Windmill Startup Coaching

Windmill Startup Coaching I Help Mid-Career Tech Professionals Build A Consulting Business Alongside Their Day Job Using The 3 Pillars of Success Blueprint
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10/06/2026

Most senior tech contractors think their ceiling is their day rate. It isn't.

Your day rate can go up. It will, if you're good. But your revenue will always be capped by the number of days you can sell.

A contractor sells time. A consultant sells outcomes — and an outcome doesn't have an hour count. A retainer doesn't stop when you go on holiday. An advisory relationship doesn't require you in a room.

Both pay well. A consulting business builds something the day rate never can.

I'm not arguing against contracting. At certain stages, for certain people, it's the right structure. But if you're building for genuine optionality and some level of financial independence, the architecture matters. You wouldn't design a system without thinking about its scalability.

I'm covering this in a free workshop this Wednesday the 17th on how to structure the consulting side alongside your current role, without leaving, without burning out.
Link in my Bio.

If you're contracting currently, where do you see it taking you in five years?

I've watched AI make three categories of senior tech work genuinely fragile in the last 18 months.Senior work that used ...
09/06/2026

I've watched AI make three categories of senior tech work genuinely fragile in the last 18 months.

Senior work that used to be protected by complexity and experience.

✅ AI-assisted architecture reviews
✅ Automated security auditing at a level that was specialist territory two years ago
✅ Code generation that's removed whole categories of billable hours from solutions consultants

I'm not saying this to alarm anyone.
I've seen technology change the game before. I was at Avaya when cloud communications rewrote the enterprise market in under five years.

The professionals who came out well weren't the ones who waited to see what happened. They were the ones who already had something of their own.
An offer. A reputation.
A client base that wasn't tied to one employer's headcount decisions.

On Tuesday, 17th of June, I'm running a free workshop on exactly this — how to build the foundations of a consulting business alongside your current role. Link in the comment.

Which parts of your expertise feel most protected and which feel more exposed than they did two years ago?

The first client feels like proof it's working.The quiet month after feels like proof it isn't.Neither is true. That's j...
02/06/2026

The first client feels like proof it's working.
The quiet month after feels like proof it isn't.
Neither is true. That's just what the early stage looks like — uneven, unpredictable, nothing like the plan you drew up.

I've watched people with solid offers and real expertise walk away in month two because it didn't feel like momentum. They were two conversations away from their second client and didn't know it.

The ones who build something don't have a better offer. They just don't confuse a slow week with a dead end.
Keep going.

Twenty-five years in England. Still Dutch. Still direct. Still say what I mean. Still believe that the fastest route bet...
29/05/2026

Twenty-five years in England.
Still Dutch. Still direct.
Still say what I mean.
Still believe that the fastest route between two points is a straight line and a clear conversation.

I used to wonder if the accent and the bluntness were working against me. They weren't. They were doing the filtering for me, pushing away the clients who wanted someone agreeable and pulling in the ones who wanted someone honest.

The professionals who stand out aren't the ones who blended in.

They're the ones who stayed specific.

"I want to build something my six kids can come and work in one day."He said it quietly, almost as an aside, halfway thr...
26/05/2026

"I want to build something my six kids can come and work in one day."

He said it quietly, almost as an aside, halfway through a coaching session. But it stopped the conversation completely.

Wasswa is a senior tech contractor. Big family. Seventh child on the way. The last six months have been difficult, contracts scarce, income unpredictable, the weight of a large family sitting behind every professional decision he makes.

He came to work on the income problem. Most people do.

But that sentence told me this was never really about income.

The standard consulting conversation is about replacing a salary, escaping a corporate ceiling, buying back autonomy. Wasswa wants all of that, but underneath it is something older and heavier. He wants to build something that outlasts him. Something his children can step into.

That changes how you design the business entirely. It needs structure. It needs to scale without depending entirely on his hours. It needs to be transferable.

Consulting built properly does exactly that. The methodology, the frameworks, the client relationships, the reputation, these don't disappear when a contract ends. They compound.

What are you actually building this for? Drop the real answer below. 👇

I couldn't ski the mountain. So I ran it instead.Ten inches of fresh snow, weather closed, slopes off limits. Most peopl...
21/05/2026

I couldn't ski the mountain. So I ran it instead.

Ten inches of fresh snow, weather closed, slopes off limits. Most people in that situation find a reason to sit indoors with a coffee and call it sensible.

I've been running every day since 17 October 2022. That morning in the French Alps wasn't going to be the day the streak ended.

Slipped once on the way up. Got up, kept going.

The streak started the same day I began a social media programme, which meant the habit got attached to something bigger than fitness from the very beginning. Daily run, daily breathing exercises, daily reading, daily documentation. All of it started on the same Tuesday morning.

1,277 days later, I still haven't missed one.

The longer a streak runs, the more you want to protect it. Early on you're building something. Later on you're guarding something. The motivation shifts completely, and it gets stronger rather than weaker.

Most people give themselves a reason to stop. I gave myself a reason to count.

What's one daily habit you've kept without breaking?👇

80% of people who pay for a consulting programme never take the action required.That number should bother you. It bother...
19/05/2026

80% of people who pay for a consulting programme never take the action required.

That number should bother you.
It bothered me when I first noticed it.

These aren't uncommitted people.
They're brilliant senior tech professionals with real expertise and genuine ambition. They just get stuck in patterns that feel productive but aren't moving them forward.

Swipe through to find out which type you are.
Comment honestly below. Which one is you right now? 👇

Every Tuesday I paste three data sources into a spreadsheet and watch the graphs update automatically. This is what runn...
14/05/2026

Every Tuesday I paste three data sources into a spreadsheet and watch the graphs update automatically. This is what running a lean consulting business actually looks like.

The Three Data Sources
Call booking data from my calendar system. Meta ad reports from last week's campaigns. Webinar registration numbers from the platform.

What It Shows:
Twelve-week trends across everything that matters. Lead flow, conversion rates, cost per booking. Same view for twelve months to spot seasonal patterns.

The Principle:
Hide complexity from the customer, give them a one-pager. Same rule applies to tracking your own business. All the noise gets filtered down to what moves the needle.

Why This Matters for Solo Operators:
Without measurement, you're flying blind. You don't know if that new ad angle works. You can't tell if webinar topics drive better bookings. You're guessing instead of knowing.

Most consultants track nothing, then wonder why growth feels random. The dashboard takes ten minutes to update. Those ten minutes save weeks of wrong decisions.

Save this for when you start tracking your own business.
Follow for the template structure reveal.

If you can't explain your price in one sentence, the client won't pay it. Here's why tech professionals get pricing wron...
08/05/2026

If you can't explain your price in one sentence, the client won't pay it. Here's why tech professionals get pricing wrong. ⬇️ 👀

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