I’m Gabriela Maestre (they/them), a Boricua living in San Diego.

I have spent my career in media specializing in commercial strategy, change management, and operational transformation for interdisciplinary teams. Now, I coach and consult creative, tech and LGBTQIA+ professionals towards measurable career outcomes with confidence and authenticity.

Sometimes I win awards and talk about my work.

Hey!
It’s Gaby.
¿Cómo Estas?

Photo Credit: Sharar Behzad

my background

  • 20 years of experience in media

  • 7 years in Kids’ TV content management and partnerships

  • 10 years in digital advertising, leading global creative teams and driving sales strategies

  • 4 mergers as change management leader, transforming global operations

  • 1,000s of pitches, trainings and speaking engagements

my coaching style

  • Our partnership is mindfulness-led and results-oriented using a combination of actionable reflection and exercises.

  • Think of me as your confidential sounding board - a safe space for candid discussion, exploration and powerful breakthroughs.

  • Challenge perspectives that keep you stuck and find gentle ways to unlock your leadership potential.

  • Become empowered to own your career narrative, turning unknowns into next steps.

  • You will walk away with a tangible roadmap and personalized toolkit designed to help you navigate challenges and strategically advocate for your growth.

MY SERVICES

Career Planning
General support for short, medium and long term planning.

Navigating Work Challenges
Get “unstuck” in your role through upskilling and discussion to identify and surpass what is keeping you from feeling successful and owning your career.

Career Pivots
Preparing for changing industries or focus of your career, exploring new opportunities outside your comfort zone.

Management Upskilling
Leveling up your management and leadership skills (eg. people management, feedback, managing up, etc.) through exercises, readings and discussion.

Career Offboarding
Preparing for or planning a sabbatical or retirement and how to enjoy the most out of your new persona.

HOW TO PICK A COACH

  • Does the coach specialize in your field, industry or challenge?

  • What do you want out of a coach?

  • Does the coach work within your schedule’s needs?

  • Do you align with the coach’s approach?

  • How do you feel after interacting with the coach?

  • Do you feel a sense of psychological safety on the first call?

Awards & Recognitions

Thought Leadership