A 60-minute, eye-opening workshop for midlife daters who are tired of burnout, breadcrumbing, and feeling like the apps are “broken.”
Hosted by Alyssa Dineen, dating coach, profile stylist, and founder of Style My Profile.
April 17 at 1pm ET
What do you really need on your dating profile?
Download our free 12-point checklist to see if your profile passes Alyssa’s test.
The apps reward flash, novelty, and dopamine hits… not compatibility.
Most people end up chasing “wow,” burning out, and overlooking the steady, emotionally ready partners who actually make great long-term matches.
This workshop gives you the counterintuitive reset that changes everything:
Stop chasing wow. Start choosing vanilla.
You’ll learn the simplest, most grounded dating approach for adults 40 plus — one that actually works in real life, not just in your head.
- Spot “vanilla” vs. “wow”— the authentic, ready, consistent profiles vs. the performative ones that make you feel like you have to win them over.
- Make three small profile shifts that raise match quality without feeling salesy
- Use Alyssa’s lightweight message formula to move from chat → coffee without burnout.
- Apply the 4-Date Minimum so you stop self-sabotaging great matches before chemistry has a chance to grow.
Plus: A live Q&A to share where you’re stuck: profile, messaging, or first dates.
Start here:
The Core Problem: “Wow” Keeps You Stuck
Why chasing spark and polish leads to burnout — and how “vanilla” signals consistency, availability, and real long-term potential.
The Opportunity: Date Vanilla + The 4-Date Minimum
How to filter for grounded, relationship-minded people and why real chemistry usually shows up around dates 3–4, not date 1.
How to Implement It This Week
The 3 essential profile shifts, the simple React → Relate → Ask messaging formula, and first-date habits that remove pressure and build momentum.
Real Client Case Study
Client case studies showing how “no spark on date 1” turned into healthy, committed relationships by date 3 using this exact approach.
Your 7-Day Roadmap
A step-by-step plan to refresh your profile, message with confidence, schedule a coffee date, and apply the 4-Date Minimum rule immediately.
Live Q&A With Alyssa
Clear, compassionate answers to the questions most midlife daters are too embarrassed to ask — spark timing, safety, scammers, and kind declines.
What do you really need on your dating profile?
Download our free 12-point checklist to see if your profile passes Alyssa’s test.
MEET YOUR HOST
Alyssa Dineen, founder of Style My Profile, is a dating strategist and profile stylist who is a leading voice in midlife dating.
With a background as a fashion stylist/editor and with hundreds of successful client transformations under her belt, she helps adults 40+ date with confidence, clarity, and strategy, without chasing the wrong people or wasting years on the apps.
She met her partner online, and it took until date #4 for chemistry to click. That experience shaped the entire Date Vanilla philosophy.
That’s where the real magic starts.
April 17 at 1pm ET.
And don’t worry: if you can’t make it live, you’ll receive a recording by email.
Let's talk about where you are in your dating journey—and how I can help you find the clarity, confidence, and connection you're looking for.