Ali Caravella

Career coach · Stamford, CT · in person and virtual

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"I meet you at the intersection and help you move forward with clarity, purpose, and actionable strategy." (in their words, on their website)

Services

ServiceWhat is includedPrice
Ad hoc coaching sessions
Individuals needing immediate clarity and decision-making		 Personalized 1:1 coaching on request
Multi-session coaching packages
Individuals seeking longer-term growth		 Personalized 1:1 coaching over multiple sessions on request
Structured coaching programs with certificate of completion
Clients seeking employer reimbursement or formalized coaching experience		 Clear learning outcomes · Session frameworks · Certificate of completion on request
Leave & Return with Confidence program
Parents preparing for leave and/or returning to work		 Re-entry planning · Boundary-setting · Self-advocacy on request
The Career Pivot Playbook program
Professionals navigating change		 Clarity work · Storytelling · Actionable job search strategy on request
Leadership at the Intersection program
Emerging or evolving leaders		 Values-based decision-making · Executive presence · Communication skills · Authentic leadership on request
Employer-Sponsored Coaching: 1:1 coaching
Team members navigating transitions or growth		 Personalized 1:1 coaching on request
Employer-Sponsored Coaching: Group coaching
Women leaders, working parents, or caregivers		 Group coaching sessions on request
Employer-Sponsored Coaching: Custom support programs
Organizations		 Programs aligned with organizational change · Leadership development · Retention · Well-being strategies 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 changenonoyesyesyesyes
Leadershipnonoyesyesyesyes
Personal brandnonoyesyesyesyes

How they work

Process
Initial free 30-minute consultation · Personalized coaching sessions or structured programs · Certificate of completion for structured programs

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. 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. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

What they publish

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