Why Can’t I Figure Out Love Like I Do My Career?: The Hidden Disconnect Between Success and Self-Worth in Relationships

You’ve nailed the promotions. You’ve built the business. You’ve mastered the art of problem-solving, leading meetings, and making decisions with confidence. But when it comes to love—navigating intimacy, setting boundaries, trusting your judgment—suddenly, you’re unsure, second-guessing, and feeling like a beginner. You’re not alone if you’ve ever wondered: Why can’t I figure out love like […]
June 28, 2025
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Brenda Reiss Coaching

Brenda Reiss is a Forgiveness Coach and author of “Forgive Yourself” and “Journey to Your Heart Space” and host of the “Forgive Yourself Podcast”. She facilitates workshops and group programs that guide women from being stuck in guilt, resentment, and self-sabotage to feeling freer, more expanded and ready to share themselves and their passions with the world.

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Why Can’t I Figure Out Love Like I Do My Career?: The Hidden Disconnect Between Success and Self-Worth in Relationships

You’ve nailed the promotions. You’ve built the business. You’ve mastered the art of problem-solving, leading meetings, and making decisions with confidence. But when it comes to love—navigating intimacy, setting boundaries, trusting your judgment—suddenly, you’re unsure, second-guessing, and feeling like a beginner. You’re not alone if you’ve ever wondered: Why can’t I figure out love like I do my career?

This disconnect between professional success and relationship satisfaction is more common than most people realize, especially among high-achieving women. The same women who excel in leadership, strategy, and execution can feel stuck, confused, or even powerless in their romantic lives. Let’s unpack the reasons why—and how to start bridging the gap.

The Mask of Competence: How Career Confidence Can Hide Emotional Insecurity

High achievers are often rewarded for being in control. In the workplace, you get recognition for solving problems, producing results, and staying composed. You might even feel most comfortable in environments with clear metrics and expectations. But love doesn’t work like that.

In relationships, control isn’t always possible. Vulnerability, emotional nuance, and mutual dependence take center stage. And for someone used to being “the strong one,” this can feel like foreign territory.

It’s not uncommon to develop a kind of emotional “armor” in your career. You may become so accustomed to being self-reliant and capable that you subconsciously equate vulnerability with weakness. So when intimacy requires you to let your guard down, your internal alarms go off.

Early Programming: Where Achievement Meets Attachment

Let’s zoom out and talk about where this disconnect often begins—our early belief systems.

Many high-achieving women grew up equating love with performance. If you got praise for being the good girl, the helper, the achiever, or the one who didn’t need much, then your brain wired itself to seek worth through doing—not being.

This sets the stage for seeking validation through external success while neglecting emotional needs. You may not even be aware of the deep-seated belief that you have to earn love. And unlike a job review, love isn’t something you can earn by over-functioning.

The Pattern of Overfunctioning in Relationships

If you’re used to being in charge, it’s easy to fall into the habit of overfunctioning in your romantic life—taking on more emotional labor, compromising your needs, and managing the relationship like a project.

This might look like:

  • Being the one who initiates all conversations about the relationship
  • Excusing bad behavior because “they are going through a lot”
  • Minimizing your needs to avoid seeming “too much” or “difficult”
  • Feeling responsible for the emotional tone of the relationship

In your career, this drive creates results. In love, it often creates resentment, imbalance, and burnout.

The Fear Beneath the Surface: Am I Lovable Without the Resume?

One of the hardest truths to sit with is this: many high achievers don’t actually believe they are lovable just for being themselves.

The inner dialogue might sound like:

  • “If I’m not doing everything right, will they still want me?”
  • “If I stop being so accommodating, will I be left?”
  • “If I express what I really feel, will I come across as needy?”

These thoughts reveal a core wound: the belief that love is conditional. So, you bring the same energy to relationships that you bring to your career—prove your worth, anticipate needs, don’t be a burden. But love can’t thrive under those conditions. It asks for authenticity, not perfection.

Why Relationships Aren’t Meant to Be “Solved”

Here’s the kicker: relationships aren’t problems to be solved. They’re living, breathing ecosystems that evolve with time, trust, and shared vulnerability. You can’t spread sheet your way through emotional intimacy. And trying to do so often leads to frustration and disconnection.

That doesn’t mean relationships can’t benefit from intentional effort—of course they can. But when your default mode is to approach love like a performance review, you miss the heart of it: being seen, known, and accepted as your full self.

Reclaiming Your Worth: Shifting from Doing to Being

So how do you start to bridge the gap between your external success and your internal sense of self-worth? It begins with awareness and a willingness to examine what you believe about love, value, and vulnerability.

Here are some foundational steps:

1. Name the Disconnect

Start by acknowledging the gap between your confidence at work and your insecurity in love. Notice the places where you shrink, silence yourself, or seek approval. Awareness is the first step to change.

2. Redefine Success in Love

Success in relationships isn’t about avoiding conflict or being the perfect partner. It’s about emotional honesty, mutual respect, and secure attachment. Redefine what “winning” looks like—less control, more connection.

3. Heal the Need to Prove Yourself

Ask yourself: “Who am I trying to be enough for?” This question can lead to powerful insights. Start giving yourself the affirmation and love you crave, instead of outsourcing it to a partner or a romantic narrative.

4. Practice Emotional Risk-Taking

Start small—share something vulnerable with a trusted friend or partner. Express a need without softening it. Set a boundary. The more you practice showing up as your full self, the easier it becomes.

5. Consider Inner Child Work or Therapy

Often, the roots of this disconnect are deep and tied to early experiences of conditional love or high expectations. Working with a therapist can help unravel these patterns in a supportive environment.

You Are Not Broken—You’re Unlearning

If you’ve ever felt shame or confusion over why love feels so much harder than work, let this be your reminder: you are not broken. You’re just navigating a different skill set—one you may have never been taught.

The truth is, your ability to succeed in your career proves you are capable, resilient, and intelligent. Those same strengths can serve you in love—but only if you allow yourself to soften, to receive, and to believe you are worthy of love just as you are.

You don’t have to earn love. You only have to let it in.

You already know how to show up, deliver, and rise. Now it’s time to turn some of that brilliance inward. To treat your emotional life as worthy of your attention. To lead not just in the boardroom but in your own heart.

The real success? Feeling secure in love without having to perform for it.

Because you don’t need to figure out love.

You just need to receive it—with the same confidence you give everything else.


Disclaimer

The Brenda Reiss Podcast and content posted by Brend Reiss is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, professional coach, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions.

Brenda Reiss Coaching

Brenda Reiss is a Forgiveness Coach and author of “Forgive Yourself” and “Journey to Your Heart Space” and host of the “Forgive Yourself Podcast”. She facilitates workshops and group programs that guide women from being stuck in guilt, resentment, and self-sabotage to feeling freer, more expanded and ready to share themselves and their passions with the world.

Follow on Social

Listen to Podcast

Take Our Quiz Today

Wondering if you are ready to work on forgiving yourself?

Take our quiz to find out!

Buy Brenda’s Book and learn how to…

  • Step into your power
  • Illuminate Your Purpose
  • Replace Regret with Gratitude
Disclaimer

The Brenda Reiss Podcast and content posted by Brend Reiss is presented solely for general informational, educational, and entertainment purposes. The use of information on this podcast or materials linked from this podcast or website is at the user’s own risk. It is not intended as a substitute for the advice of a physician, professional coach, psychotherapist, or other qualified professional, diagnosis, or treatment. Users should not disregard or delay in obtaining medical advice for any medical or mental health condition they may have and should seek the assistance of their healthcare professionals for any such conditions.

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