Midlife Reinvention: Moving Alone to Costa Rica

Send us Fan MailWhat happens when the life you built no longer feels like the life you want?In this episode of Roam Alone, Theresa sits down with Jen Rulon, who made a bold decision at age 50: she left her marriage, her career, and the United States to start over alone in Costa Rica.Jen opens up about the fear that came with such a massive transition — and how stepping into the unknown ultimately allowed her to rediscover herself.Today, Jen is thriving. She has built a successful business as a midlife reinvention coach, cultivated a strong community in her new hometown, and found love again — proof that reinvention isn’t reserved for the young or the fearless.This conversation explores what it really means to choose yourself, especially in midlife, and why starting over can become the most empowering chapter yet.In This Episode, We Talk About: Leaving a marriage and long-term career later in life  Moving abroad alone at 50 Navigating fear, doubt, and identity loss during major transitions  Building community from scratch in a new country  Reinventing your career after midlife  Why reinvention requires courage — not certainty  Finding love and belonging after starting over Key TakeawayYou don’t have to feel ready to change your life. Sometimes courage simply means taking the next step while you’re still afraid.About Jen RulonJen Rulon is a midlife reinvention coach helping women redesign their lives with purpose, confidence, and authenticity after major life transitions. After relocating solo to Costa Rica at age 55, she now supports others navigating reinvention, identity shifts, and bold new beginnings.Connect with Jenjenrulon.comFollow Roam AloneIf this episode resonated with you, please follow, rate, and share the podcast — it helps more people discover stories of courage, independence, and self-trust through solo travel.Roam Alone is hosted by Theresa Stephens.Instagram: @theresaannstephensFacebook: /theresastephensFacebook: /RoamAlone