Betting on Intuition: The Entrepreneurial Journey of Benjamin Quigley
Some entrepreneurs chase trends; Benjamin E. Quigley creates them. For nearly three decades, he has reinvented himself across industries, technology, finance, healthcare, tax strategy, and now luxury hospitality and fan engagement, always guided by intuition, bold reinvention, and a relentless pursuit of opportunity.
From the Athletic Field to the Cutting Edge
After IBM, Quigley launched his own technology consulting firm before pivoting into finance. Starting as a loan officer, he built his own mortgage company during the explosive early 2000s. At its peak, business was booming, until the 2008 financial crash brought it all down.
After IBM, Quigley launched his own technology consulting firm before pivoting into finance. Starting as a loan officer, he built his own mortgage company during the explosive early 2000s. At its peak, business was booming, until the 2008 financial crash brought it all down.
“I trusted my intuition when others thought I was crazy,” Quigley recalls. “That has defined my entire career.”
Rising, Falling, and Rising Again
After IBM, Quigley launched his own technology consulting firm before pivoting into finance. Starting as a loan officer, he built his own mortgage company during the explosive early 2000s. At its peak, business was booming, until the 2008 financial crash brought it all down.
Once again, reinvention became survival. Quigley broke into the fiercely competitive world of medical device sales, eventually securing a role in orthopedic implant technology. For more than a decade, he was in operating rooms nationwide, supporting thousands of surgeries alongside surgeons.
“It was one of the most rewarding experiences of my life," he says. But the pandemic forced yet another pivot, this time into tax strategy.”
Cracking the Code
In 2020, while many retreated from uncertainty, Quigley saw opportunity buried in the IRS tax code. He launched ercTree, a firm specializing in helping businesses secure payroll tax credits to keep workers employed during the pandemic. The company unlocked millions in refunds for hundreds of businesses.
From there, he created MaxTaxCredits.com, empowering employers and employees to legally reduce FICA taxes, save on healthcare, and hold on to more of their earnings.
Style and Presence
Quigley does not just walk into a room, he commands it. Whether in tailored suits at high-stakes meetings, or relaxed luxury at a penthouse launch, his style reflects his philosophy, effortless, confident, and precise. For him, personal presentation is part of leadership. It sets the tone for how others see the future he is building.
Disrupting What is Next
Even while scaling tax ventures, Quigley has set his sights on industries that fuel culture and lifestyle. His latest companies are poised to reshape fan engagement and luxury travel:
Launching January 2026 in Las Vegas, Penthouse Tonight taps into an overlooked market of more than 1,000 luxury penthouses, villas, and suites that often sit empty midweek. Members gain access to these spaces at up to 80 percent off retail, paired with curated experiences, VIP transfers in Range Rovers, Bentleys and Rolls-Royce’s, private penthouse parties with celebrity chefs, including a list of celebrities and social media influencers for penthouse meet and greets.
- SocialCrush, a fan engagement platform with the tagline "Much More Than Just a Game," designed to transform how fans, influencers, and brands connect
- PenthouseTonight.com, the world’s first platform dedicated exclusively to luxury hotels, resorts, and private properties.
“We are not just selling luxury rooms at a discount," Quigley explains. "We are creating once in a lifetime experience within the coveted hosted high-roller only luxury casino hotel inventory located in The Strip of Las Vegas.”
Vision and Futures
Quigley is relentless in studying trends, cultures, and emerging technologies, not to follow them, but to shape them. What excites him most is not past wins or even current ventures; it is the future. He thrives on imagining where culture, technology, and lifestyle are headed, then building the bridges to get there first. Penthouse Tonight Members are going to be able to enjoy the membership benefits including up to 70% discounted rates at luxury high-rise penthouses, lofts and condos within major cities across the USA in 2027 and in 2028 across the world.
The Constant: Intuition
From the internet revolution to the mortgage boom and crash, from operating rooms to IRS loopholes, and now into entertainment and luxury hospitality, one theme has remained constant in Quigley’s journey, intuition.
“Entrepreneurship for me has never been about safety,” he says. “It is about listening to instinct, trusting it, and acting boldly.”
That philosophy has carried him through booms and busts, into boardrooms and operating rooms, and now into industries primed for disruption. For Quigley, success is not just profit, it is health, style, intuition, and vision working in harmony. Betting on intuition has never been the wrong move… it has been the move that defines him.
Penthouse Tonight allows Members collectively make access to luxury hotel and high-rise penthouses, villas, and lofts possible as each monthly membership paid fee has 100% credited to the members next stay, additionally makes the many members luxury car chauffeuring possible.
