Thinking About Proposing?

Ten Signs You’re Ready to Pop the Question

Thinking about proposing?

It’s one of the biggest decisions you’ll ever make, and timing is everything. While there’s no universal formula for knowing when to ask, there are clear signs that you and your partner are ready to take the next step. If these resonate with you, it might be time to start planning that proposal.

For me, the moment came late in our relationship—nearly a decade in. By then, we had already bought a home together, launched a small business, and attended all of our siblings’ weddings. In fact, my first experience as an officiant was at my brother Mike’s wedding—and he had only been with his girlfriend, Melissa, for a year before he popped the question. But marriage isn’t a game of comparison; it’s about knowing when it’s right for you.

Even though we were deeply committed, we often talked about taking things to the next level. After ten years of explaining to people that we weren’t married, I realized it was time to stop calling the love of my life “my girlfriend.” It didn’t reflect the depth of our relationship, and I wanted something more. And you know what? When you finally buy the ring, ask the question, and come back to the home you’ve shared for years, it feels even better as husband and wife.

Honestly, I wish I had done it sooner.

Over the years, I’ve spoken with countless couples about their unique love stories. From those conversations—and my own experience—I’ve gathered some key signs that it might be time to get serious and start planning the next stage of your life.


You Share Core Values

Love is essential, but shared values are what sustain a marriage. Do you both agree on the big things—family, finances, lifestyle, and long-term goals? If you’ve had those conversations and feel aligned, that’s a strong foundation for forever. When your values match, it’s easier to make decisions together and avoid conflicts that can strain a relationship.You’ve Weathered Storms Together

Every relationship faces challenges. Maybe you’ve navigated job changes, family issues, or even a big move. If you’ve come through those moments stronger and more connected, it shows you can handle life’s ups and downs as a team. Shared resilience builds trust and confidence that you can face whatever the future brings.

You Can Talk About Anything

Healthy communication is the backbone of a lasting relationship. If you can share your thoughts, fears, and dreams without fear of judgment—and truly listen to each other—you’re in a great place to build a marriage. Open dialogue means fewer misunderstandings and a deeper emotional connection.

You See a Shared Future

Do conversations about the future naturally include “we” instead of “me”? If you’re both excited about building a life together—whether that means kids, careers, or travel plans—it’s a sign you’re on the same page. When your visions align, planning becomes exciting rather than stressful.

You Trust Each Other Completely

Trust isn’t just about fidelity; it’s about feeling safe, respected, and supported. If you know your partner has your back and vice versa, that’s a green light for commitment. Trust creates a sense of security that allows love to thrive without fear or doubt.

You’re Financially Transparent

Money can be a major stressor in marriage. If you’ve had honest conversations about debt, budgets, and financial goals—and you’re comfortable with what you’ve learned—you’re ready for the next step. Financial transparency shows maturity and a willingness to tackle challenges together.

You’ve Met Each Other’s Inner Circle

Family and friends matter. If you’ve met and connected with each other’s loved ones—and they’ve welcomed you into the fold—it’s a sign your relationship is integrated and stable. Strong social support can make your marriage even more resilient and joyful.

You’re Both Independent and Interdependent

Healthy couples balance individuality with partnership. If you can maintain your own identity while supporting each other’s growth, you’re building a strong, sustainable bond. This balance prevents codependency and keeps the relationship vibrant over time.

You’ve Discussed Marriage Before

Surprises are romantic, but alignment is practical. If you’ve talked about marriage and know your partner is open to it, you’re setting yourself up for a joyful “yes.” These conversations reduce uncertainty and make the proposal a celebration, not a gamble.

You Can’t Imagine Life Without Them

At the end of the day, marriage is about choosing your person—every day, for the rest of your life. If that thought excites you more than it scares you, you’re ready to take the leap. When forever feels like an adventure instead of a burden, you’ve found the right time to ask.


Ready to Make it Official?

You’ve seen the signs, and if they sound like your relationship, it might be time to make your next chapter official. Your proposal is the first step toward a wedding day that reflects your love story—authentic, joyful, and unforgettable.

At Juniper Flats Ministry, Rev. Benny specializes in ceremonies that feel personal, heartfelt, and just the right amount of fun. Whether you’re planning an intimate elopement, a mountaintop “I do,” or a celebration that’s totally your own, he’ll help you create a moment that feels real and radiant.

Ready to turn that “yes” into a day you’ll never forget? Let’s start planning your perfect ceremony.

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