27 Oct October 28, 2025 – User Generated Content Joseph Haecker and 200 Truck ExpressIt Andi Shaughnessy & Danielle Carter
Joseph Haecker – Editor-In-Chief at OF Insider Magazine • Business Strategist • +16,000 followers • Tech Founder • 26 Books Published on Amazon • Podcast Host/Guest
I like to say that some people are entrepreneurs. Some people are serial entrepreneurs. And then there’s this special class of weirdos like me that are addicted to startups.
Joseph Haecker
Since 2012, Joseph Haecker has built a reputation as a dynamic and unconventional leader across the worlds of design, entrepreneurship, and media. Along the way, he has found himself in unforgettable rooms – from late-night conversations with Julian Lennon to collaborating with high-profile entrepreneurs, celebrities, and innovators. Throughout his career, he has launched several startups, raised just under $4.5 million in capital, successfully exited three businesses, and even designed two of the world’s largest chandeliers. He continues to expand his impact through podcasting, events, publishing, and strategic advisory work. Each week, Haecker meets with three to five startups, offering mentorship and marketing guidance to help founders refine their concepts and accelerate growth. He is a serial entrepreneur, Fractional CMO, podcast host, and author, driven by the intersection of design, technology, storytelling, and business strategy. With more than two decades of experience in the lighting and interior design industries, he has developed a unique ability to bridge creative vision with scalable commercial solutions. His career includes founding multiple ventures such as Designwal, a social media platform built specifically for the interior design community, and Join inCrowd, which grew organically to 1.7 million members without a marketing budget. As a Fractional CMO, he helps both startups and established multimillion-dollar companies develop tailored strategies aligned with their growth goals. Through his podcasting and published work, he explores emerging opportunities within design and tech, offering entrepreneurs practical insights into innovation, branding, and community-driven growth.
Andi Shaughnessy and Danielle Carter – Owners of ExpressIt Delivery and Unlikely Bosses
If we can inspire one person you know, to not give up, to work through the challenges that they’re going through, however heavy they feel at the time, that was worth it.
Andi Shaughnessy
In 2011, Andi Shaughnessy and Danielle Carter’s father was diagnosed with terminal cancer. At the time, Danielle was a full-time mother of three young children while helping with the family business when she could, and Andi was pursuing a career in sports television. As their father’s health declined in the spring of 2012, they faced a pivotal decision about the future of ExpressIt, the company he had built. Following his passing that summer, the business entered a period of uncertainty, and the sisters made the commitment to step in and lead. When they assumed responsibility, ExpressIt was a small operation with just 13 drivers, two operations managers, and a limited number of accounts across Eastern Massachusetts and Southern New Hampshire. With no formal business background, Andi and
Danielle Carter
Danielle relied on their work ethic, resilience, and a steadfast belief in people-first leadership. Over the years, they have grown ExpressIt into a thriving organization with more than 200 drivers and a 14-person management team, now serving customers throughout the Northeast. Their journey into entrepreneurship was unconventional, but it has shaped their philosophy: sustainable success is built on trust, meaningful relationships, and consistently delivering on every promise made.