Don Oehlert

Career coach · Chicago · virtual

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"I help senior leaders in transition turn a career of quiet wins into a story that lands the next role. Told quickly, concisely, and consistently." (in their words, on their website)

Services

ServiceWhat is includedPrice
Done with you 1:1 Executive Coaching
Senior leaders in transition, mostly Directors through the C-suite, and usually 45 and up		 Uncover unique value · Shape into stories · Build every tool needed for a modern search · Story and search tools co-creation · Flexible terms including pay-when-you-land on request
Executive Essentials
Senior leaders in transition, mostly Directors through the C-suite, and usually 45 and up		 Guided hybrid track · Focused sessions · Tools needed for executive search on request
Executive Advantage
Senior leaders in transition, mostly Directors through the C-suite, and usually 45 and up		 3 weeks · Three month white glove partnership · Co-create resumes, stories, and interview prep on request
The Résumé Reality Check
Executives doing DIY job search		 Guardrailed AI prompts · Fillable workbook · Tailor résumé to any role without inventing content on request
Hiring services for SMB employers
Small and medium businesses (11 to 50 employees)		 Job descriptions · Legal interview questions · Personality profiling and assessments · HR employee handbook, offer and separation templates · Background checks on request
Outplacement services for SMB employers
Small and medium businesses (11 to 50 employees)		 Bespoke program for executives · Same program as 1:1 clients · Protects market reputation on request

As published on their website, read Sep 30, 2026.

How they compare

Computed by Callings from the prices and experience coaches publish. Not a rating.

Where they fit

StudentsEarlyMidManagerDirectorVP / C-suite
Resume and LinkedInnononononono
Interviews and offersnonoyesnoyesyes
Job search strategynonoyesnoyesyes
Career direction and changenonoyesnoyesyes
Leadershipnononononono
Personal brandnonoyesnoyesyes

How they work

Process
Meet by video · Co-create story and search tools · Assign homework · Client drives engagement speed · Client schedules sessions directly
Assessments
Personality profiling

Do it yourself, or hire a coach?

Doing it yourselfUsually enough whenA coach earns the fee when
Interviews3 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 searchA 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 directionWeeks 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

  1. What does it cost in total, and what is included? (no published price)
  2. What are your cancellation and refund terms? (no refund terms on their site)
  3. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

What they publish

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