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Chris
Wallrapp
Wallrapp
CEO
Since coming to Hill Holliday in 2010 to lead new business and marketing, Chris has helped spearhead the agency’s growth to over $1 billion in billings. In 2023, with a relentless focus on the future and his inspiring brand of leadership, Chris was promoted to CEO of Hill Holliday. Previously, as President, Chris helped secure notable wins like Optum Health, BMW Motorrad, Simple Mobile, Major League Baseball, Party City, Planet Fitness, Frontier Communications, Ahold-Delhaize, Tempur Sealy International, Boar's Head, and global assignments for Bank of America.
Prior to Hill Holliday, Chris was the Chief Marketing Officer at Modernista!, leading marketing strategies for such iconic brands as Cadillac, Hummer, (RED), TIAA-CREF, and Showtime Networks. His extensive résumé also includes influential roles at Fallon Worldwide, Carmichael Lynch, Y&R, and GSD&M, where he oversaw award-winning initiatives in categories ranging from automotive, spirits, and sports/athletic apparel to packaged goods, technology, and telecommunications. Chris has appeared on numerous industry panels, and his contributions have been recognized by the Effies, Cannes Lions, One Show, Webbys, and Clios.
In 2014, Chris was featured as one of Ad Age’s “40 under 40.” In 2021, Chris was featured as one of Campaign US', "40 over 40".
Peter
Nicholson
Nicholson
CHIEF CREATIVE OFFICER
Peter Nicholson started the year 2023 off with a bang, joining Hill Holliday as the Chief Creative Officer. With 20+ years of experience as one of the most awarded and modern-day creative thinkers in the country, Peter is driven by innovation and collaboration. Stoking the team’s wide eye love for ideas and helping them let go of the fear of failure–solving the business needs first to uncover the most impactful creative solution. Before coming to Hill Holliday, Peter spent a year of intense focus on emerging digital innovation & media, blockchain and the intersection of data science with the art of creativity. Previously, Peter had been Partner/Chief Creative Officer of Periscope. He has been Chief Creative Officer of Publicis NY, Deutsch NY, JWT North America, Red Scout as well as senior creative leadership positions at Goodby Silverstein, Mckinney and Leagas Delaney. Peter is one of the few creative leaders who has worked across every category and vertical including emerging new markets such as crypto and blockchain technology companies. Throughout his career he has consistently received accolades including Cannes Lions, Effies, One Show Pencils, D&AD Pencils, Webbys, The Art Directors Club, Crain’s 40 under 40. His work and opinions have been featured in the New York Times, Wall Street Journal, Harvard Business Review and Wired.
Jess
Lloyd
Lloyd
EVP, HEAD OF STRATEGY
A Hill Holliday boomeranger, Jess returned as Head of Strategy. In Jess’ first stint at Hill Holliday, Jess worked across the agency’s most notable accounts and played a significant role in new business.
After seven years, she joined Slalom Consulting, a brand adn business strategy firm. While at Slalom, Jess was a Principal in the Customer Strategy practice, building marketing strategy capabilities and applying her brand strategy and customer journey mapping experience to traditional business management engagements.
Her love for the advertising industry was too strong to resist and Jess landed at DiMassimo Goldstein, as Head of Strategy. At DiMassimo Goldstein, she led the development of their strategic and research capabilities, including customer journey development, brand positioning, quantitative research and analysis, a variety of qualitative research methods, insight development, and culture trends development.
Jess returned to Hill Holliday to lead the Strategy team and institute strategic consulting capabilities to advance the agency’s capabilities and growth.
Jamie
Sundheim
Sundheim
SVP, GROWTH
Jamie loves a good challenge, is obsessed with results, and brings a cool head and collaborative approach to problem-solving and building brands. Jamie is an award-winning Brand and Marketing leader with over 15 years of experience building iconic brands by leveraging insights, creativity and innovation to drive business growth.
Jamie joined Hill Holliday in 2016 and has led a variety of accounts, including Bank of America, Frontier Communications and Santander Bank. In 2022, ever the competitor, she became our SVP, Growth, leading business development and marketing for the Agency. Prior to Hill Holliday, Jamie has a wide range of experience working with storied brands including Verizon Wireless, NFL, Dos Equis, Citibank and Applebee’s.
Jamie joined Hill Holliday in 2016 and has led a variety of accounts, including Bank of America, Frontier Communications and Santander Bank. In 2022, ever the competitor, she became our SVP, Growth, leading business development and marketing for the Agency. Prior to Hill Holliday, Jamie has a wide range of experience working with storied brands including Verizon Wireless, NFL, Dos Equis, Citibank and Applebee’s.
Jeff
Cavallo
Cavallo
SVP, DECISION SCIENCE
Since coming to Hill Holliday in 2010 to lead new business and marketing, Chris has helped spearhead the agency’s growth to over $1 billion in billings. In 2023, with a relentless focus on the future and his inspiring brand of leadership, Chris was promoted to CEO of Hill Holliday. Previously, as President, Chris helped secure notable wins like Optum Health, BMW Motorrad, Simple Mobile, Major League Baseball, Party City, Planet Fitness, Frontier Communications, Ahold-Delhaize, Tempur Sealy International, Boar's Head, and global assignments for Bank of America.
Prior to Hill Holliday, Chris was the Chief Marketing Officer at Modernista!, leading marketing strategies for such iconic brands as Cadillac, Hummer, (RED), TIAA-CREF, and Showtime Networks. His extensive résumé also includes influential roles at Fallon Worldwide, Carmichael Lynch, Y&R, and GSD&M, where he oversaw award-winning initiatives in categories ranging from automotive, spirits, and sports/athletic apparel to packaged goods, technology, and telecommunications. Chris has appeared on numerous industry panels, and his contributions have been recognized by the Effies, Cannes Lions, One Show, Webbys, and Clios.
In 2014, Chris was featured as one of Ad Age’s “40 under 40.” In 2021, Chris was featured as one of Campaign US', "40 over 40".
Leslie
Gilleo
Gilleo
EVP, Media
Leslie leads the Hill Holliday media practice and has over 20+ years of experience developing and executing media strategies for a wide range of clients. Leslie has worked on a variety of retail, healthcare, travel, and packaged goods clients, including SEI, Temper Sealy, Dunkin’ Donuts, Chili’s, HomeGoods, Great Wolf Resorts, CVS, TJ Maxx, Trip Advisor, P&G’s Dunkin’ Donuts Coffee, Harvard Pilgrim Health Care, and Partners HealthCare here at Hill Holliday. Prior to joining Hill Holliday, Leslie worked at ISM Travel and Leisure Marketing, where she helped to launch a multimedia campaign for one of the fastest-growing international airlines, Emirates. In her spare time Leslie enjoys running, swimming, spinning, and spending time with her two kids.
