Private Coaching
Your dating life, handled. Personally.
Stop guessing what women want. Work directly with The Headmistress — a former professional matchmaker — for a personalised strategy that gets real results.
This isn't generic coaching.
Most dating coaches are men guessing at what women want. The Dating Academy is different. The Headmistress has spent years as a professional matchmaker — she has seen thousands of men succeed and fail at dating, and she knows exactly what separates the two.
Private coaching at the Academy is selective, personalised, and built around your specific situation. Whether you want more dates, better dates, or the right relationship — we build a strategy around you.
Female perspective
Insight from a woman who has seen what actually works.
Former matchmaker
Years of professional experience matching and coaching men.
Fully personalised
No scripts. No generic advice. Built around you.
Absolute discretion
Everything stays between you and the Academy.
Private Programs
Choose your level of service.
Program One
Guided Dating
Personalised dating optimisation and coaching
A hands-on coaching experience that teaches you how to date more successfully while providing professional guidance throughout the process.
- Dating profile creation & optimisation (up to 5 apps)
- Photo review & selection
- Professionally written dating bios
- Messaging & correspondence guidance
- App-to-date transition coaching
- Pre-date consultation & date planning
- Wardrobe & image consultation
- Post-date recap & follow-up strategy
Program Two
Concierge Dating
Hands-on dating management with matchmaking assistance
Everything in Guided Dating, plus increased involvement in your dating life — including candidate screening and matchmaking assistance to identify women who are more likely to be compatible.
- Everything in Guided Dating
- Comprehensive dating profile management
- Candidate screening & compatibility assessment
- Matchmaking assistance
- Ongoing date planning & coordination
- Relationship progression advice
- Personalised dating strategy
Program Three
Private Matchmaking & VIP Concierge
White-glove dating for men who want the best
The highest level of service. The Academy takes a highly active role in helping you meet the right women — combining matchmaking, coaching, image strategy, and full dating concierge support.
- Everything in Programs One & Two
- Personalised matchmaking & active candidate search
- Candidate vetting, screening & compatibility assessment
- Curated introductions
- Personal image & wardrobe strategy
- Full dating profile & app management
- Communication coaching & relationship strategy
- Ongoing direct access & priority support
VIP Scholar Programs
Substantial transformation. Not occasional advice.
For men who are serious about change — the VIP Scholar programs combine private coaching, dating strategy, matchmaking, image consulting, and full Academy access into one intensive experience.
Monthly VIP Scholar
$4,999 / month
Ongoing high-touch coaching with priority access, weekly sessions, message review, date debriefs, and full Academy support.
Apply for VIP Scholar3-Month VIP Scholar
$10,000
The complete 90-day transformation. Comprehensive assessment, weekly 1:1 coaching, profile and style strategy, texting support, matchmaking, and a full relationship roadmap.
Apply for 3-Month VIPHow it works
From application to results.
Apply
Submit your application. The Headmistress reviews every inquiry personally — no intake forms passed to junior staff.
Discovery call
A free 15-minute call to understand your situation, your goals, and which program is the right fit.
Your strategy
We build a personalised plan around you — your dating profile, your goals, your timeline.
Results
More dates. Better dates. The right relationship. With the Academy in your corner every step of the way.
Ready to stop guessing?
Enrollment is selective. Apply now and The Headmistress will be in touch within 24 hours.