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Booking Q3 2026 · 3 spots remaining

The work that compounds happens between calls.

Executive coaching for women operators running real businesses. Six-month engagements, twice-monthly sessions, weekly written check-ins. The clients who renew don't renew because of charisma. They renew because something quantifiable changed.

Practice Est.2014

Founder & Lead Coach

Helena Cross

MBA · ICF-PCC certified · 18 years operator before coach

ICF-PCC Certified MBA · The Wharton School 18 Years Operator 200+ Engagements
Helena at her desk

The premise

"Coaching that moves a number, or you don't pay."

The numbers from last cycle's twelve clients.

Average revenue change at 6 months+34%
Clients who hit 2 of 3 outcomes11/12
Average tenure of clients (years)3.2
Renewal rate for completing cohort82%

Engagements

Three ways to work together.

All built on the same six-month rhythm — outcomes named upfront, sessions twice monthly, written check-ins weekly.

Solo founder office
01

Founder 1:1

For founders running 1-50 person companies in their first decade.

  • 2 sessions / month (75 min)
  • Weekly async check-in
  • Three outcomes upfront
  • End-cycle review
  • Email between sessions

$12,500

Six-month engagement

Apply for a slot
Co-founder pair meeting
02

Operator Pair

For two co-founders or a CEO + COO needing alignment.

  • 2 paired sessions / month (90 min)
  • 1 individual session each / month
  • Joint + individual outcomes
  • Weekly written check-in
  • One-day alignment retreat

$28,000

Six months · 2 seats

Apply for the pair
Returning client
03

Renewal Cycle

For returning clients ready for a second six-month focus area.

  • 2 sessions / month (75 min)
  • Lighter check-in cadence
  • One new outcome per cycle
  • Compounding context
  • Lifetime alumni access

$9,500

Six months · returning only

Renew engagement

How it works

The six-month rhythm.

Same shape for every engagement. The container that holds the work.

Outcomes contracted01

Outcomes contracted

Two-hour kickoff. Three outcomes you'd celebrate at month six. Quantified. Written down. Signed.

Monthly work02

The monthly work

Two 75-minute sessions per month, scheduled standing. Weekly Friday check-in by email. Read within 24 hours.

Mid-cycle review03

Mid-cycle honest review

Month three. Outcomes against current trajectory. Course corrections. New experiments named.

Final measurement04

The final measurement

Month six. Outcomes reviewed honestly. Two of three hit means the invoice ships. Less than two — you decide what's owed.

"

She named the thing I'd been avoiding in the second session. By month three I'd had the conversation I'd been ducking for two years. Revenue followed.

Maya Okonkwo

Founder · Velvet & Co. · 3-cycle client

Apply

The first conversation is free.

A 30-minute intro call to see if the fit is right. Helena takes 8 clients per cohort, two cohorts per year. Apply with a few sentences about your business and the outcome you'd celebrate.

Apply for a slot Download the prospectus
Client portrait