Shannon O'Brien

Career coach · virtual

"I help frustrated job seekers end the vicious cycle of resume black holes, and build a meaningful career based on their values." (in their words, on their website)

Services

ServiceWhat is includedPrice
Whole U. Career Mastermind Free Workshop
Seeking a more fulfilling career
Clarify Your Career Vision · Develop Your Professional Brand · Create Career Vision · Identify Your Skills & Strengths · Develop Your Professional Branding Materials on request
Career Seeker's Roadmap (self-guided course)
Career seekers
5 modules: Vision, Skills & Strengths, Resume/Cover Letter, LinkedIn, Networking $499
Whole U. Career Community
Career seekers
Monthly mastermind office hour sessions · Accountability & guidance $99
Whole U. Career Development Mastermind
Just graduated or stuck in wrong job
5 sessions · 5 weeks · 7 Helpful Guides · 14 Interactive Assignments · 24 Informative Videos · Community Chat · 5 Weekly Virtual Meetings $997
Career Program (Online Course + 1 Group Advising Session)
Mission-driven career seekers
1 session · Create Career Vision · Identify Skills & Strengths · Develop Professional Branding Materials · Improve Online Brand · Develop Networking Strategy $499
Whole U. Career Strategy Program - Online Course Self-Guided
Job seekers and entrepreneurs
Clarify values & ideal job · Articulate strengths & skills · Enhance Cover Letter & Resume · Improve LinkedIn profile and online brand · Clarify elevator pitch & networking strategy $199
Whole U. Career Strategy Program - One-on-One 2 Sessions with Shannon
Job seekers and entrepreneurs
2 sessions · Online Course · 2 advising sessions after pre-work $750
Whole U. Career Strategy Program - Group Mastermind 2 Live Sessions with Shannon
Job seekers and entrepreneurs
2 sessions · Online Course · 2 Live group coaching sessions after pre-work · Accountability Partner · Access to Alumni Network $998
Self-Guided Resume Course
People who want resume help
Cover Letter + Resume · Helpful Guides · Informative Videos · Community Comments · Lifetime Access $49
Whole U. Professional Branding Package (1:1 with Shannon)
People who want to clarify ideal job and articulate alignment
Resume, Cover Letter, LinkedIn profile, Networking · Online course · Live editing session with Shannon · Receive edits via email · Networking Assistance $997

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 offersyesyesyesyesyesyes
Job search strategyyesyesyesyesyesyes
Career direction and changeyesyesyesyesyesyes
Leadershipnononononono
Personal brandyesyesyesyesyesyes

How they work

Process
Create Career Vision · Identify Your Skills & Strengths · Develop Your Professional Branding Materials · Improve Your Online Brand · Develop a Networking Strategy
Before coaching
Educator and advisor, Higher Education (Harvard and MIT) (7 years)

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. If I land a job partway through, what happens to the sessions I have not used? (multi-session package)
  2. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

Their website promises results: "The Whole U. Career Program guarantees that you will gain the "3 Cs" of: Clarity, Confidence & Connections.". 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

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Chosen by our matching from coaches who serve the same people with the same kinds of help. Nobody pays to appear here.