Valentine's Day Dating - Without the Anxiety Spiral (San Jose In-Person)

Sat Feb 14 2026 at 03:00 pm to 05:00 pm UTC-08:00

University of San Jose (USJ) | San Jose

Silicon Valley's Dating and Relationship Coach, Julia Malakiman
Publisher/HostSilicon Valley's Dating and Relationship Coach, Julia Malakiman
Valentine's Day Dating - Without the Anxiety Spiral (San Jose In-Person)
Advertisement
A San Jose Valentine’s Day workshop for men ready to stop overthinking and start showing up with confidence.
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.

Advertisement

Event Venue & Nearby Stays

University of San Jose (USJ), 1631 North First Street, San Jose, United States

Tickets

USD 39.19

Icon
Concerts, fests, parties, meetups - all the happenings, one place.

Ask AI if this event suits you:

More Events in San Jose

Speak with Confidence: The Art of Public Speaking - Sat, February 14th 1pm
Sat, 14 Feb at 01:00 pm Speak with Confidence: The Art of Public Speaking - Sat, February 14th 1pm

San Jose Mission, Dianetics and Scientology Life Improvement Center

2026 Crab Dinner -  'You had me at 'CRAB'!
Sat, 14 Feb at 01:00 pm 2026 Crab Dinner - 'You had me at 'CRAB'!

Yu-Ai Kai Community Senior Center

Race for Love 1M 5K 10K 13.1 26.2
Sat, 14 Feb at 01:00 pm Race for Love 1M 5K 10K 13.1 26.2

San Jose

2026 Chinese Spring Festival Culture Fair - Free Event
Sat, 14 Feb at 01:00 pm 2026 Chinese Spring Festival Culture Fair - Free Event

San Jose Center for the Performing Arts

Pints & Plants: Rooted in Love
Sat, 14 Feb at 02:00 pm Pints & Plants: Rooted in Love

A Sack Of Potatoes

Candlelight: The Best of Hans Zimmer
Sat, 14 Feb at 04:00 pm Candlelight: The Best of Hans Zimmer

Hammer Theatre Center

Opera San Jose: Cavalleria Rusticana & Pagliacci
Sat, 14 Feb at 04:00 pm Opera San Jose: Cavalleria Rusticana & Pagliacci

California Theatre - San Jose

Intro to Healing Yourself with Crystal Tuning Forks
Sat, 14 Feb at 05:00 pm Intro to Healing Yourself with Crystal Tuning Forks

940 Saratoga Ave

Common Ground: Visual Philosophy Studio's First Community Show of the Year
Sat, 14 Feb at 05:00 pm Common Ground: Visual Philosophy Studio's First Community Show of the Year

School of Visual Philosophy

Vines & Valentines
Sat, 14 Feb at 05:00 pm Vines & Valentines

1324 Lincoln Ave

Gabriel Iglesias at San Jose Improv
Sat, 14 Feb at 05:30 pm Gabriel Iglesias at San Jose Improv

San Jose Improv

San Jose is Happening!

Never miss your favorite happenings again!

Explore San Jose Events