Kristin Simon

Career coach · Chicago, IL · virtual

Credentials they list: CPC, SHRM SHRM-CP, HRCI PHR

Services

ServiceWhat is includedPrice
1:1 Leadership Coaching
leaders
highly personalized plan · accelerates performance on request
Leadership Training
all levels of the organization from new managers through senior executives
personalized and scalable coaching on request
Outplacement Services
employees in career transition
support and information to ease career transition on request
Personal and Professional Enrichment Program (PPEP)
employees
52 weeks · annual subscription with login credentials · monthly development themes · monthly eCoaching tools · anonymous data insights · weekly encouragement and accountability on request
30 Minute Coaching Session 1 session · 30 minutes coaching session on request
eCoaching Toolbox
members
library of eCoaching tools · modules on productivity, gratitude, self care, growth mindset, fear, health, imposter syndrome, strengths, beliefs, patience, presence, self reflection on request
Life Coaching 3 Pack 3 sessions · 3 coaching sessions $750
Life Coaching 6 Pack 6 sessions · 6 coaching sessions $1,450
Life Coaching 12 Pack 12 sessions · 12 coaching sessions $2,800

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 offersnononononono
Job search strategynoyesyesyesnono
Career direction and changenoyesyesyesnono
Leadershipnoyesyesyesnono
Personal brandnononononono

How they work

Process
design customized coaching program · strategic coach pairing · manager collaboration · provide detailed reporting
Before coaching
retail management and HR roles (15 years)

Do it yourself, or hire a coach?

Doing it yourselfUsually enough whenA coach earns the fee when
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.
LeadershipPeer 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

  1. If I land a job partway through, what happens to the sessions I have not used? (multi-session package)
  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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