Our Story

OutStanding. OutReaching. OutPerforming. OutSelling

Founded in 2004, we are the first of its kind, dedicated Outdoor Advertising rep firm with a passion for the industry that dates back to the 1980’s. Our mission is to provide exceptional service to national agencies and the brands they represent by showing them the best inventory that they never knew existed. We are primary partners to over 15 independent OOH Companies and over 40 affiliate relationships with transit companies across the US.

Our Team

OutSelling’s success stems from our team’s unique blend of experiences and backgrounds in all aspects of Outdoor Advertising. These resumes include extensive roles from both sides of the desk; successful careers in both selling to buyers as well buying from sellers. We’ve held management positions at major OOH companies and have director level experience at some of the largest agencies in the world. It’s this uncommon DNA that allows us to understand your needs and clearly communicate that to our partners in the industry.

OutSelling was created to: • Partner with quality operators to deliver top notch and cutting-edge opportunities. • Develop a unique approach to sales that is devoted to exceeding all expectations. • Open minds to new opportunities that this medium brings.



Since 1990, Bob has been re-creating and re-defining how OOH is sold and managed. Starting his career with Whiteco Outdoor Advertising; at the time, one of the largest outdoor advertising companies in the U.S., Bob went from local sales, to regional and then promoted to VP of National Sales. This broad experience of selling to the local “mom and pop” advertisers as well as to most of the top Global marketers, gives Bob a keen instinct on value selling and what it takes to make a buyer buy. After Whiteco was sold, Bob moved to Eller Media (now Clear Channel Outdoor) as a National Account Executive based in Chicago. He was soon promoted to Vice President Sales Manager responsible for 58MM in billing for the Chicago region.

In 2003, Bob joined Sam Zell’s Equity Office Media Network as National Account Manager where he was tasked with launching this new dynamic outdoor medium in some of the finest office centers in the country and promoting its value to the Outdoor Industry. Bob then created OutSelling Incorporated in September 2004 and has never looked back. (Well, truth- be- told, he looks back all the time, but then decides it’s better to move forward.) bob@outsellinginc.com 312-422-0092



Jayne is a CPA who has spent her career managing in house accounting departments and finances. She started her accounting career in the construction industry in 1989, then in 1993 moved to law firm accounting and finance as well as general law firm administration. She has implemented new accounting systems several times throughout her career in both the US and London working with law firm clients as a financial liaison to ensure seamless financial interactions.

Jayne joined OutSelling in 2013 where her priority was to implement a new accounting system and improve efficiency. As controller Jayne’s focus is keeping the company humming while managing new systems. jayne@outsellinginc.com 312-422-0093


Director of Client Relations & Transit

Before joining OutSelling, Jodi spent several years with an international travel company where she developed and managed the entire sales process and acted as the liaison between all divisions. With over 20 years of experience in sales facilitation, sales processes and general office management, Jodi is the main conduit for all data being received by our partners and disbursed to our clients.

Jodi also has become our transit expert heading our growing transit division. Having cultivated relationships with transit agencies from Anchorage to Key West, Jodi is the go to person for all things transit. A lifelong Cubs fan, Jodi brings a can do attitude mixed with extreme attention to detail and organization skills that allows the company to operate “on all cylinders.” jodi@outsellinginc.com 773-972-7105


National Account Manager

Kyle is an ambitious and accomplished outdoor advertising professional and is experienced in all aspects of account management with iconic global brands. Prior to joining OutSelling, Kyle was an Account Manager at Mediavest in New York City, where he worked on Procter and Gamble, and Walmart. During his tenure, Kyle managed $28 million dollars of annual out-of-home media spending. He developed strategic local, national, and international plans incorporating all facets of out-of-home. Kyle started his outdoor career at Kinetic Worldwide, the world’s largest planning and buying outdoor advertising agency. As an Account Executive at Kinetic, he sold and serviced a wide range of brands including Diageo, Citibank, H&M, LVMH and Glaceau.

Based in New York, Kyle brings a great blend of intel and perspective from both brand and operator and has the ability to satisfy both. A consummate sales professional, Kyle develops and maintains business in New York and Los Angeles. kyle@outsellinginc.com 610-457-9515


National Account Manager/Director of Business Development

Another product of Whiteco Outdoor, Tim was the Marketing Manager for the Chicagoland NW Indiana region. He quickly jumped into sales and sold successfully both locally and then nationally for four years until moving to LA in pursuit of his calling as a street performer on the Santa Monica Pier. With medical bills mounting, a week later he joined Outdoor Vision (now Posterscope,)…planning, buying and presenting for companies such as Nissan, Infiniti and Apple to name a few.

In late 2000, Outdoor Vision sold to Carat NA, and Tim once again moved back to Chicago and into sales working for Regency Outdoor and calling on accounts in the Central/Midwest. In 2005, Tim was drawn back to the agency side and began working for Starcom. As an OOH Director, he managed media for Miller Brewing, Gap Inc, Allstate, Beam Global, Kraft and Samsung to name a few. He successfully called Starcom his home for seven years before moving back to the sales side where his last challenge was establishing a sales presence for Access Sports (DOOH in professional sports venues throughout the US.) in the Midwest and managing West Coast activity. As a seasoned veteran in the Out of Home space, Tim brings us great knowledge and insight of this medium from both a client’s and sales’ perspective. tim@outsellinginc.com 312-771-1433