Get to Know What If Media Group
Formed through the merger of the media and ad-serving experts at What If Holdings and the messaging and data gurus at All-Inbox in 2019, our technology, platform, and extensive proprietary media assets make us one of the only performance marketing platforms that enable clients to take multiple “bites of the apple” across multiple channels in order to drive customer acquisition.
In other words, we get your offers in front of valuable potential new customers where they are and get them to take your desired actions. Whether they’re surfing the web, checking their phones, or perusing their inboxes, we’re uniquely able to meet them at their precise moment of need.
The combination of our customer-obsessed approach (our customer retention rate is 95%), deep investment in technological innovation, and our ability to utilize multiple marketing channels on your behalf, means that when you work with What If Media Group, you’re working with a partner who’s uniquely qualified to achieve your strategic business outcomes.
Our reputation has led us to become one of Crain’s NY Fast 50 for the past three consecutive years, and featured on the Inc 5000 list of the fastest-growing private companies in America for four consecutive years (one of only 7% of companies to accomplish this feat since the inception of the award).
But while awards and numbers may offer proof points of the power of our platform and our people, for us, working at What If Media Group goes deeper.

Inclusion & Diversity Advisory Group
(IDAG)
In 2020 we created the IDAG to assist and advise us in providing a workplace and organizational culture that values diverse thoughts and perspectives.
Working closely with HR staff, the IDAG seeks to expand our vision of matters related to diversity, equity and inclusion (DE&I), provides ideas and suggestions of how What If Media Group promotes an inclusive workplace and culture, and collaborates in the planning and support of DE&I initiatives we pursue.
From challenging conversations and increased diversity targets in hiring practices to bias training, employee surveys, direct volunteering, philanthropic donations and partnerships, we’re investing time and resources to be a leader in inclusion in order to create an organization where everyone feels seen, heard and valued.

Our Core Values

INNOVATION

ADAPTABILITY

TEAMWORK

ACCOUNTABILITY

80/20
Meet Our Team
We’re a group of seasoned Internet professionals who enjoy the discipline of creating, analyzing, and innovating web-based media. Each member of our team is hard working, talented and humble — and they love what they do. Just ask them.
Seth Gottlieb
President & CVO
Kat Herskovits
Chief Operating Officer, Site
Danny Regenstein
Chief Financial Officer
Holden Collick
EVP of Operations, Site
Nick Abad
Chief Operations Officer, GlassRoots
Josh Gillon
Chief Executive Officer
Clay Rives
Chief People Officer
Ryan Day
Chief Strategy Officer
Bekim Abazoski
Chief Technology Officer, Message
Andrew Klayman
EVP of Biz Dev
Susan Weiner
Chief Partnership Officer
Ben Zitter
Chief Compliance Officer
Brian Schwartz
Chief Revenue Officer
Rob Schwartz
Chief Executive Officer, GlassRoots
Amanda Mannix
Chief Admin Officer
Joe Lucibello
VP of Data Science
Gregg Pluta
Chief Operations Officer, Message
John Pershing
Chief Technology Officer
Mike Kelly
Senior Vice President, Data Sales
Gary Smith
Vice President of Publisher Development
Jason Jacobs
Vice President of Sales Operations
Greg Elbaum
Director of Sales
Domenic Caravello
Vice President: Political & Advocacy
Jordan Cohen
Chief Marketing Officer
Meet Our Team
Partners
Seth Gottlieb
President & CVO
Josh Gillon
Chief Executive Officer
Susan Weiner
Chief Partnership Officer
Kat Herskovits
Chief Operating Officer, Site
Clay Rives
Chief People Officer
Ben Zitter
Chief Compliance Officer
Danny Regenstein
Chief Financial Officer
Ryan Day
Chief Strategy Officer
Brian Schwartz
Chief Revenue Officer
Holden Collick
EVP of Operations, Site
Bekim Abazoski
Chief Technology Officer, Message
Rob Schwartz
Chief Executive Officer, GlassRoots
Nick Abad
Chief Operations Officer, GlassRoots
Andrew Klayman
EVP of Biz Dev
Senior Executives
Amanda Mannix
Chief Admin Officer
Gregg Pluta
Chief Operations Officer, Message
John Pershing
Chief Technology Officer
Joe Lucibello
VP of Data Science
Sales & Marketing
Mike Kelly
Senior Vice President, Data Sales
Jason Jacobs
Vice President of Sales Operations
Domenic Caravello
Vice President: Political & Advocacy
Gary Smith
Vice President of Publisher Development
Greg Elbaum
Director of Sales
Jordan Cohen
Chief Marketing Officer
Join Our Team
With our physical headquarters in Fort Lee, NJ, complemented by a distributed workforce across the country, we have the best talent in the world on our team —
wherever they may be — and stay connected through our annual team outings at inspiring locales and weekly virtual events. And while we stay on top of business 24/7, we also find time to stay healthy, let our hair down, and have fun at work.
What If You Got These Perks:
- Work around your schedule (or your kids, pets, parents…) We trust each other to get the job done, always
- Philanthropic participation (dedicated time and company matching to causes you care about)
- Annual Full Team Outings at incredible places
- After hours entertainment: poker, trivia, craftwork, yoga, barre class, cooking classes, fitness challenges
- Comprehensive benefits: Paid maternity and paternity leave, healthcare, 401k match, salary bonus, development groups/ERGs, conference attendance, trainings
Current Openings
All Positions Filled
All Positions Filled
All Positions Filled
All Positions Filled
[email protected]
What Can We Help You Achieve?
Let us show you how leveraging our proprietary media, AI, data science and our highly custom campaigns are redefining performance marketing and generating outstanding customer acquisition for brands.