Skip to main content

Transform Your Dating Confidence — 12-Week Personalized Program

Stephen M.
By Stephen M.5.0· 15 reviewsDating Confidence & Online Dating Strategy for Men

This personalized 12-week program is designed for people who want sustained support in developing their dating confidence, communication, self-presentation, and decision-making. Rather than following a rigid formula, the program is adapted to your experience, goals, and real-life dating situations. • Phase 1 — Understanding Your Starting Point We begin by looking at your current dating life, previous experiences, strengths, recurring difficulties, and relationship goals. Together, we identify the areas that deserve the most attention. • Phase 2 — Confidence and Self-Presentation We work on how you see and present yourself, both online and in person. This may include your dating profile, photos, personal style, communication, boundaries, and the way you express interest. • Phase 3 — Conversations and Dating Skills We focus on messaging, starting and maintaining conversations, preparing for dates, managing nervousness, reading situations, expressing yourself clearly, and responding to rejection or uncertainty. • Phase 4 — Real-Life Practice and Feedback As you apply what we discuss, we review your experiences together. Post-date debriefs help us understand what worked, what felt uncomfortable, and what could be approached differently next time. • Phase 5 — Long-Term Progress Toward the end of the program, we consolidate what you have learned and build a plan that you can continue using independently. The program combines private live coaching with ongoing support through Leland messaging. You can share questions, profiles, messages, and specific situations between sessions for focused feedback.

What's included

Coaching Time18h–22h of coaching · Live Sessions$1,100
Total$1,100

This program combines regular live coaching sessions with focused support through Leland messaging over 12 weeks. We work with your real experiences rather than following a fixed script. Each session responds to what is currently happening in your dating life while keeping your broader goals in view. Between sessions, you can share questions and relevant situations for feedback, then apply what we discuss before our next meeting.

  • A clear understanding of your dating goals, strengths, challenges, and priorities
  • A personalized confidence and self-presentation strategy adapted to your personality
  • Detailed feedback on your dating profile, messaging, conversations, and preparation for dates
  • Ongoing post-date analysis and adjustments based on your real experiences
  • A long-term plan for continuing to date with greater clarity, confidence, and independence

Meet your expert

Stephen M.

Stephen M.

Dating Confidence & Online Dating Strategy for Men

5.015 reviews
180Min coached
1Followers

Acting and Dating Confidence Coach, and international actor best known for my work on Ted Lasso, with professional and life experience across Europe, the US and Asia. Coaching developed naturally through years of helping people around me. What started as informal conversations over coffee gradually grew into private sessions, group work and now a more professional practice. Today besides acting, I coach in two areas: Acting / Film & TV Career Strategy, and Dating Confidence & Self-Presentation. For actors, I help clarify positioning, improve professional materials and build a practical career strategy. For dating clients, I work on confidence, communication, online dating, self-presentation and real-life situations tips. My approach is honest, practical and results-oriented. I take the time to understand each person, identify what is working, what is blocking progress and what concrete steps should come next.

More offerings from Stephen