Jon Sheldon
Leadership coach · Rochester, NY · in person and virtual
Services
| Service | What is included | Price |
|---|---|---|
| Obstacle Oriented | 3 sessions · 45-day turnaround · solve a specific obstacle together | on request |
| Day Facilitation | 1 session · minimum 3 hours session | on request |
| Quarterly Commitment | 6 sessions · 52 weeks · 6 sessions · expires after 12 months | on request |
| Custom Teaming Engagements leaders and teams |
52 weeks · proprietary Blueprints, Briefs, and Battleplans framework · team dynamics work and analytics · build practical systems for trust, communication, accountability, execution · tailored development around how leaders and teams operate | on request |
As published on their website, read Sep 30, 2026.
How they compare
- 20 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
- Discuss where your head is at · Decide the right option together · Solve specific obstacles or engage in team coaching
- Before coaching
- Infantry Squad Leader, Marine Corps (4 years); Owner/Partner, Construction; Owner/Partner, Financial Group (3 years); Regional Director, Veteran Golfer Association
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)
- 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: 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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