Building a growth-oriented business without a strategic playbook is a waste of resources. Calling the right plays is even more important. This site is a living copy of my playbook.


Cowboys & Villagers – Simple Thoughts on Hiring

Your first hires were probably mistakes. Mine were disasters; they demonstrated humanity's fascinating ability to self-implode. Hiring is hard.

You'll probably begin by hiring people who look like you. Not demographically (right?), but people who share the same traits you share: hard working, perfectionist, and maybe even unforgiving. Or, you've hired people you want to be friends with – people you'd enjoy going to a concert with or perhaps carrying on a different type of relationship with (i.e. platonic).

So while I was digging a bit deeper into SaaStr this evening I came across an interesting discussion between Sarah Lacey and Slack's CEO, Stewart Butterfield. Slack is a team of 40 year-old plus employees. Slack doesn't screen for age, but

Overcoming the Blogging False Start

Tonight I was reading through the last of my backlogged venture capital posts, and I came across a post by Mark Suster titled In a number of blogs I read, including Mark's, a writing trend has emerged: get your mind out on paper, and ignore the distrations. I've even noticed some authors timebox the problem. More importantly, I've noticed that everyone close to me who has chosen their…

Management Is Naturally Imperfect

The fundamental theory of management is that by collecting and assessing enough (all) information, a perfect decision can be made. An omniscient decision maker, for example, chooses his decisions and understands their consequences prior to action. But management is imperfect because it relies on data of varying quality. For example: information gathered from a biased employee, reporting data handicapped by inadequate collection, or modeling that supports a chosen narrative. The art of management is that most…

How to Manage Content with Asana

In Managing Enterprise Content, Ann Rockley argues for the planning of content reuse through four stages: create, review, manage, and deliver. A stage can have sub-stages; for example, the "create" stage has three sub-stages: planning, design, and authoring and revision. She notes that content is often created by individuals working in isolation inside an enterprise (the coined term is the Content Silo Trap). To counter this content silo effect, she recommends using a "unified content strategy,…

Pay-for-Performance is a Costly Tool

On creating value and managing accountability An interesting topic of discussion came across my radar — I’ve framed it here as a question: what do you think of using performance incentives to motivate employees? If you’re too lazy to read: I believe that periodic performance tied to cash compensation is misaligned with the long-term value creation. My (Biased) Background For the last two years I’ve been the president of a non-profit organization. This organization…