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If you haven’t revisited your core assumptions in 6 months, you’re probably scaling an outdated thesis.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

