How Do I Know If I’ve Made Real Progress With Boundaries and Difficult Conversations?

Q: I’ve been doing this work for over a year, but it’s hard to tell if I’m actually making progress. What should I be looking for?

This is a common experience, and it reflects something real about how change in this territory works: progress doesn’t announce itself. It accumulates quietly, and it’s usually more visible in retrospect than in the present moment.

Here’s what real progress actually looks like, and how to track it.

The Wrong Metrics to Use

Before naming the right indicators, it’s worth clearing away the wrong ones.

Absence of activation: Real progress does not mean the anticipatory tension before difficult conversations disappears. For most people who make substantial progress, some activation continues. Measuring by whether the activation is gone will consistently underestimate progress.

Never having hard moments: Real progress doesn’t mean limit-holding becomes effortless across all situations. New situations, new relationships, and high-stress contexts will still produce difficulty. This is expected, not evidence of failure.

Whether the pattern ever fires: The pattern may fire less frequently, but firing occasionally is not evidence that progress hasn’t happened.

The Right Metrics to Use

Recovery time: How long does it take you to return to baseline after an activating interaction? Six months ago, that interaction might have occupied your attention for hours. Now, does it resolve in thirty minutes? Twenty? This shortening is one of the most reliable markers of nervous system updating.

Activation magnitude: When the pattern fires, how large is the response compared to six months or a year ago? Smaller activation in similar situations is progress.

Frequency of accommodation: Are you accommodating when you’d prefer not to, with the same frequency you were six months ago? Fewer accommodation behaviors — more consistent follow-through when you intended to hold a limit — is progress.

The content of the “should have said” loop: Do you still replay conversations and identify what you could have said more honestly? Is the frequency or intensity of that loop different from before? Reduced loop intensity is progress.

Number of unaddressed dynamics in your active relationships: Six months ago, how many dynamics were you aware of but not addressing? How about now? Fewer unaddressed dynamics — not because you’ve suppressed awareness of them, but because you’re addressing them earlier — is progress.

Speed of recognition: Can you recognize the pattern firing in real time, or only in retrospect? Faster recognition is progress. Recognition during the activation (not just after) is progress.

Baseline energy: Is the general fatigue that comes from relational management lower than it was? This is hard to measure precisely, but most people who make real progress describe something like a reduction in background drain. More energy available after intensive client days, less between-session preoccupation.

How to Make Progress Visible

The most reliable method: a brief quarterly review. Not a week-by-week assessment, which will be too granular to show accumulation. A quarterly comparison — where were you in this territory three months ago, and where are you now?

Keeping brief notes about specific limit-holding moments, outcomes of direct conversations, and activation intensity over time makes the comparison possible. Without notes, memory defaults to recent experience, which often feels like baseline because current is always baseline.


Real progress in this work is real, but it’s often invisible until compared to a clear earlier baseline. The comparison across months is where it becomes visible.

The daily practice includes a structure for tracking the right metrics.

The Abundance GPS Skool community provides outside perspective when the progress is hard to see from the inside.

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