Staying in a Mismatched Relationship Leads to Resentment

by / ⠀Experts / July 27, 2025
I recently listened to a call from a young woman named Lindsay who sought relationship advice about her long-distance boyfriend of six years. Her relationship situation struck me as all too common — she’s advancing in her career while her partner seems stuck in neutral. As I listened to her story unfold, I couldn’t help but recognize the warning signs of a relationship heading toward inevitable resentment. Lindsay, a 25-year-old speech-language pathologist working full-time while pursuing graduate studies, called in about her boyfriend, who has been unemployed for six months. At 24 (almost 25), he has no driver’s license, no car, and lives with his grandparents. Most concerning was her admission that she doesn’t see in him the “driving ambition” she would like to see. What struck me most was the clear disconnect between her words and her feelings. While she claimed to love him and described him as her “best friend,” her tone revealed something deeper — a fundamental lack of respect for his life choices and direction. When you’re advancing in life while your partner remains stagnant, the gap between you only widens with time. Lindsay mentioned she’s about to receive a $20,000 raise while he remains unemployed with mounting debt. These financial disparities rarely resolve themselves without intentional action from both parties.

Recognizing When Love Isn’t Enough

Lindsay’s situation highlights an uncomfortable truth many of us face: sometimes loving someone isn’t sufficient reason to stay together. She wisely noted that “love can’t pay the bills” and isn’t “necessarily the only foundation to have.” This insight shows remarkable maturity. The relationship experts who responded to Lindsay’s call offered what I believe is sound advice: it’s okay to love someone and still recognize they aren’t the right partner for you at this stage of life. Sometimes the kindest thing you can do – both for yourself and your partner – is to step away.
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Here are the key red flags I noticed in Lindsay’s relationship:
  • Significant disparity in career progression and financial stability
  • Lack of initiative from her partner to overcome obstacles
  • Geographic distance with no apparent plan to close it
  • Different values regarding ambition and self-sufficiency
  • Growing resentment on Lindsay’s part
What’s particularly telling is that despite his supposed love for Lindsay, her boyfriend hasn’t made efforts to relocate closer to her or find employment in her area. This suggests either an inability or unwillingness to prioritize the relationship in practical ways.

The Cost of Staying Too Long

I’ve seen this pattern repeatedly – one partner outgrows the other, but stays out of loyalty, guilt, or fear of hurting someone they care about. The longer this continues, the more resentment builds. Eventually, what could have been an amicable parting becomes a bitter breakup. Lindsay mentioned her parents’ divorce and her desire not to follow in their footsteps. However, I’d argue that choosing the right partner from the start — someone who shares your values and ambitions — is actually the best way to avoid divorce later. Staying in a relationship where you feel more like a babysitter than a partner is a recipe for long-term unhappiness. The experts pointed this out, noting that Lindsay was likely just seeking permission to do what she already knew was right. It’s worth noting that Lindsay’s boyfriend has apparently made spiritual growth in recent years, which she values. Personal growth is commendable, but it doesn’t automatically translate to the practical life skills and drive needed for an equal partnership.
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Knowing Your Worth

The most powerful moment in the conversation came when one advisor told Lindsay: “You’re worth a man who can be what you need him to be.” This struck me as exactly what she needed to hear. Too often, especially for those who grew up without healthy relationship models (as Lindsay mentioned she lacked), we settle for partners who don’t meet our needs because we don’t fully believe we deserve better. Lindsay is clearly on an upward trajectory – working full-time, pursuing graduate education, and advancing in her career. She deserves a partner who matches her drive and can build a future alongside her, not one she needs to carry. In the end, the kindest thing Lindsay can do for both herself and her boyfriend is to let go. This gives him space to grow on his own terms while freeing her to find someone whose life goals and ambition align with hers. Sometimes the hardest decisions are the right ones. And sometimes loving someone means recognizing when it’s time to walk away.

Frequently Asked Questions

Q: Is it shallow to break up with someone because they’re unemployed or less ambitious?

No, it’s not shallow to want a partner who shares your values around work ethic and financial responsibility. These differences often reflect deeper incompatibilities in life goals and priorities. While temporary setbacks happen to everyone, a pattern of inaction or lack of motivation to improve one’s circumstances can indicate fundamental differences that will likely cause relationship problems long-term.

Q: How long should you wait for someone to “get their act together” before moving on?

There’s no universal timeline, but look for consistent effort and progress rather than promises. Ask yourself: Is your partner actively working to improve their situation? Are they taking concrete steps forward? If months pass with excuses instead of action, you may need to accept that this is their pattern. Don’t make decisions based on potential – focus on the reality of who they are today.

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Q: Can relationships with significant ambition or financial disparities work?

Yes, but they require mutual respect, shared values, and open communication. The key factor isn’t necessarily equal income or identical career paths, but rather compatible attitudes toward work, money, and future goals. Both partners need to contribute meaningfully to the relationship, even if in different ways. Problems arise when one person feels they’re carrying the relationship financially or emotionally without reciprocal effort.

Q: How do you know if you’re outgrowing a relationship versus just going through a rough patch?

Rough patches involve temporary challenges that both partners actively work to overcome. Outgrowing a relationship typically involves a persistent feeling of being held back, increasing resentment, or finding yourself consistently lowering your standards or expectations. Pay attention to whether discussions about the future energize or drain you. If you find yourself hiding your accomplishments to avoid making your partner feel bad, that’s a significant warning sign.

About The Author

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I love business and entrepreneurship. My goal is to help relay opinions of experts and great thoughts to the Under30CEO audience. My mission is to develop the next-generation of entrepreneurs.

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