Dating Coaching
Let’s Make Dating Less Weird—
and Way More Worth It
Tired of ghosting, dead-end conversations, or wondering if it’s you or the apps? You’re not alone. Dating today can feel like a confusing maze of mixed signals, endless swipes, and awkward coffee dates that go nowhere. That’s where dating coaching comes in.
Sheila is here to support your dating goals 100%! Think of her like a personal trainer: she’ll guide you, but you'll be the one doing both the inner work (like journaling and reflecting) and the outer work (doing new things to meet new people). Get clear on what you actually want (and don’t want), build your confidence, and start having better experiences with people who are actually worth your time. No scripts, no gimmicks—just honest, thoughtful guidance tailored to your life and style.
Dating should be fun! Sheila works hard to make dating coaching an enjoyable experience that helps you grow beyond old patterns and get new, better results.
How It Actually Works
A one-on-one session with Sheila, where you will deep dive to:
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Explore how your past (including family dynamics) has shaped your dating patterns, significant relationships and attachment style
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Identify your personal red flags—and green flags—to look for in partners
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Clarify what you truly want and bring to a relationship—beyond chemistry or shared hobbies
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Uncover and reframe limiting beliefs about dating and yourself
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Create your “Aspirational Yet Realistic” Non-Negotiables List—aligned with your values and emotional needs
Visioning Session
Mindful Dating Program
Coaching topics include:
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Shifting unhelpful patterns and discovering blind spots
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Releasing baggage and rethinking assumptions about dating
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Practicing self-love in thought, word, and deed
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Dating with intention, purpose, and accountability
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Understanding masculine/feminine energy dynamics (especially for successful women navigating masculine energy)
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Making consistently healthier choices in love
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Choosing your own happiness, safety, and well-being above all else
Dating (The Fun Part!)
Take control of your love life with:
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Practical strategies for meeting quality partners
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Online and offline dating techniques
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Ongoing dating app profile optimization (photos, bio, messaging strategy)
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Wing-woman support—I’ll help you craft responses and lead conversations that get you more dates with high-quality, compatible partners
Why This Investment Matters
Research shows that a strong, healthy relationship is one of the most powerful predictors of long-term happiness. A fairly recent New York Times article highlights studies confirming that your life partner has a greater impact on life satisfaction than career success, financial status, or even education.
Dating isn’t just about meeting people—it’s about making better choices that support lasting happiness. Dating coaching gives you the tools to date with confidence, intention, and emotional clarity—so you’re not just finding someone, you’re finding the right someone.
The Coaching Proposal covers 12 weeks (meetings every other week, with assignments and/or videos I have created in between meetings). The profile optimization is included as a bonus session. if you want guidance, structure and accountability in dating, I will also be honored to work with you.