YOUR WINGMAM
Real-World Dating Advice for Men
by Anna Jorgensen
If you’ve seen my videos or read my blog, welcome home.
I help good men understand women, build confidence, and finally attract the kind of relationship they want — without games, scripts, or pretending to be someone they’re not.
YOUR WINGMAM
Real-World Dating Advice for Men by Anna Jorgensen
If you’ve seen my videos or read my blog, welcome home.
I help good men understand women, build confidence, and finally attract the kind of relationship they want — without games, scripts, or pretending to be someone they’re not.
YOUR WINGMAM
Real-World Dating Advice for Men by Anna Jorgensen
If you’ve seen my videos or read my blog, welcome home.
I help good men understand women, build confidence, and finally attract the kind of relationship they want — without games, scripts, or pretending to be someone they’re not.
400,000+
YouTube Subscribers
2,700 Active
Community Members
Viewers LOCATED in
50+ Countries
400,000+
YouTube Subscribers
2,700 Active
Community Members
Viewers LOCATED in
50+ Countries
400,000+
YouTube Subscribers
2,700 Active
Community Members
Viewers LOCATED in
50+ Countries
Real Men. Real Transformations.
From Vancouver to the U.K. to the U.S., men who’ve taken Wingmam programs are finding clarity, confidence, and connection that lasts.
“Anna is by far the best relationship coach I’ve come across. Her program would be worth 10× its price.”
Mike R., Vancouver 
“I have a framework now. I know who will suit me. Understanding this is paramount.”
Stuart B., U.K. 
“She tells you what you need to hear, not what you want to hear. A true awakening.”
David H., U.S. 
“I was in a wheelchair and had given up on love. Her message brought confidence and belief back into my life.”
Pyne N., U.S.
“Her videos are practical, delivered with humor, and tailored even for guys like me — a Catholic re-entering dating.”
G.T., Anchorage
“She is remarkable and genuine. I’ve done her one-on-one coaching, and it completely changed my outlook.”
Dennis K., Revelstoke
Real Men.
Real Transformations.
From Vancouver to the U.K. to the U.S., men who’ve taken Wingmam programs are finding clarity, confidence, and connection that lasts.
“Anna is by far the best relationship coach I’ve come across. Her program would be worth 10× its price.”
Mike R., Vancouver
“I have a framework now. I know who will suit me. Understanding this is paramount.”
Stuart B., U.K.
“She tells you what you need to hear, not what you want to hear. A true awakening.”
David H., U.S.
“I was in a wheelchair and had given up on love. Her message brought confidence and belief back into my life.”
Pyne N., U.S.
“Her videos are practical, delivered with humor, and tailored even for guys like me — a Catholic re-entering dating.”
G.T., Anchorage
“She is remarkable and genuine. I’ve done her one-on-one coaching, and it completely changed my outlook.”
Dennis K., Revelstoke
Real Men.
Real Transformations.
From Vancouver to the U.K. to the U.S., men who’ve taken Wingmam programs are finding clarity, confidence, and connection that lasts.
“Anna is by far the best relationship coach I’ve come across. Her program would be worth 10× its price.”
Mike R., Vancouver
“I have a framework now. I know who will suit me. Understanding this is paramount.”
Stuart B., U.K.
“She tells you what you need to hear, not what you want to hear. A true awakening.”
David H., U.S.
“I was in a wheelchair and had given up on love. Her message brought confidence and belief back into my life.”
Pyne N., U.S.
“Her videos are practical, delivered with humor, and tailored even for guys like me — a Catholic re-entering dating.”
G.T., Anchorage
“She is remarkable and genuine. I’ve done her one-on-one coaching, and it completely changed my outlook.”
Dennis K., Revelstoke
Meet Anna Jorgensen
I’m Anna — a former real estate executive turned men’s dating coach.
After years of watching great guys lose themselves in confusing relationships, I decided to start telling men the truth about women — directly, compassionately, and without sugarcoating it.
Now, through Wingmam, my mission is to help you navigate modern dating with confidence and clarity — so you can attract love that actually lasts.
Meet Anna Jorgensen
I’m Anna — a former real estate executive turned men’s dating coach.
After years of watching great guys lose themselves in confusing relationships, I decided to start telling men the truth about women — directly, compassionately, and without sugarcoating it.
Now, through Wingmam, my mission is to help you navigate modern dating with confidence and clarity — so you can attract love that actually lasts.
Here’s what I teach the men
who follow Wingmam:
- How to tell when a woman’s interest is real — or fading
- Why women act “hot and cold,” and how to respond
- What confident men do differently (without arrogance)
- How to lead in dating without losing yourself
- When to walk away — and why that’s powerful
Here’s what I teach the men who follow Wingmam:
- How to tell when a woman’s interest is real — or fading
- Why women act “hot and cold,” and how to respond
- What confident men do differently (without arrogance)
- How to lead in dating without losing yourself
- When to walk away — and why that’s powerful
Here’s what I teach the men who follow Wingmam:
- How to tell when a woman’s interest is real — or fading
- Why women act “hot and cold,” and how to respond
- What confident men do differently (without arrogance)
- How to lead in dating without losing yourself
- When to walk away — and why that’s powerful
Watch & Learn with Your Wingmam
Every week, I post a new video for men who want real connection, not dating games.
Talk to Her
Without Freaking Out
Grab my Instant Confidence “Talk-to-Her” Cheatsheet — the quick 5-sense trick that gets you out of your head and into action (without sounding like a creep).
Talk to Her Without Freaking Out
Grab my Instant Confidence “Talk-to-Her” Cheatsheet — the quick 5-sense trick that gets you out of your head and into action (without sounding like a creep).