June 4, 2025
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3 minutes read
Queens continues to establish itself as a hub for innovation, creativity, and diverse entrepreneurial talent. The latest episode of the “It’s in Queens” podcast hosted by Jeff Simmons highlights this spirit by featuring Holly Diamond, a trailblazing tech founder who recently won the Enterprise Tech category in the 2025 Queens Tech + Innovation Challenge.
Let’s dive into the highlights of Holly’s journey, her impact, and why Queens is the perfect backdrop for innovation.
Who is Holly Diamond?
Holly Diamond is the founder of WorkOnward, a recruitment software platform that’s changing the way companies connect with job seekers. With a focus on accessibility, personalization, and advanced matching algorithms, WorkOnward empowers businesses to post jobs more effectively while offering candidates features like voice introductions, portfolio showcases, and even QR code networking.
In a world where hiring can often feel impersonal and inefficient, Holly is on a mission to build a platform that brings humanity back to the recruitment process.
🎧 Listen to the full podcast episode here
Winning the Queens Tech + Innovation Challenge
The Queens Tech + Innovation Challenge, powered by the Queens Economic Development Corporation (QEDC), is a prestigious annual competition designed to support startups based in Queens. The competition spans multiple categories, including Food, Sustainability, Community, and Technology.
Holly took home the top prize in the Enterprise Tech category—a testament to the strength and innovation of WorkOnward’s platform. She credits much of her success to her deep understanding of user experience and her commitment to building technology that serves people, not the other way around.
“Winning this challenge validates our mission. We’re here to fix what’s broken in hiring—and we’re doing it right here in Queens,” says Holly in the interview.
A Local Innovator with Global Vision
While Holly’s impact is felt throughout Queens, her vision extends far beyond borough lines. She’s positioning WorkOnward to be a national—and eventually global—platform for smarter hiring.
But staying local has its perks. In the podcast, Holly reflects on how Queens’ diversity, community spirit, and entrepreneurial ecosystem make it an ideal place to launch and grow a startup.
“There’s something about Queens—the hustle, the heart, the people. You can build something real here.”
Events + Community in Queens: More Reasons to Celebrate
The episode also includes updates from Rob MacKay of the Queens Tourism Council, who shares upcoming cultural events, food festivals, and exhibitions happening across the borough. From art walks to tech mixers, Queens is buzzing with opportunities to connect, explore, and be inspired.
Whether you’re a local resident, a business owner, or a visitor, there’s never been a better time to discover the vibrant spirit of Queens.
What’s Next for Holly Diamond and WorkOnward?
Winning the challenge has already accelerated Holly’s path. With increased visibility, funding opportunities, and mentorship through the QEDC, she’s now focused on expanding WorkOnward’s reach, onboarding more businesses, and enhancing the platform with AI-powered features.
Her advice for aspiring founders?
“Start with the problem. If you really understand what people are struggling with, the solution will follow. And don’t be afraid to build in Queens—this borough has your back.”⸻Final ThoughtsHolly Diamond is more than a startup founder—she’s a visionary who embodies the bold, diverse, and resilient spirit of Queens. Her win in the 2025 Queens Tech + Innovation Challenge isn’t just a personal milestone—it’s a sign of what’s possible when community and innovation come together.
📢 Want to support Holly or post your first job?
Visit www.workonward.com/business to try it out—your first job post is free.
🗣️ Listen to the full podcast episode here: It’s in Queens - Holly Diamond
About the Podcast:
“It’s in Queens” is hosted by journalist Jeff Simmons and supported by the Queens Economic Development Corporation, featuring local entrepreneurs, artists, and innovators shaping the borough’s future.
Holly Diamond
