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The Legacy Client Pricing Trap
Why your longest relationships might be your least profitable
Hey there, welcome back to Agency Finance Letters.
Most agencies have them: those clients who've been with you since the early days. They took a chance on you when you were still figuring things out. They've stuck with you as you've grown.
And they're paying rates from three years ago while receiving your evolved expertise.
The Uncomfortable Math
Let's be blunt about what's happening here:
Your expertise has grown exponentially
Your delivery systems have improved dramatically
Your overhead has increased to support quality
Your team needs competitive compensation
Yet your pricing with early clients hasn't kept pace
This isn't just uncomfortable - it's financially unsustainable. We regularly see agencies where legacy clients receive 30-40% more value than new clients while paying 20-30% less.
For a $400K agency, this typically translates to $70-90K in unrealized revenue annually. That's not just lost profit - it's team members you can't hire, tools you can't invest in, and growth opportunities you can't pursue.
Why It's So Hard to Fix
There are legitimate reasons this situation persists:
Loyalty feels like it should be rewarded, not "punished" with price increases
The conversation feels awkward and potentially damaging
There's fear that these stable clients might leave
The relationship often extends beyond just business
But here's the harsh reality: every month you delay addressing this issue, you're essentially subsidizing these clients at the expense of your team, your growth, and ultimately your agency's survival.
The Client Segmentation Reality
Not all legacy clients are created equal. The most damaging are those who recognize your growth but feel entitled to perpetual grandfathered pricing. These relationships create a psychological drain beyond just the financial impact - they send signals to your team that your expertise isn't valued appropriately.
Many agencies realize too late that these pricing disparities have created unsustainable economics. By the time they address the issue, they're often operating from a position of financial pressure rather than strategic choice.
The Strategic Reset
The most successful agencies don't just raise prices - they restructure their entire offering to give clients clear choices.
This isn't about forcing clients into higher rates. It's about creating alignment between what clients need and what you charge:
Some clients may actually need less than what you're currently providing. A simplified service at a lower price point creates a win-win.
Others genuinely need the enhanced service you now deliver. For them, the conversation isn't about raising prices - it's about matching services to their current needs.
The agencies that navigate this successfully present options, not ultimatums. They create clear service tiers that allow clients to self-select based on their priorities.
The legacy pricing problem isn't solved through awkward price increase conversations. It's solved through strategic repositioning that gives clients the power to choose what they truly value.
Till next week, Joey
PS. I just launched my second YouTube video - 8 essential questions every agency owner needs to think about to help build a good financial strategy. You can check that out here: https://youtu.be/uIPsIbZNxc0