Chris Wallrapp

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
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.

Jamie Sundheim
New business & 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. 

Jess Lloyd

Jess is a Hill Holliday boomerang where she recently returned as Head of Strategy. During her first stint at Hill Holliday, she spent over seven years working across many of the agency’s most notable accounts while leading a significant role in new business. She then left the agency to bring her talent and experience to management consulting. She joined Slalom Consulting to better define the intersection of brand strategy and business strategy. While at Slalom, Jess worked as a Principal in the Customer Strategy practice, building marketing strategy capabilities while also applying her brand strategy and customer journey mapping experience to traditional business management engagements.

But her love for the advertising industry was too strong to stay away. She then went on to join DiMassimo Goldstein, where she most recently served as Head of Strategy. During her time at DiMassimo Goldstein, her role was to lead development of 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 has returned to Hill Holliday to not just lead the Strategy team, but develop strategic consulting capabilities, all while lending her talents to advance agency capabilities and growth.

Jeff Cavallo
Decision Science

Jeff leads Hill Holliday Decision Science; the agency’s marketing analytics and consumer research practice. Jeff brings more than 12 years of experience of using data and technology to drive business decisions for clients across a diverse portfolio of industries, including QSR, CPG, Financial Services, Insurance, and Sports. Jeff is a true believer in the value of data-driven thinking in fostering more creative, immersive, and effective advertising and brings an insatiable curiosity for new and unconventional opportunities where evidence-based insight can stem growth for his clients. This passion drives the innovation in his team’s capabilities from data creation and data strategy, to application of marketing technology, experimental design and machine learning - all with a bias toward immediate impact to his clients’ commercial goals.

Last year, Jeff was recognized on Business Insider’s “Rising Stars of Madison Avenue”, a list recognizing early-and mid-career advertising professionals who challenge the traditional agency model, find creative uses of data to inform their ad strategies, and produce stand out work. 

Leslie Gilleo

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.

What’s New

View All News
View All News