A Private Coaching Practice · San Francisco

The first few dates decide everything.
Most men were never taught how to navigate them.

Courting Well is a private coaching practice for men serious about building a real relationship. We work with a small number of clients at a time, through the parts of dating that no app can teach.

Begin an Application

Dating apps will help you meet her. What happens next is up to you.

Every other part of your life has a feedback loop. Your career has mentors and performance reviews. Your body has trainers. Your mind has therapists. Dating has none of it — only vague advice from friends, and dates who fade away without explanation.

Courting Well exists for the courting period itself: the high-stakes interval between meeting a woman and building something real. This is where most men are operating completely blind. It is also, quietly, where nearly everything is decided.

A considered practice, held in five parts.

I · Apply
A brief application
A thoughtful form to understand who you are, what you are seeking, and where the work might begin. By application only.
II · Discuss
A discovery call
A private conversation to hear your history, your current chapter, and what a good outcome looks like.
III · Observe
A practice date
An evening at a considered bar, held as though it were real. I see how you arrive, how you lead, and what you leave behind.
IV · Return
A written letter
A considered, written account of what I observed: your strengths, the edges to work on, and a tactical plan for what to try next.
V · Continue
Ongoing support, as needed
For those who wish to continue the work together, a private retainer is available — an ongoing space for real-time counsel, date debriefs, and further practice. Optional, by arrangement.

On why this practice exists.

J
Photograph to come

I love love. I believe human connection is the most meaningful thing any of us will ever know, and that a considered, enduring partnership is among the most transformative things one can build. I want there to be more loving couples in the world.

For the last nine years, I have worked in business strategy at companies like Uber, Datadog, and several venture-backed startups. I have lived in New York and San Francisco, moving through the high-caliber circles of both cities — founders, operators, thinkers, investors. Both cities have the most dynamic dating scenes in the country, and some of the most revealing.

As a first-generation immigrant, I hold a more traditional view of courting than much of the culture around me — one in which intention is the baseline, the small gestures matter, and people are expected to evolve and grow. Over years of dating, and of comparing notes with other women after dates, a pattern has become unmistakable. The men who notice the small things — who listen carefully, who lead with consideration, who are fluent in the quiet nuances of an evening — stand out profoundly. It is almost never the big swings that make a man memorable.

There is no shortage of advice for men who want to meet women. There is almost nothing for men who want to become the kind of partner a remarkable woman would choose. Women have networks of friends who help them parse dates and decisions. Men often do not. Friends give vague, biased advice. Dates fade without explanation. The result is a quiet, years-long blind spot.

Courting Well is my attempt to close that gap. It is a private practice for men serious about developing into better partners — not louder, not smoother, but more themselves, more considered, more equipped to build a relationship that lasts. It is not for everyone. It is for men who believe courting is a skill worth practicing, and who want honest, observant feedback from someone trained to notice what most will not say.

If any of this resonates, I would be glad to hear from you.

— Jenny

San Francisco · By Application Only
Begin an Application