About Skail

Skail was founded by Matt Osborn. He started to realize how little engagement company social media accounts and email marketing produced. 

When he compared the performance of personal social accounts and emails to company-released communications, it became clear that today’s society does not converse with brands; they seek person-to-person interactions.

Skail set out to make it easy for organizations to create, distribute, and communicate their value proposition and stories through individuals close to the organization – not via brand promotion. 

The outcome is exponential engagement, reach, and thought leadership.

At Skail, we are flipping the script on marketing. From people empowering a brand, to becoming the power of the brand.

BETA.Mn Cohort Logo with Skail employee advocacy

Skail was part of the Spring Cohort 2025.

Skail’s Mission

To create digital clones of ourselves through AI, freeing ourselves from mundane tasks and unlocking unprecedented productivity for a more fulfilling life.

Our Values

People before profits​

At Skail, our compass is set on the well-being of our employees and the enduring value we bring to our customers. While profits are essential, they’re not our guiding light. By prioritizing the happiness of our employees and customers, we pave the way for prosperity.

Transparent decision making

At Skail, we champion transparency as a beacon of strength. We have placed trust as our solid foundation to build our business on, which is why we aim to always act with openness and integrity in all of our interactions.

Eliminate the mundane

At our core, we don’t just streamline tasks for our customers – it’s a way of life. We deeply value our time and recognize the distinction between busyness and true productivity. By automating  tasks that don’t yield a greater return on investment than the time spent, we empower ourselves and our clients to thrive.

Pioneering the impossible

At Skail, we transcend mere possibility. Immersed in understanding our customers’ needs, we are often captivated by the realm of seemingly impossible challenges. Our unwavering belief in the power of ‘anything is possible’ fuels our relentless pursuit of innovation.

Looking to Join our Team?

Check out Skail’s open roles below: