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#114: When Is Enough...Enough?

The secret to career fulfillment isn’t more — it’s knowing when to stop chasing

If you’re anything like me, you’ve spent most of your career in pursuit — of the next promotion, the next launch, the next milestone.

That’s what ambitious people do, right? We move the goalpost the second we reach it.

But lately, I’ve been asking myself: Do I even know what “enough” looks like?

Many PMMs I talk to feel burnt out, stretched thin, and yet… still want more. More recognition. More impact. More growth. And while drive is great (I’m an over-achiever myself), it can also become a trap. One where we’re constantly chasing without pausing to define what enough actually means.

So let’s change that.

This week, I dedicated a big chunk of my calendar to working through my own definition of enough. It was so freeing for me that I want to help you do the same.

In today’s edition, I’m going to share the simple process I followed to build a definition of enough across several categories of my life. Plus, if you make it to the bottom, I’ll give you an AI prompt to make the process even more interactive.

Grab a pen and paper, and let’s get into it.

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When is Enough…Enough?

Step 1: Define Enough in Your Core Categories

Rather than defaulting to more as the goal, let’s define enough in the areas that matter most. Here’s the prompts I used to inspire my journaling. Steal these, or create new ones for your own priority buckets.

Once you have your rough answers written out, put them into ChatGPT and ask it to help you refine your work. It may help you extract thoughts you couldn’t quite articulate on paper.

Financial Enough

  • I have enough when…

  • Beyond this point, more money doesn’t… 

  • Things I no longer need to chase financially…

Career & Work Enough

  • I have enough when… 

  • I no longer need to prove… 

  • I will stop chasing…

Relationships & Connection Enough

  • I have enough when…

  • Beyond this, I’m no longer seeking…

  • I will prioritize…

Lifestyle & Experiences Enough

  • I have enough when…

  • I don’t need to upgrade…

  • I will make space for…

Personal Growth & Impact Enough

  • I have enough when… 

  • I will stop seeking…

  • I will define my impact by…

Step 2: Identify Your Enough Indicators

It’s one thing to define enough. It’s another to recognize when you’ve actually hit it. This is the thing that will prevent you from continuously moving the goalpost.

For each category above, ask yourself:

  • What’s my tangible enough marker?

  • What’s my emotional enough signal?

  • What’s a “chasing” behavior I need to stop?

Step 3: Maintain Your Version of Enough

Even once we define enough, the pull to keep striving doesn’t disappear (at least, I don’t think it does). Here’s some ideas I’ll be practicing to keep myself in check:

  • Quarterly Enough Check-Ins – Ask yourself: Am I still honoring my version of enough, or have I started chasing more again?

  • A “Do Not Chase” List – Write down what you refuse to pursue beyond a certain point.

  • Reframe Growth as Depth, Not More – If you crave progress, channel it into mastering, refining, or deepening — rather than just scaling up.

  • Accountability Partners – If you’re comfortable, share your definitions of enough with a trusted friend or partner.

Take 10 minutes today to jot down your own version of enough using the categories above. You might be surprised at how much of what you’re chasing you already have.

CAMPER ESSENTIALS

🤖 AI Prompt: I asked ChatGPT to help me craft a prompt to reverse engineer my self-reflection exercise. Here’s the result:

“I want to stop constantly chasing 'more' and instead define what 'enough' looks like in different areas of my life. Help me work through this exercise step by step. For each category below, ask me guided questions to help me articulate what 'enough' means, what I no longer need to chase, and what signals will tell me I’ve reached it. Then, help me summarize my answers into a clear, concise 'enough' statement for each category. Then, help me create an “Enough Maintenance Plan” that includes: tangible markers that signal I’ve reached enough; emotional signals that indicate I’m content; and a "Do Not Chase" list to keep me from over-striving.”

Use the prompt and be sure to include the list of buckets and questions from Step 1.

Wishing you clarity on what truly matters,

Tamara Grominsky

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