Connecting organizations and people to valuable experiences and outcomes

Connecting organizations and people to valuable experiences and outcomes

HeadSail is the most forward sail on a boat, and typically the most powerful sail on the journey

HeadSail creates valuable experiences and outcomes for the people in our professional and personal communities.

This work has many facets, which is the essence of any creative endeavor in business and life.

Connecting organizations and people is a steady work component in a consultative, advisory, or Board capacity.

HeadSail delivers key insights which help us drive a significant shift in our event team strategy and deployment. We are grateful.

Carrie Cliggett | Wolters Kluwer

HeadSail has been extremely helpful to us as we build our hybrid strategy in a post COVID world.

Steve Enselein, SVP | Hyatt Hotels Corporation

Founder History

Personal mission: Create, craft and execute ideas that generate significant value.

A moment is both the shortest and longest period of time.

ProActive was an idea that became an organization which over many years created some of the most important moments in the organizations we served through award winning industry-leading business events.

My founding role at rEvolution as a principal was modest, compared to Founder and CEO John Rowady, who drove rEvolution from idea to one of the most respected sports marketing firms in business today.

Freeman had an idea. Integrate a strategic firm into its market-leading logistics business and create new value through that combination. Together we activated that idea. ProActive was acquired by Freeman in 2007, igniting an important chapter in Freeman’s extension of its position in global business events industry, leading to their pole position in the industry today. – Best of Business was an award-winning idea that worked hard to bring the best educational content from across targeted industries to benefit business professionals. technology and intellectual property is now being used by global meetings and events industry leaders to further their content strategy

PRA is an industry leader in business events, where I am proud to have architected and delivered a four year journey of transformation as CEO. We wrote an extraordinary growth chapter at PRA, and favorably impacted the entire sector of business events as we did.

Core Competencies

Strategic Planning

Leadership Team Development

Team Engagement and Development

Business Development

Event Marketing Strategy

Acquisition Strategy and Execution

Partnership Development

Brand Positioning


Tony Lorenz headshotTony Lorenz, CMM


HeadSail, LLC