September 25, 2025

Strategy Drift Starts with Assumptions You Haven’t Revisited

You started with a clear customer.
A real pain point.
A sharp wedge.

But now, as the company grows, the edges feel blurrier.

1. What worked at Seed won’t always work at Series A

The customer needs a shift.
Your product evolves.
The market moves.

If you haven’t revisited your core assumptions in 6 months, you’re probably scaling an outdated thesis.

2. Drift isn’t dramatic it’s subtle

It sounds like:

  • “Let’s add this feature for that one big customer”
  • “This new segment seems easier to sell to”
  • “We can be both premium and affordable”

And just like that, your positioning blurs.
Your roadmap sprawls.
Your growth plateaus.

3. You need a positioning reset, not a rebrand

Re-ask the hard questions:

  • Who do we actually serve best today?
  • What’s the real pain point they can’t solve without us?
  • Where do we win, and where are we just competing?

Don’t evolve blindly.
Recalibrate deliberately.

Call to action:
Block 30 minutes this week to audit your positioning. What has changed and what hasn’t caught up?