About us
Let’s get together virtually over Zoom every first Tuesday of the month at 6pm ET for a laid-back, no-pressure chat about dating, relationships, and the ups and downs of being single in our 50s and beyond.
This isn’t a dating event—it’s just real talk with real people who want to share, connect and learn to have a better dating experience. Get practical guidance and advice from a professional life coach who has lived it, been in the trenches, and has come out wiser (and a little more chill) on the other side.
Every month we cover a new topic and have an open discussion. Bring your stories, your questions, your sense of humor, and whatever drinks are in your fridge. Let’s connect, share, learn, and laugh together!
Dessi
Certified Life & Relationship Coach | Mom | Former C-Suite Exec
Book a Free Consultation
Join The Dating Reboot on Skool
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Please note that all sessions are recorded. By participating in this community and attending live sessions, you acknowledge and agree that audio, video, and chat content may be recorded and used for educational, marketing, and promotional purposes, including on platforms such as YouTube and social media. If you prefer not to appear on camera, you are welcome to keep your camera off and participate via chat - your comfort always comes first.
Upcoming events
2
- $15.00
Spring Mix and Mingle 50+ - Exclusive Pilot
·OnlineOnline🌸 The community voted - and now it's finally here! Our first Virtual Mix and Mingle event is now open for registration.
This is a curated VIRTUAL experience for singles 50+ who are ready to expand their circle—whether that leads to friendship, meaningful connection…or something more.
As part of this pilot experience, you’ll not only meet great people—you’ll help shape what this becomes going forward.Registration
To keep the experience high-quality and intentional, everyone must complete a short online application form:
COMPLETE THE ONLINE FORMThe Zoom Link will be provided to your inbox 24 hours before the event.
What to Expect
- Small breakout rooms (3–4 people)
- Light structure with guided prompts to make it easy
- Rotations so you meet a variety of people
- A post-event match list to continue conversations
What You’ll Need
- A stable internet connection
- Desktop or laptop strongly preferred (not phone)
- Camera ON (required) — this is about real connection
Who This Is For
- You’re 50+
- You’re open to meeting new people for dating or friendship
- You value meaningful conversation over small talk
- You’re willing to show up with presence and intention
Disclaimer
Breakout rooms will be assigned randomly to keep things moving. While we do our best to create a balanced experience, we can’t guarantee an even mix of men and women in every room. If having a perfectly balanced ratio is important to you, this may not be the right event.2 attendees
Past events
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