The playbook
Fifteen things it took me thirty years to work out.
Most of these began as lines in a notebook I kept for my daughter, written years before I managed to live any of them. They're free. You don't need the book and you don't need to give me your email. Take them.
01
The Window
Your 30s and 40s decide the next three decades. That's when the business gets built, the retirement accounts get funded, the network gets made and the friendships get real. After 50, health and energy and family stage close it faster than anyone warns you. Nobody told us that.
"Give your efforts time to compound!"
02
Your Personal Board of Directors
Three or four people, older and wiser, outside your family. Not your accountant and not your lawyer — you pay those. These are the ones who will tell you the thing you do not want to hear, and who have no reason to soften it.
"Have your own Executive Board of 3–4 people who are older & wiser."
03
The 80% Rule
You never get more than 80% out of a person, a plan or a day. So budget money at 80% and hold the rest back. Block time at 75%. Two or three real things finished is a good day. I didn't get this from a productivity book — I reverse-engineered it from a capacity I no longer had.
04
Hope Is a Discipline
Hope is not a mood that shows up. It's a practice you run, on a schedule, especially on the mornings you don't believe a word of it. Knowing what to build is useless if you can't stay standing long enough to build it.
"You will have seasons of life… the tuff ones will pass soon."
05
Seasons
The change is guaranteed. The timing never is. Which means you prepare during the good season — exactly when nobody feels any need to. I learned this one from Jim Rohn in a car, and then learned it again the expensive way.
06
The Plain Door
What ends a free fall is almost never dramatic. There is no big break and nobody arrives. It's one client, one program, one narrow niche, worked harder than anybody else was willing to work it. The door out is always plainer than you expect.
07
Add, Don't Swap
A second income stream protects you only while the first one is still running. If you replace instead of adding, you haven't diversified — you've just moved, and you're carrying the same single point of failure to a new address.
08
The Control Trap
The business you start in order to escape risk usually carries the identical risk in a different costume. In 2019 I burned the boat to get control of my own income, and bought the same exposure back under a new name.
"Take risk, but calculated risk."
09
Uncorrelated, Not Just Multiple
A friend of mine ran residential building alongside industrial structural engineering. I ran four things, and every one of them was real estate. Same crash, opposite outcome. I had diversified my activities. He had diversified his risk.
10
The Instrument, Not the Target
I carried a number in my head for twenty years and never once measured my actual position against it. Not annually. Not ever. A number without a measurement system behind it isn't a goal. It's a wish.
11
You Can Delegate the Work, Not the Judgment
Outsource it — but educate yourself anyway, enough to know what that person is supposed to be doing. I handed over the books twice without that, and both times it cost me years I couldn't get back.
"Never believe what someone tells you until you back it up."
12
Experience vs. Position
An expensive pair of shoes bought one good night and was gone. A house too big for us bought a position, and committed future income for years. Experiences end. Positions compound — and they compound in both directions.
13
Rich Is Having Someone Whose Job It Becomes
I once had the evidence — organised, documented, in writing — and four separate institutional appeals produced nothing at all. What finally worked was knowing somebody. Poor is being right, with the records, and filing it anyway.
"Relationships are the most important key to success & life."
14
The Window With Children Closes Too
If you aren't growing up alongside your kids and your grandchildren, doing things with them, you lose them. It's the same window as the first one on this list, running at the same time, and it's the one nobody puts on a spreadsheet.
15
Trust the Voice
We're all born with it and most of us never learn what it sounds like. For me it's a feeling, and sometimes it's very clear words in my head — and it's always loudest right before a bad decision. Pause there. Sit in it before you move.
Here's the part nobody tells you: if you listen, you'll never find out whether it was right — because you listened. The disaster you avoided is invisible. The only proof you ever get comes from the times you overrode it and paid.
And the honest caveat, because I'd be selling you something otherwise: a gut is compressed experience, worth exactly as many reps as you've put behind it. Mine is good at reading a house, a client, a deal going sideways — a thousand times over. It has been no better than a coin flip at picking a business partner. Trust it where you've done the thing. Everywhere else, trust a process, or somebody who has the reps you don't.
Each of these has a chapter and an episode.
The book tells you what each one cost me. The show puts it in front of somebody who knows more than I do.
