Caitlin Drago

Leadership coach · Rochester, NY · in person and virtual

Credentials they list: ICF ACC, ICF PCC

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"Helping Leaders & Teams to Communicate, Collaborate, & Succeed!" (in their words, on their website)

Services

ServiceWhat is includedPrice
Leadership Coaching
leaders and professionals		 coaching conversations to explore challenges · new perspective and clarity · self-defined customized solutions on request
Interpersonal Communication Program - Single Workshop
organizations and teams		 1 session · improv-based interpersonal communication training · collaborative conversations · empathy, creativity and trust building · improved teamwork, innovation and communication on request
Interpersonal Communication Program - 3-Month Program
organizations and teams		 12 weeks · improv-based interpersonal communication training · collaborative conversations · empathy, creativity and trust building · improved teamwork, innovation and communication on request
Interpersonal Communication Program - 6-Month Program
organizations and teams		 24 weeks · improv-based interpersonal communication training · collaborative conversations · empathy, creativity and trust building · improved teamwork, innovation and communication on request
Team & Work Culture Transformation Program
organizations and teams		 culture survey with online submissions and conversations · report with results and recommendations · facilitation of communication and collaboration program · monthly leadership meetings · leadership coaching for select individuals on request
Virtual Improv Team-Building Workshop
teams up to 12 participants		 1 session · 90-minute or two-hour interactive virtual workshop · improv-based team building activities · shift mindset from fear to calm and creative · enhance active listening skills · role-play work-based scenarios 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 offersnonononoyesyes
Job search strategynononononono
Career direction and changenononononono
Leadershipnonononoyesyes
Personal brandnonononoyesyes

How they work

Process
Initial exploratory call with mini coaching session · Agreement and commitment · Client brings challenge or goal to each session
Assessments
DISC assessment

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.
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.
Personal brandA consistent story across your resume, LinkedIn and a personal page. Callings builds the page, free.The role you want does not depend on visibility.Visibility or thought leadership is part of the role.

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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