How I Run My 90-Day Sprints (Even with 3 Businesses)

Running three businesses doesn’t mean working 3x harder—it means working with 10x more clarity.

The only way I manage that kind of load without drowning in busywork is by running 90-day sprints. Not annual planning. Not endless backlogs. Just focused execution, in quarters that actually ship results.

Here’s how I structure them—and how you can too.

Why 90-Day Sprints Work

A year is too long. A week is too short.

But 90 days? That’s the sweet spot.

You can:

Set meaningful goals
Make visible progress
Adjust without losing momentum

Founders don’t need more ideas. We need decision windows—and 90 days is just enough time to validate, pivot, or double down.

My 90-Day Sprint Framework

1. Pick Three Outcomes Per Business

Each quarter, I set no more than three outcomes per company. Not tasks. Not themes. Outcomes.

Example:

Launch our new consulting offer
Hit $XX in pipeline
Migrate 100% of ops to Notion

They’re tied to revenue, ops, or systems—not just marketing fluff.

2. Break It Down Weekly

Each outcome gets mapped to 12 weeks of progress:

What must move this week to hit that goal?
What’s blocking it?
Who owns it?

No ambiguity. No guessing. Each week moves the ball.

3. Schedule Weekly Sprint Reviews

Every Friday:

What did we ship?
What didn’t happen (and why)?
What’s the next smallest action?

If you’re not reviewing weekly, you’re not sprinting—you’re drifting.

4. Time-Block by Business

I split my calendar by company, not by task type.

Monday = Strategy day across the board
Tuesday = Company A deep work
Wednesday = Company B calls + content
Thursday = Company C ops and outreach
Friday = Review + adjust

It’s not perfect. But it keeps my brain in the right lane.

Tools I Use to Stay Sane

A whiteboard with outcomes front and center
Notion (daily dashboard + linked goals/tasks)
Google Calendar with color-coded blocks
A recurring Friday “Review & Reset” block

You don’t need a stack. You need rhythm.

What to Do This Week

Pick one business and define three 90-day outcomes
Break each into 12 weekly milestones
Time-block next week around those milestones
Schedule a 30-minute review Friday to recalibrate
Repeat every week until you ship—or fix—the outcome

Stay focused. Stay productive. Keep building.
—Bill

How I Run My 90-Day Sprints (Even with 3 Businesses)

Why 90-Day Sprints Work