Valentine's Day Dating - Without the Anxiety Spiral (San Jose In-Person)
Schedule
Sat Feb 14 2026 at 03:00 pm to 05:00 pm
UTC-08:00Location
University of San Jose (USJ) | San Jose, CA
About this Event
Valentine’s Day Dating, Without the Anxiety Spiral
A Live, In-Person Workshop for Men
📍 San Jose
🗓 Friday, February 14th
⏰ 3:00–5:00 PM
Valentine’s Day can bring up a lot...pressure, comparison, self-doubt, and that familiar mental loop of overthinking every interaction.
If dating tends to trigger anxiety, hesitation, or a spiral of “What should I say?” and “Am I doing this right?”, then this workshop is for you.
This is a live, in-person Valentine’s Day workshop for men who want to feel calmer, more grounded, and more confident when talking to women without relying on pickup lines, tricks, or forcing confidence.
This Is Not a Pickup Workshop
There are no scripts.
No canned openers.
No pressure to perform or impress.
Instead, this workshop focuses on something far more effective and sustainable:
learning how to stay present, grounded, and connected even when you feel nervous.
Real confidence isn’t about eliminating anxiety.
It’s about knowing how to move with it instead of letting it run the show.
What We’ll Work On
During this 2-hour interactive workshop, we’ll cover:
- Why dating anxiety shows up and why it doesn’t mean anything is wrong with you
- How the “anxiety spiral” actually works (and how to interrupt it in real time)
- How to start and stay in conversations without overthinking
- How to express interest clearly and respectfully
- How to stop personalizing rejection and recover faster when it happens
- How to be confident around women you find extremely attractive
You’ll learn practical tools you can use immediately whether you’re at a party, a bar, a meetup, or just going about your day.
What Makes This Workshop Different
- Designed specifically for thoughtful, analytical, often introverted men
- Focused on real-life interactions, not theory
- Emphasizes mindset, emotional regulation, and self-trust
- Led by a coach who works with Bay Area men daily
- Supportive, non-judgmental environment
This is about becoming calm, grounded, and date-worthy, not “smooth.”
Who This Is For
This workshop is a great fit if you:
- Tend to overthink dating and social situations
- Feel confident in other areas of life but struggle with dating anxiety
- Want to feel more relaxed and natural around women
- Are tired of surface-level dating advice
- Want skills that actually work in real-life Bay Area contexts
You don’t need to be extroverted.
You don’t need dating experience.
You just need to be willing to show up and practice.
What You’ll Walk Away With
By the end of the workshop, you’ll leave with:
- A clearer understanding of your anxiety (instead of fighting it)
- Tools to ground yourself in conversations
- More confidence initiating and continuing interactions
- A healthier relationship with rejection
- Momentum you can carry forward after Valentine’s Day
Most importantly, you’ll feel more at ease being yourself.
Event Details
📍 Location: 1631 N 1st #200, San Jose, CA 95112
🗓 Date: Friday, February 14th
⏰ Time: 3:00–5:00 PM
👥 Small group to keep it personal and effective
Spots are limited to maintain a supportive, focused experience.
If Valentine’s Day tends to trigger pressure or avoidance, this workshop offers a different way forward.
Come learn how to date without the anxiety spiral and start showing up with clarity and confidence.
Where is it happening?
University of San Jose (USJ), 1631 North First Street, San Jose, United StatesEvent Location & Nearby Stays:
USD 39.19
