take a decision:

  • By command — a decision is made by an individual without consultation
  • By consultation — a decision is made by an individual after consulting other group members
  • By consensus — a group decision is made once everyone agrees
  • By counting votes…


Lockdown has taught me many things, but there’s one lesson that can’t be overstated. Don’t give nuanced feedback via Slack. Or via SMS. Or WhatsApp.

Messaging is awesome for lots of things, but nuanced feedback isn’t one of them. The problem is you have absolutely no idea what’s happening on…


OKRs (objectives and key results) have become so popular that they’re quickly becoming interchangeable with their sister acronym, KPIs (key performance indicators).

I know you aren’t confusing these terms, but just in case you have a colleague who is, here’s a useful distinction.

1) OKRs are for new initiatives

When you’re building something new, you want…

Dave Bailey

CEO coach to Series A+ founders, 3X venture-backed founder, angel investor, author of The Founder Coach ->

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