Rayla Bailey

Career coach · Denver, CO · in person and virtual

Credentials they list: ICF ACC, SHRM SHRM-CP

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"I help Senior Managers, Directors, VPs, and C-Suite leaders navigate career transitions with strategy, precision, and the compensation they've actually earned." (in their words, on their website)

Services

ServiceWhat is includedPrice
Career Audit Session
Senior Managers, Directors, VPs, or senior-level professionals early in their search or 60 days in with no traction		 1 session · Resume review · LinkedIn review · Target role landscape review · Written action plan · Prioritized 30-day roadmap $397
90-Day Placement Program
Senior Managers, Directors, VPs, or senior-level professionals navigating a layoff or deliberate career pivot ready to move with speed and precision		 12 weeks · Resume development · LinkedIn optimization · Network activation · Interview preparation · Offer negotiation on request
Executive Transition Partnership
VP, SVP, or C-Suite leaders managing complex transitions with $200K–$400K+ total compensation package		 24 weeks · Executive positioning · Full document suite · Total compensation strategy · C-Suite interview preparation · Six months priority access on request
Resume Review 1 session · 3-day turnaround · 1 revision round · Personalized expert feedback · Review against job description · Video screen-share recording · Accompanying notes · Delivered via email on request
Upgrade Your Resume Masterclass 4 video modules with 13 lessons · 16-page workbook with tools, templates, exercises · Step-by-step resume building framework · Instant access · Self-paced 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 LinkedInnonoyesyesyesyes
Interviews and offersnonoyesyesyesyes
Job search strategynonoyesyesyesyes
Career direction and changenononononono
Leadershipnononononono
Personal brandnonoyesyesyesyes

How they work

Process
Complete coaching agreement and pre-call questionnaire · Onboard and access client portal · Book coaching calls at preferred cadence · Each session has a clear outcome · Progress weekly toward results
Assessments
Enneagram, MBTI, DiSC, EQ-i 2.0, HBDI, VIA

Do it yourself, or hire a coach?

Doing it yourselfUsually enough whenA coach earns the fee when
Resume4 to 8 hours for a strong base, then about 30 minutes per posting. Callings can tailor it to each job.You are staying in the same field and level and have recent results to cite.You are changing field or level, coming back after a long break, or many applications brought no interviews.
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.

Times are our estimates. Try Callings.

Questions to ask before hiring

  1. Do you write it yourself, how many revision rounds are included, and do I keep editable files? (done-for-you writing)
  2. What are your cancellation and refund terms? (no refund terms on their site)
  3. Which body issued your credential, and can I check it there? (credential listed)
  4. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

What they publish

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