Benjamin Ritter
Leadership coach · Austin, TX · in person and virtual
Credentials they list: ICF PCC
"Executive coaching and keynote speaking for CEOs, founders, next-generation family business leaders, and PE/VC-backed executives." (in their words, on their website)
Services
| Service | What is included | Price |
|---|---|---|
| Fearless Leader CEOs, founders, and next-generation leaders |
year-long executive coaching partnership · flexible 1:1 cadence · ongoing support between sessions · trusted leadership advisor relationship | on request |
| Becoming Fearless leaders in a specific moment of stuckness |
12 weeks · three-month focused intensive · help with pending decision, stalled transition, or season needing clarity | on request |
| Fearless Career senior leaders ready to take ownership of next role |
executive job transition partnership · 1:1 coaching · access to Fearless Job Search AI tool | on request |
| Family Business Coaching next-generation leaders inheriting CEO or senior role in family-owned company |
1:1 coaching for identity shift from heir to leader · conversations with parent, team, board · standard holding even if uncomfortable · founder-successor facilitation when needed | on request |
| Leadership Coaching senior leaders, rising leaders, high-potential operators |
1:1 partnership · build self-awareness, presence, decision-making · help lead from who you are · applied change tied to real work | on request |
| The Uncrowned CEO Keynote next-generation family business CEOs, rising-generation leaders, family enterprise programs, family office convenings |
1 session · keynote, workshop, fireside formats · explore transfer of authority · family expectations and relationships · build clarity, confidence, control | on request |
| The Uncrowned CEO Practice Workbook next-generation family business leaders |
fillable PDF workbook · practice exercises for decisions, conversations, responsibilities · companion to The Uncrowned CEO book | on request |
| You Got The Seat Field Guide first-year family business CEOs |
12-page field guide · 75-point self-diagnostic · focus on identity, vision, confidence, team, standard | on request |
As published on their website, read Sep 30, 2026.
How they compare
- 15 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 | 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 | yes | yes | yes | yes |
| Personal brand | no | no | no | no | no | no |
How they work
- Process
- Book a complimentary, confidential 60-minute discovery call · Discuss goals and explore coaching options · Decide together if coaching is the right fit · Engage in coaching sessions as per chosen package
- Before coaching
- executive leadership coach, organizational leadership (15 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. |
| Leadership | Peer groups, feedback from your manager, reading. | You have a mentor who has done the job. | A first management role or a bigger team, often paid for by the employer. |
Times are our estimates. Try Callings.
Questions to ask before hiring
- What does it cost in total, and what is included? (no published price)
- 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)
What they publish
- Prices: not found on their website
- What each service includes: yes
- A free consultation: yes
- Refund or cancellation terms: not found on their website
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