Nina Cherry
Leadership coach · Maui, HI · virtual
Credentials they list: ICF PCC
"I guide CEOs, entrepreneurs, and professionals in developing new strategies for increased performance." (in their words, on their website)
Services
| Service | What is included | Price |
|---|---|---|
| RECREATE YOUR LIFE From the Inside Out: The Steps to Designing and Living Your Best Life Workbook PDF | 54 page Workbook · plan and enjoy the rest of your life · clarify values · empower vision · identify life purpose | $17 |
| RECREATE YOUR LIFE From the Inside Out: The Steps to Designing and Living Your Best Life Workbook Hardcopy in binder | 54 page Workbook · plan and enjoy the rest of your life · clarify values · empower vision · identify life purpose | $27 |
| How to Master Your Inner Game For Business Success (ebook) | ebook | $7 |
| Business Breakthrough Coaching Program CEOs, Business Owners, & Professionals |
9 sessions · 12 weeks · 9 Executive Coaching Sessions · 45 – 60 minutes each · weekly sessions 3 times a month with one week off · email support between sessions | on request |
| 3-month Life Changing ~ Life Coaching Program | 12 weeks · tailored sessions · confidante, sounding board, accountability partner · work through obstacles · use RECREATE YOUR LIFE workbook · personal trainer for your life | on request |
| Leadership Mastery Coaching Program CEOs, Business Owners, & Professionals |
8 sessions · 16 weeks · 8 Executive Coaching Sessions · 60 minutes each · flexible timing suggested every other week · email and text check-ins between sessions | on request |
| Team Coaching | leading company meetings for team-building · guiding participants to be concise and caring · develop interpersonal skills · help teams move through Forming, Storming, Norming, Performing stages · define company vision, values, goals | on request |
As published on their website, read Sep 30, 2026.
How they compare
- 29 years coaching; the median for leadership coaches in our directory is 15.
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 | yes | yes | yes | yes |
| Job search strategy | no | no | yes | yes | yes | yes |
| Career direction and change | no | no | yes | yes | yes | yes |
| Leadership | no | no | yes | yes | yes | yes |
| Personal brand | no | no | yes | yes | yes | yes |
How they work
- Process
- Initial in-depth session to assess organization and leadership strength · Use of assessment tools (360° Feedback, DISC, StrengthFinders) · Identify blind spots and behaviors to improve · Work on energy and time management · Create strategic plans and action plans · Ongoing coaching sessions with email support
- Assessments
- 360° Feedback, DISC Personality and Management Style Inventory, StrengthFinders
Do it yourself, or hire a coach?
| Doing it yourself | Usually enough when | A coach earns the fee when | |
|---|---|---|---|
| Interviews | 3 to 6 hours of practice out loud per interview process. Callings can prepare you for each job you track. | Early rounds in a format you know. | Final rounds, panels, a new kind of role, or you tend to freeze. |
| 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)
- Which body issued your credential, and can I check it there? (credential listed)
- Who do you usually work with, and how long does a typical engagement last? (always worth asking)
Their website promises results: "Nina offers an UNCONDITIONAL GUARANTEE, so there is no risk!". No coach can guarantee a job, interviews or a placement rate. Be careful with anyone who does, and with promises of a "hidden job market" or exclusive recruiter access.
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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