Robin S. Ross

Leadership coach · Chicago, IL · in person and virtual

Credentials they list: ICF PCC, iPEC ELI-MP, Hogan

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"We help leaders cultivate positive leadership skills to empower their teams to tackle complex challenges and drive outstanding results in today’s rapidly changing world." (in their words, on their website)

Services

ServiceWhat is includedPrice
Executive Coaching
leaders and their teams		 24 weeks · 12 to 24 hours of 1:1 coaching · Multi-rater 360 qualitative interviews · Strengths-based or personality-based assessments such as CliftonStrengths®, DiSC® and Hogan · 360 Feedback Report and Debrief summarizing key themes · Individual development plan with clear, focused coaching goals on request
Team Coaching
teams		 24 weeks · Team Diagnostic™ Assessment (TDA) · Full-day kick off workshop to build psychological safety, develop team contract, share TDA results, determine goals and commit to action and accountability plan · Monthly coaching sessions to assess progress, address challenges and celebrate successes · Ongoing training and support · Redeployment of TDA at end of engagement on request
Leadership Development Programs - stand-alone workshops
existing and emerging leaders		 Tailored training programs · Full-day, half-day, or 60-90 minute multi-day sessions · Delivered in-person or virtually · Popular topics include resilience, emotional intelligence, positive leadership, executive presence on request
Leadership Development Programs - cohort-based series
existing and emerging leaders		 Series of cohort-based programs · Build and reinforce positive mindsets and behaviors · Foster collaboration and connections across organization · Delivered in-person or virtually · Full-day, half-day, or 60-90 minute multi-day sessions over weeks 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 offersnonoyesyesyesyes
Job search strategynonoyesyesyesyes
Career direction and changenononononono
Leadershipnonoyesyesyesyes
Personal brandnonoyesyesyesyes

How they work

Process
Initial 360 qualitative interviews · Assessment with CliftonStrengths®, DiSC® or Hogan · 360 Feedback Report and Debrief · Individual development plan · Coaching sessions over 6 to 12 months
Assessments
CliftonStrengths®, DiSC®, Hogan, Team Diagnostic™ Assessment (TDA)
Before coaching
Managing Director, financial services (6 years); Recruiter and sales team leader, financial services; Executive Director, Doctoroff Business Leadership Program, law school leadership education (4 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.
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. 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. 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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