Find a thriving relationship
Helping you see a clear path from “how long do I wait”, or “am I really ready to date again” to finding the right person to share this new chapter of your life.
- No Regrets,
- No Drama,
- No Settling.
Dating seems like a dumpster fire and everybody seems to have a different answer.
You’re here because you’re ready for change—not just to move forward, but to find someone to share your life with.
Maybe you’ve gone on the apps and been disappointed or frustrated. Picking up women at bars or clubs is “not my style” and just plain unappealing.
I’m here to empower you by helping you to understand exactly what you’re looking for… because when you know that it becomes easier to know where to look, how to approach, and ultimately create deeper connections and have better relationships without the friction you’ve experienced in the past.
Get Started for Free
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Moving Forward Together – Every Monday 7:45pm Eastern
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Dating Straight Talk – Every Wednesday 7:45pm Eastern
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Coming out: August 18, 2026
Dating Doesn’t Have to Suck: The No Bullshit Field Guide to Dating Readiness
Direct and definitive Dating Doesn’t Have to Suck is a practical guide for those of you who want to date again—but are overwhelmed by all the questionable options and bad advice out there.
This book isn’t about apps, openers, or first dates. It’s about getting clear about who you are, what you need and want—so you avoid repeating old patterns, chasing the wrong people, or feeling constantly off-balance.
These are exactly the exercises and frameworks I use to help those who work with me directly
Think of this as building the kind of solid foundation that most men skip that shifts dating from a frustrating, draining, and fruitless slog to a joyful and life affirming experience.
Testimonials
Over the years I’ve had success in online dating and the success would be very good dates… and they were great but they never really resulted in anything worthwhile. What I was looking for was the love of my life.It was such a comforting experience to know that he had my back, no matter what happened and lo and behold within a month or two of being on the website he told me to get on, with the profile he helped me rewrite and the pictures that he helped me choose, I found the love of my life.
I can’t recommend him enough. I can’t thank him enough.
Ani G., @honeybun_beauty (Friend and Client)I was blown away by the quality of his insights. His passion and knowledge in helping widowers cope with their loss is simply remarkable. If you’re a widower looking for guidance, Richard is someone you need to hear from! I would welcome the opportunity to collaborate with him again.
Theadora Vosse, Your BreakUp BestieI highly recommend Richard for his coaching program. Richard is an excellent coach that has helped many of my clients in the dating world.
Marcin Lapczynski, Awakening CoachingCopyright Richard Strother – The Widower’s Wingman • Privacy Policy