Kimberley Sherwood
Career coach · Colorado Springs, CO · in person and virtual
Services
| Service | What is included | Price |
|---|---|---|
| Individual Nonprofit Executive Coaching nonprofit executives |
one-on-one private coaching sessions · professional development · skill-building · practical advice | on request |
| Executive Director & Board President Dual Coaching Executive Director and Board President |
build a powerful partnership · trust and clarity · propel the organization forward | on request |
| C Suite Executive Team Coaching C-Suite team members |
confidential coaching · grounded in organizational mission and strategy · team coaching opportunities | on request |
| Dual Coaching Flight Executive Director and Board Member |
dual coaching partnership · trust and clarity · organizational advancement | $5,000 |
| C-Suite Executive Coaching - Executive Director/CEO +2 Executives Executive Director/CEO and 2 Executives |
executive coaching for leadership team · organizational mission alignment · strategic leadership development | $7,500 |
| C-Suite Executive Coaching - Executive Director/CEO +5 Executives Executive Director/CEO and 5 Executives |
executive coaching for leadership team · organizational mission alignment · strategic leadership development | $15,000 |
| C-Suite Executive Coaching - Executive Director/CEO +7-10 Executives Executive Director/CEO and 7-10 Executives |
executive coaching for leadership team · organizational mission alignment · strategic leadership development | $20,000 |
| Individual Coaching Flight individual nonprofit executives |
personalized coaching · professional development · skill-building | $3,000 |
As published on their website, read Sep 30, 2026.
How they compare
- Their packages start at $3,000. Of the 905 career coaches in our directory who publish a package price, 94% start at the same price or lower.
- 25 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 | no | yes | yes | yes | yes |
| Career direction and change | no | no | yes | yes | yes | yes |
| Leadership | no | no | no | no | no | no |
| Personal brand | no | no | no | no | no | no |
How they work
- Process
- Schedule free 1-hour coaching session · Engage in coaching sessions focused on professional development and skill-building · Receive actionable next steps after each session
- Before coaching
- fundraiser, nonprofit (33 years)
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
- 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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