Cassandra Wood

Leadership coach · Baltimore, MD · in person and virtual

Visit their websiteCompare similar coaches

"Shaping and inspiring leaders and teams in nonprofits, schools, and organizations through leadership coaching to foster a positive culture and achieve lasting impact." (in their words, on their website)

Services

ServiceWhat is includedPrice
One-on-One Leadership Coaching | Performance Advancement
leaders seeking personalized support to reflect, set goals, and enhance professional growth		 practical guidance to improve leadership effectiveness · build confidence · achieve measurable outcomes on request
Restorative Leadership Circles
teams and organizations needing conflict resolution and trust rebuilding		 facilitated discussions · address conflicts · rebuild trust · improve collaboration on request
Transformational Team Retreats
teams seeking alignment, stronger connections, and strategic thinking		 reflection · planning · team exercises · enhance collaboration and innovation on request
The Leader Within: Leadership Growth Program
managers, emerging leaders, senior leaders, entrepreneurs ready for personal growth and leadership development		 6 sessions · 6 weeks · weekly live interactive sessions · leadership training · manager strategy circles · peer learning · tools and frameworks for immediate application 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 offersnononononono
Job search strategynononononono
Career direction and changeyesyesyesyesyesyes
Leadershipyesyesyesyesyesyes
Personal brandnononononono

How they work

Process
Listening to organizational culture and goals · Co-designing customized leadership coaching and training · Implementing leadership development programs · Supporting reflection and sustainability · Measuring success through leadership growth and organizational impact
Before coaching
senior leader, education and nonprofit sectors (20 years)

Do it yourself, or hire a coach?

Doing it yourselfUsually enough whenA coach earns the fee when
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. What does it cost in total, and what is included? (no published price)
  2. If I land a job partway through, what happens to the sessions I have not used? (multi-session package)
  3. What are your cancellation and refund terms? (no refund terms on their site)
  4. Who do you usually work with, and how long does a typical engagement last? (always worth asking)

What they publish

Similar coaches

Chosen by our matching from coaches who serve the same people with the same kinds of help. Nobody pays to appear here.

Listed in