Aspire and Achieve with Annie

Navigating Midlife Friendships and Relationships

Annie Lewellyn Season 3 Episode 6

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Today, we’re diving into a topic that I know so many of you can relate to: friendships and relationships in midlife.

As we navigate this phase of life, our friendships can feel a little…off. Maybe you’ve drifted apart from long-time friends, or perhaps you’re struggling to make new ones. And let’s not even get started on romantic relationships—empty nest syndrome, anyone?

Relationships, whether with friends or partners, require intentional effort, especially during midlife when everything seems to be shifting. Today, I’m going to share some insights into why relationships can feel awkward or disconnected, how to deepen connections with your friends and partner, and specific ways to rebuild and strengthen those bonds.

Plus, I’ll introduce my Reconnecting With Your Partner After Kids workshop, which is designed to help empty nesters rekindle their relationship and navigate this new chapter of life.


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Welcome back to Aspire and Achieve with Annie! I’m so excited to have you here with me for another episode where we tackle life’s biggest transitions, challenges, and opportunities.

Last week, we talked about rediscovering joy after loss or change. It was such a powerful episode, and I hope you took away some actionable steps to start bringing joy back into your life. If you haven’t listened yet, I highly recommend going back and checking out episode 5.

Today, we’re diving into a topic that I know so many of you can relate to: friendships and relationships in midlife.

As we navigate this phase of life, our friendships can feel a little…off. Maybe you’ve drifted apart from long-time friends, or perhaps you’re struggling to make new ones. And let’s not even get started on romantic relationships—empty nest syndrome, anyone?

Relationships, whether with friends or partners, require intentional effort, especially during midlife when everything seems to be shifting. Today, I’m going to share some insights into why relationships can feel awkward or disconnected, how to deepen connections with your friends and partner, and specific ways to rebuild and strengthen those bonds.

Plus, I’ll introduce my Reconnecting With Your Partner After Kids workshop, which is designed to help empty nesters rekindle their relationship and navigate this new chapter of life.

So grab a cup of coffee or tea, and let’s get started!

Let’s start by talking about why friendships and relationships can feel awkward or even strained during midlife.

Life transitions, like becoming an empty nester, being subjected to grief, experiencing a career shift, or going through a divorce, often shake up our sense of identity. When your life changes, your relationships naturally change too.

For friendships, you might feel like you don’t have as much in common anymore. Maybe your friends are in different life stages—some might still have kids at home, while others are already enjoying retirement.

When it comes to romantic relationships, midlife can be a time of tension or disconnection. Empty nest syndrome is a big one. After years of focusing on raising kids, suddenly it’s just you and your partner again, and you might realize you’ve grown apart or feel like you have nothing in common.

None of this means the relationships are doomed. It simply means that growth is needed—for both you and the people you’re connected to.

Now, let’s talk about friendships. One of the hardest parts of midlife is realizing that your old friendships don’t feel the same. But here’s the good news: friendships can grow and evolve, just like we do.

Here are some specific ways to build deeper connections with your friends:

  1. Be Vulnerable: Share your struggles, fears, and joys. Vulnerability creates trust and deepens bonds.
  2. Be Intentional: Schedule regular coffee dates, phone calls, or walks with friends. Relationships need time to flourish. Make time to spend quality time with your friends.
  3. Support Their Passions: Celebrate your friends’ achievements and show interest in their hobbies or interests.
  4. Expand Your Social Circle: Join local groups or clubs where you can meet new people with shared interests. It’s never too late to make new friends. That does not include the bar by the way! I am talking about places that are beneficial and healthy to build authentic relationships and friendships.

If you feel like your friendships have drifted, don’t be afraid to reach out. Sometimes, all it takes is a heartfelt conversation to reignite the connection.

Now let’s shift gears to romantic relationships, specifically reconnecting with your partner.

Empty nest syndrome is one of the most common challenges I hear about. For years, your focus was on your kids, and now that they’re gone, you’re left wondering: Who are we as a couple without the kids?

Reconnecting takes time and effort, but it’s absolutely possible. Here are a few ideas to get started:

  1. Rediscover Shared Interests: Think back to the activities you enjoyed together before kids. Was it hiking, cooking, dancing? Start incorporating those activities into your routine again.
  2. Schedule Date Nights: Set aside time each week to spend quality time together. It doesn’t have to be fancy—a walk in the park or a cozy night at home can work wonders.
  3. Communicate Openly: Talk about your feelings, fears, and dreams for this next chapter. Honest communication is the foundation of a strong relationship.
  4. Try Something New Together: Take a class, travel to a new place, or start a new hobby as a couple. Shared experiences create new memories and strengthen bonds.

If you’re looking for more guidance, my Reconnecting With Your Partner After Kids workshop is specifically designed to help couples navigate this transition. It’s full of actionable exercises and strategies to reignite your connection and build a fulfilling relationship. There is a link in the show notes for you to sign up and watch for FREE.

Here are some additional tips for improving both friendships and romantic relationships:

  • Practice Gratitude: Tell your partner and friends what you appreciate about them. A little gratitude goes a long way. Say “Thank You”.
  • Be Present: Put down the phone and truly listen when someone is talking to you.
  • Let Go of Resentment: If there’s tension in a relationship, try to work through it instead of letting it fester. Forgive and forget, then move forward. Don’t hold a grudge.
  • Celebrate the Small Moments: Life is made up of little moments. Take time to enjoy and celebrate them with the people you care about. Pop a bottle of champagne. Buy some balloons. Congratulate them with a card.

Remember, relationships are a two-way street. While you’re working on building deeper connections, encourage the people in your life to do the same. It’s all about growing together.

Midlife can be a challenging time for friendships and relationships, but it’s also an incredible opportunity to grow closer to the people who matter most. Friendships and romantic relationships require effort, but with vulnerability, intentionality, and communication, they can become deeper and more fulfilling than ever.

If you’re ready to take the next step in reconnecting with your partner, be sure to check out my Reconnecting With Your Partner After Kids workshop. It’s packed with practical exercises and insights to help you strengthen your bond. You can find the link in the show notes or on my website at annie@annielewellyn.com.


Thank you for tuning in to this week’s episode of Aspire and Achieve with Annie. I hope today’s discussion on navigating relationships and friendships gave you the inspiration and tools you need to move forward.

If you enjoyed this episode, please consider subscribing, leaving a review, and sharing it with a friend who might benefit from it. Your support means the world to me!

And don’t forget to check out the free resources available on my website at annie@annielewellyn.com—they’re there to help you on your journey.

Join me next Monday at 7 am where we’ll be talking about retirement—how to plan for it, embrace it, and create a life full of purpose and passion beyond the 9-to-5 grind. It’s an episode you won’t want to miss!

Until then, remember: life’s challenges don’t define you—they shape you. You’ve got this!