Step Up Coaching
Life coach · Westport, CT · in person and virtual
"Our experienced coaches offer 20 services to drive self-discovery, empowerment, and accountability, utilizing proven processes to help you achieve your goals." (in their words, on their website)
Services
| Service | What is included | Price |
|---|---|---|
| Executive Coaching leaders and executives |
leverage decades of business experience · training and insights from coaching, counseling, neuroscience and psychology · understand drivers underlying issues · design impactful solutions · enhance leadership presence and influence | on request |
| Business Coaching entrepreneurs, business owners, and leaders |
guidance, support, and accountability · clarify vision · set goals · develop plan to achieve goals | on request |
| Mergers and Acquisitions Coaching companies undergoing mergers and acquisitions |
navigate complex M&A process · make informed decisions · develop effective strategies | on request |
| Conflict Management Coaching individuals, teams, and organizations |
improve communication · improve collaboration · improve productivity · learn effective conflict resolution strategies · improve relationships | on request |
| Business Exit and Succession Coaching entrepreneurs and business owners planning exit |
strategic planning and advisory coaching · evaluate acquisitions and alternative financing · optimize outcomes on mergers, acquisitions, divestitures, corporate sales, joint ventures, private debt and equity placements · prepare and execute exit plan · navigate financial and legal aspects of exit | on request |
| Culture Coaching organizations |
develop and maintain positive work culture · attract and retain top talent · improve employee engagement and motivation · drive business success | on request |
| Strategic Planning Coaching businesses |
expert guidance · fresh perspective · accountability · develop effective plans · identify opportunities | on request |
| Career Coaching recent graduates and seasoned professionals |
guidance and support · identify strengths · set realistic goals · develop plan to achieve goals | on request |
| Productivity Coaching | overcome obstacles · achieve better work-life balance · build positive attitude · build effective team | on request |
| EOS Implementation | align vision, strategy, values and objectives · clarity and accountability on roles and responsibilities | on request |
As published on their website, read Sep 30, 2026.
How they compare
- $200 a session. Of the 229 life coaches who publish a session price, 80% charge the same or less.
- 40 years coaching; the median for life coaches in our directory is 13.
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 | yes | yes |
| Job search strategy | no | no | no | no | yes | yes |
| Career direction and change | no | no | no | no | yes | yes |
| Leadership | no | no | no | no | yes | yes |
| Personal brand | no | no | no | no | yes | yes |
How they work
- Process
- identify key issues through question-based process · gain clarity on underlying issues · shift perspectives · take meaningful steps towards aspirations and results
- Before coaching
- C-suite executives, business; business owners, business
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)
- 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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