General Coaching Questions
Q: What is dating coaching?
A: Dating coaching is a structured process where I teach you skills to become more confident, charismatic, and effective in dating. It’s not about quick fixes or gimmicks — it’s about developing the mindset, techniques, and habits that lead to real chemistry and lasting relationships.
Q: What’s the difference between dating coaching and matchmaking?
A: Matchmaking introduces you to potential partners. Dating coaching prepares you to show up with confidence, chemistry, and social skills so that once you meet someone (through a matchmaker or otherwise), you actually connect. I often work hand-in-hand with matchmakers to maximize your success.
Q: What’s the difference between dating coaching and therapy?
A: Therapy is about mental health, healing the past, and working through deep emotional patterns. Coaching is about taking action now, building confidence, and practicing real-world dating skills. If you’re seeking therapy, I recommend my father, Dr. Wade Silverman, a licensed psychologist: www.wadesilverman.com.
Q: Will dating coaching teach me to pretend to be someone I’m not?
A: Absolutely not. My goal is to help you become the most confident, attractive version of yourself — not a fake persona. Think of it like performance coaching: you’re still you, just better at expressing your best qualities.
Q: How long does it take to see results?
A: It depends on your current skill level and how much effort you put in between sessions. On average, most clients start seeing results in 1–3 months. Sometimes results are immediate if your challenges are quickly coachable.
Q: Is there a guarantee that I’ll find a partner?
A: No coach or matchmaker can ethically guarantee that. What I can guarantee is that if you do the work, your dating skills, confidence, and chances of success will dramatically improve.
Q: What is your success rate?
A: Success looks different for everyone — for some it’s finding a partner, for others it’s becoming confident enough to approach and connect authentically. Many of my clients go from struggling to get second dates to being in happy, committed relationships.
Q: Why is matchmaking so expensive?
A: Matchmaking involves intensive labor: personalized recruiting, background checks, interviews, and managing introductions. Many matchmakers also travel and spend significant time building their networks. Coaching can be a much more affordable and effective first step.
Q: How do you choose a matchmaker for me?
A: I know dozens of professional matchmakers across the country. I’ll match you with someone based on your personality, preferences, and goals — not just who’s closest geographically.
Q: Is there a free service?
A: Yes! You can apply to my free dating database (link on my site) and follow me on social media (see the footer). Your information and photos are shared only with prospective matches and matchmakers — it’s private and not public.
Services & Packages
Q: What services do you offer?
- 1-on-1 Coaching
- Mock Dates
- The Complete Coaching Bundle
- Group Coaching
- VIP Coaching Experience
- In-Field Coaching
Q: Why are 1-on-1 and Mock Date packages 5 sessions instead of fewer?
A: Real change takes time. Five sessions give us the chance to practice, review, and refine so the improvements stick. One or two sessions usually aren’t enough for lasting results.
Q: How frequently are the sessions?
A: Most clients meet with me once a week, but scheduling is flexible. You’ll have up to 3 months to complete a 5-session package.
1-on-1 Coaching
Q: What does a typical 1-on-1 session look like?
A: Sessions are one hour long. We’ll review your progress, cover new techniques, assign homework, and you’ll leave with clear next steps. Sessions are recorded and stored in a private Google Drive folder.
Mock Dates
Q: What is a Mock Date?
A: A Mock Date is a roleplay practice session where I (or my trained female coach for male clients) act as your date. You’ll practice real conversations, flirting, and handling awkward moments.
Q: What happens after the roleplay?
A: You’ll get direct feedback, specific instruction, and then practice again to reinforce the skills.
Q: How much does it cost?
A: Mock Date packages are $1,750 for 5 sessions, for both men and women.
The Complete Coaching Bundle
Q: What is the Complete Coaching Bundle?
A: This bundle combines 1-on-1 Coaching and Mock Dates at a slightly discounted price. It’s the best way to get both strategic training and real-world practice in one package.
Group Coaching
Q: How does Group Coaching work?
A: A 6-week program where small cohorts meet weekly on Zoom. Sessions include Q&A, technique training, and hot-seat coaching.
Q: Will I be put on the spot?
A: Participation is encouraged, but you’ll never be forced. You control your level of engagement.
VIP Coaching Experience
Q: What makes the VIP Coaching Experience different?
A: It’s the most comprehensive program I offer. You’ll get 10 weeks of support: 1-on-1 sessions, Mock Dates, Group Coaching, unlimited text/voice message support, and priority booking.
Q: Do you offer payment plans?
A: Not publicly, but I can sometimes arrange one privately to help you commit.
In-Field Coaching
Q: What happens during In-Field Coaching?
A: We spend 5 hours in real-life environments like bars, festivals, and parks. You’ll practice with live demonstrations, wingman support, and real-time feedback.
Q: How much does it cost?
A: $1,500 per session if you travel to me. If I travel to you, a minimum of 3 sessions must be pre-booked, plus travel and lodging.
Policies & Practical Questions
Q: What is your cancellation policy?
A: Sessions require at least 24 hours’ notice to reschedule. Cancellations within 24 hours are forfeited.
Q: Do you work locally?
A: Yes, I work with clients in-person for In-Field Coaching and also partner with local matchmakers. Most other services are virtual and available worldwide.
Q: How do I know which service to pick?
A: If you’re unsure, start with 1-on-1 Coaching. It gives us a chance to assess your needs, and from there I can recommend the best path — whether that’s Mock Dates, Group Coaching, or a bundle.
Q: How do I contact you?
A: Visit my Contact Me page (replace with your actual link) to send a message directly.
Privacy & Confidentiality
Q: Will my coaching sessions be private?
A: Yes. All recordings and notes are stored securely in a private folder accessible only to you.
Q: What about the free database — is my information safe?
A: Absolutely. The database is private, not public. Your information and photos are shared only with prospective matches and professional matchmakers, and never sold or shared outside of that.
If you have any questions, please contact us before booking.