Get curious. Get clear.
Get going.

Leadership coaching for action-oriented, growth-seeking, purpose-driven leaders and teams

A place to let the guard down, air things out and dig in on the future you want.

For most leaders and professionals considering transition, it’s rare to find a place to freely and safely reflect on strengths and weaknesses, talk through hurdles and their part in them, and explore various futures that fully access who they are and wish to be.

At Highland Insights, we provide leaders with the space to bring real stuff to the table, put in the work, and be open to supportive challenges from a trusted listener versed in proven practices and frameworks for growth.

Together we’ll get clear on what’s holding you back and what moves you can make to progress more joyfully toward the goals you set out for your leadership and life.

"Robert helped me reframe many of the internal narratives that were holding me back from becoming the leader I want to be. I was able to begin to integrate learnings and tactics into my ways of working and revisit them many times until they stuck. This experience allowed me to accelerate my growth as a leader and improve both my working and personal relationships. I'm so grateful to have had the opportunity to have worked with Robert!”

—EMILY RYAN, VP ECOMMERCE, URBAN STEMS

Robert Morton, PCC

Focusing on leaders building growth companies and navigating meaningful transitions

A PCC-certified coach, and graduate of the renowned coaching program at Georgetown University's Institute for Transformational Leadership, Robert brings several decades of experience building teams and organizations as a Co-founder, exec team member, and Board Director of early- through growth-stage companies.

Follow Robert on Linkedin

After coaching collaboration with Robert, I have more "moves" when a difficult situation is present, became a better listener (very much inspired by how good of a listener Robert is), and benefited a lot from the idea of intentionally thinking about what support systems I need to put in place to support the growth I want.

—MARK TSIREKAS, Founder & CEO, EMA

How do you want to grow?

I’m getting feedback from the board and my leadership team I need help to act on.

I’m contemplating a big shift and need help charting my way through this transition.

We think this leader has a ton of potential that’s at risk because of some blind spots.

I’m new to this CEO chair and developing a whole new set of muscles on the fly.

Leadership gaps & team issues are hampering our progress on new initiatives.

We’re going through big changes and I need a safe space to work through them.

Multiple paths to growth

Whether you’re building on Customer Insights + Activation work or seeking individual support, we offer engagements that support a variety of efforts.

1:1 Coaching

Lean in, go deep, and surface new moves and opportunities in regular sessions geared for growth.

Assessments + 360s

Take stock of your jumping-off point to assess your strengths and what holds you back.

Team Coaching

Build group muscles for goal-oriented communication, collaboration and performance.

Offsite & Strategic Planning Facilitation

Dig in and look ahead alongside your team while an experienced coach guides the discussion.

Group Leadership Training

Invest in future and rising leaders by helping them learn, develop, and practice critical skills.

Action Learning Groups

Get cohort-based support for transforming learned concepts into practiced habits.

We have used Robert to help facilitate team trainings, executive workshops, and he is my executive coach - and with no traces of hyperbole - his work has been a game changer for our organization, my team and for me personally. He marries his deep operational and executive experience with a truly unique way of guiding his clients to a better and more effective way of working and seeing the world.

—TARA CLEVER, SVP, MARKETING & PARTNERSHIPS, MARGINEDGE