Henry Wynd
Career coach · St. Louis, MO · in person and virtual
"Coaching and counseling at the intersection of identity, performance, and transition — for anyone in the middle of becoming." (in their words, on their website)
Services
| Service | What is included | Price |
|---|---|---|
| The Inner 9 Anyone interested in identity work in an unexpected setting |
1 session · 9 holes of golf · structured coaching session · Core values + identity mapping | on request |
| 30-Minute Intro Call Potential clients unsure where to start |
1 session · No-pressure first conversation · Get a feel for each other · Figure out if and how to work together | on request |
| The Clarity Package Clients with a specific challenge needing clarity and momentum |
3 sessions · 4 weeks · 1×75-min intake · 2×60-min sessions · Values-based intake · Email support · Virtual or in-person | $650 |
| The Alignment Package Clients ready for real change but unsure where to start |
6 sessions · 8 weeks · 1×75-min intake · 5×60-min sessions · Weekly check-ins · Email support · Customized worksheets | $1,500 |
| The Inner Arc Clients seeking a deep reckoning with identity and future building |
8 sessions · 24 weeks · 1×90-min intake · 7×60-min sessions · Unlimited messaging · Custom integration plan · Closing reflection | $2,800 |
As published on their website, read Sep 30, 2026.
How they compare
- Their packages start at $650. Of the 905 career coaches in our directory who publish a package price, 64% start at the same price or lower.
- 10 years coaching; the median for career coaches in our directory is 14.
Computed by Callings from the prices and experience coaches publish. Not a rating.
Where they fit
| Students | Early | Mid | Manager | Director | VP / C-suite | |
|---|---|---|---|---|---|---|
| Resume and LinkedIn | no | no | no | no | no | no |
| Interviews and offers | no | no | no | no | no | no |
| Job search strategy | no | yes | yes | yes | yes | yes |
| Career direction and change | no | yes | yes | yes | yes | yes |
| Leadership | no | no | no | no | no | no |
| Personal brand | no | no | no | no | no | no |
How they work
- Process
- Intro call to assess fit · Intake session · Coaching sessions · Email support and check-ins · Closing reflection or integration plan
- Before coaching
- Mental Performance Coach, Pro Athlete Community; Intern Therapist, Greenway Therapy
Do it yourself, or hire a coach?
| Doing it yourself | Usually enough when | A coach earns the fee when | |
|---|---|---|---|
| Job search | A target list, a weekly plan and steady outreach. Callings builds the weekly plan and tracks every application, free. | Interviews are coming in. | Three months without traction, or a senior search that runs on your network. |
| Career direction | Weeks of reading and conversations about roles that fit. Callings can show your strengths and the pay for each role. | You already have two or three target roles. | You do not know what comes next, or you want structure and a formal assessment. |
Times are our estimates. Try Callings.
Questions to ask before hiring
- If I land a job partway through, what happens to the sessions I have not used? (multi-session package)
- What are your cancellation and refund terms? (no refund terms on their site)
- Who do you usually work with, and how long does a typical engagement last? (always worth asking)
What they publish
- Prices: yes
- What each service includes: yes
- A free consultation: yes
- Refund or cancellation terms: not found on their website
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