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Description
This three-hour starter package is designed for people who want to feel more confident, natural, and clear in their dating life. The package includes two 90-minute private coaching sessions: • Session 1 — Assessment and PrioritiesWe look at your current situation, experiences, strengths, challenges, and goals. We identify what may be affecting your confidence or making dating feel more difficult than it needs to be. • Personalized Action PlanAfter our first session, you will receive clear next steps adapted to your situation. Depending on your needs, this may include self-presentation, dating profiles, starting and maintaining conversations, preparing for dates, expressing interest, setting boundaries, or managing rejection. • Session 2 — Practice and AdjustmentWe review what you have tried, discuss what worked and what felt difficult, and adjust your approach. We can also work through specific situations or conversations so that you feel better prepared to handle them in your own way. • Between-Session SupportYou can contact me through Leland messaging between sessions for focused questions and feedback related to your action plan.
What you'll get from this package
A clearer understanding of your current dating strengths, challenges, and priorities
A personalized action plan focused on confidence, communication, and self-presentation
Focused feedback on one key area, such as your dating profile, conversations, boundaries, or preparation for dates
Clear next steps you can begin applying immediately
Talk to a team member
Schedule a call with a Leland team member who can help you explore your options.
Schedule a call
More packages from Stephen
Custom hourly · $69/hr
Get help with General Exploration, Dating Profile Review & Optimization, and .
Stephen also coaches for Film & Television and Acting. View all.
Offered by Stephen M.
Joined July 2026
Dating Confidence & Online Dating Strategy for Men
I have been advising men around dating, confidence and communication for many years, first naturally through friends and people around me, and later through private coaching and word of mouth. My work focuses on helping men improve their confidence, self-presentation, dating app profiles, photos, bios, messages, conversation flow, flirting, first dates and communication with women. The goal is not to teach tricks or fake confidence, but to help clients understand how they come across, what may be blocking them, and how to become clearer, more natural and more effective in real situations. As an actor with international life experience across Europe, the US and Asia, I also bring a strong understanding of image, presence, communication, body language and the way people are perceived depending on their background because ... everybody is different. My coaching is honest, practical and supportive. The goal is to make real progress, but without shame or judgment. I know dating and confidence can be sensitive subjects, and if you are here, it is probably for a reason. So we approach them with clarity, respect, kindness, and some laughs too :)
$177
3h of coaching