There’s always
an upside.
About The Upside Experience
We are experts in change
We Create space for:
Strategic clarity in ambiguous environments
Stakeholder alignment across complex systems
Change communications that move people to action
Leadership development grounded in real challenges
Organizational design that serves your future state
Executive coaching for leaders navigating transition
Led by Carolyn Ramsey, The Upside Experience specializes in enterprise transformation and executive coaching. With 25 years leading change across Fortune 500 organizations, from M&A integrations to large-scale modernizations, we understand the systems, stakeholders, and human dynamics that make or break transformation efforts.
We're not here to tell you what to do. We're here to partner with you, bringing analytical clarity, strategic insight, and the steady presence that helps leaders navigate complexity without losing their best people or their sanity.
As seasoned, steadfast partners, we are tuned in to the challenges that organizations face today. And, we know it’s easy to see the downside when change seems out of reach.
But, here’s what we know:
Humans have a great capacity for growth
Working together is better than working alone
Powerful experiences create lasting change
When you show up authentically, you give permission to others to do the same
You and your team already have the answer (yes, you!)
Incremental growth is still growth
no matter the challenge, there’s always an upside.
Let’s discover yours.
There’s always an upside
Sometimes you just need help finding it. Looking at the upside creates the positive energy to move us forward, even when it’s hard.
Powerful experiences create lasting change
If we don’t change, our challenges don’t change. Research shows that the brain's ability to change and adapt increases through meaningful, lived experience. We make the journey memorable, so results stick.
Incremental growth is still growth
Humans have great capacity for growth, but it requires being brave and courageous, even when it’s hard. Change isn’t linear, and sometimes you need a partner to help as you take the small steps that add up to major progress.
Transformation is a system, not a project
Moving one piece affects everything else. We think in systems, not silos.
Life and work can (both!) be awesome
People thrive when they can bring their whole selves to their whole lives. We help build a bridge between the personal and professional, so that life can feel vibrant and fulfilling whether it’s 10am on a Tuesday or 6pm on a Friday.
Working together > Working alone
As Aristotle said, ‘The whole is greater than the sum of its parts.’ Working on the ‘hard stuff’ with others breeds fresh solutions, builds strong relationships, and generates personal buy-in to usher in change. Alone we are strong, together we are stronger.
We don’t have all the answers—you do
You may not *think* you have the answers. But we know how to help you find them.
Clarity beats certainty
You can't eliminate uncertainty, but you can create clear frameworks for navigating it.
