Custom Ink Names Former Dell, Vistaprint, and ezCater Executive Ryan Massimo as Chief Revenue Officer

TYSONS, Va., March 6, 2025 /PRNewswire/ -- Custom Ink, the online leader in custom products and apparel for organizations, groups, and businesses, today named Ryan Massimo as Chief Revenue Officer. Massimo has two decades of experience serving in senior roles overseeing enterprise sales and transformation initiatives at companies including Vistaprint, Dell, and ezCater.

In this new position, Massimo will be responsible for the strategy and execution of sales initiatives for Custom Ink, while working to drive revenue growth and build a high-performing revenue organization. Among his responsibilities, Massimo will develop and implement data-driven sales strategies to optimize customer acquisition and retention, and he will work with Custom Ink's product team to better serve customers through its sales channels. Massimo will join Custom Ink's senior leadership team, reporting to CEO David Doctorow. 

"Ryan is a seasoned go-to-market leader with a track record of building and scaling high-performing sales and marketing organizations. He has led critical growth initiatives at Dell, Vistaprint, and ezCater, driving transformation and expansion across multiple industries, including a spectacular scaling of corporate sales at ezCater," said David Doctorow, CEO of Custom Ink. "Additionally, Ryan has a deep passion for building high-performing teams and fostering a strong team culture. Ryan's passion for customers, his experience leading and developing sales teams, his strategic thinking, and his collaborative approach are exactly what we need to empower our revenue team and drive our ambitious goals."

At Dell, Ryan built several successful business initiatives, including launching the company's first Loyalty program and leading global strategy for the Consumer & Small Business division. At Vistaprint, he led the corporate sales team and played a key role in the company's global transformation. Most recently, at ezCater, he built and scaled the corporate B2B sales motion from $10 million/year to more than $400 million/year, helping to establish the company as a leader in workplace food solutions. Ryan brings a deep expertise in sales strategy, partnerships, and team development. He is based in the Boston area.

Massimo is the fourth new member of Custom Ink's senior leadership team hired or promoted this year under Doctorow. Earlier announcements included the hiring of Arthur Chapin and promotion of Bailey Rockwell Adrian as Chief Product, Design, and Technology Officer (CPDTO) and Vice President, Power Buyers, respectively, and the arrival of Ben Litvinas as Chief Data and Analytics Officer (CDAO).

About Custom Ink

Custom Ink is the online leader in custom products and apparel for organizations, groups, and businesses. The company helps bring colleagues, communities, teammates, and friends together with inspired custom products they are proud to use and wear. Custom Ink makes getting custom gear smooth and seamless with innovative design tools, caring customer service, creative design inspiration, and a broad range of high-quality merchandise.

Contact:
Andrew Weinstein
202-667-4967
391216@email4pr.com

View original content to download multimedia:https://www.prnewswire.com/news-releases/custom-ink-names-former-dell-vistaprint-and-ezcater-executive-ryan-massimo-as-chief-revenue-officer-302394646.html

SOURCE Custom Ink