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
1
July Mix and Mingle 50+ Edition
·OnlineOnline🌸 You asked. I listened. The Mix & Mingle is back — this time smarter.
Our first event was such a hit that I rebuilt it around your #1 request: better matching. This time, the matching system is automated — weighing age and location so you meet people in your age range who live close enough to actually meet for coffee.
What this is:
A curated VIRTUAL social experience for people 50+ who want to expand their circle. Some of you are here to make new friends. Some are open to romance. Most are open to both — and that's exactly how we've designed it.Great relationships of every kind start the same way: one real conversation.
No apps. No swiping. No pressure. Just a warmly hosted evening of genuine conversation with people at your stage of life.How to register (3 quick steps):
To keep the experience high-quality and intentional, please complete ALL three:- SIGN UP HERE - $25 early-bird until midnight July 21st · $30 after
- COMPLETE THE MATCHING FORM - it takes 2 minutes, and it's how we build your rooms.
- Click the ATTEND button on this page
Your Zoom link arrives in your inbox with your payment confirmation.
What's NEW in this event:
- Smart-matched rooms — small rooms of about 4–5 people, freshly built each round by our matching system using your age and location.
- A new room every round — the system reshuffles so you never sit with the same person twice. Over the evening you'll genuinely connect with 12–15 different people — men and women, because new friends count too.
- Balanced by design — every room aims for an even mix of men and women, as close as the evening's roster allows.
- The Connection List — afterward, privately tell me who you'd like to stay in touch with. Mutual interest = I introduce you by email.
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 friendship, for dating, or you're happily open to wherever a good conversation leads
- You value meaningful conversation over small talk
- You're willing to show up with presence and intention
A note on the mix:
Rooms are matched by age and location and balanced between men and women as closely as each evening's roster allows — but we can't promise a perfect ratio in every room, every round. Some of the best connections at our last event were friendships that started in an "unexpected" room. Come for the people, not the math. 💛Spots are limited to keep rooms intimate and the matching meaningful. Our first event filled up — this one will too. Early-bird pricing ends midnight, July 21st.
See you there! 🌸
103 attendees
Past events
39
