Entrepreneur AJ Gunasena, founder of BETWITHAJ™, is continuing to expand his business portfolio through a combination of venture capital, private real estate lending, sports analytics, and strategic brand development. Based in Las Vegas, Gunasena has built a diversified enterprise designed to operate across multiple industries while emphasizing data-driven decision-making and long-term value creation.
Known professionally as a professional gambler, venture capitalist, private money lender, and entrepreneur, Gunasena has developed a business model centered on combining financial strategy with creative execution. Rather than focusing on a single market, his companies serve clients across sports analytics consulting, real estate financing, investment opportunities, and executive branding.
“My goal has always been to build businesses that create leverage across industries,” said Gunasena. “The common denominator isn’t the industry itself—it’s disciplined execution, calculated risk management, and building systems that can scale.”
Through BETWITHAJ Consulting LLC, Gunasena provides sports analytics and consulting services supported by proprietary research and data analysis. The company was established with the objective of bringing greater transparency and analytical methodology to a rapidly growing market while helping clients make more informed decisions.
In addition to sports analytics, Gunasena operates FlipWithAJ Real Estate Group LLC, a private lending company focused on financing residential and commercial real estate investment projects. The company works with investors seeking flexible capital solutions for acquisitions, renovations, and development opportunities throughout the Las Vegas market.
Gunasena also serves as Venture Capitalist and Managing Partner of AJG Venture Group LLC, a private investment firm he has led for the past five years. The firm deploys its own capital into startups, small businesses, software, artificial intelligence, fintech, biotechnology, and select real estate and media projects, focusing on opportunities where disciplined execution can unlock meaningful growth and attractive exits.
AJG Venture Group LLC operates as both an investor and strategic partner. Beyond funding, the firm works directly with founders and operators to tighten systems, clarify positioning, and upgrade revenue engines—combining capital, analytics, and brand-driven marketing to turn under-optimized companies into buyer-ready assets.
Beyond finance, Gunasena has expanded into creative strategy and executive branding. As Executive Creative Director for Real Vegas Magazine, he contributes to luxury lifestyle storytelling, visual branding initiatives, and business-focused media projects. He also advises select organizations and campaigns on digital strategy, fundraising narratives, and brand positioning.
Gunasena’s entrepreneurial journey began after leaving the traditional corporate environment to pursue independent business ownership. Instead of building a single company, he focused on creating complementary businesses capable of generating opportunities across multiple sectors.
According to Gunasena, diversification has become one of the defining principles behind his approach to entrepreneurship.
“Your first successful business shouldn’t be the finish line—it should become the foundation for everything that follows,” he said. “Building multiple businesses that complement one another creates resilience and opens doors to opportunities that wouldn’t otherwise exist.”
Looking ahead, Gunasena plans to continue expanding his venture capital activities through AJG Venture Group LLC by identifying founders with scalable business models and strong brand potential. He also intends to further develop BETWITHAJ’s analytics platform while growing his private lending portfolio and strategic consulting work.
As the business landscape continues to evolve, Gunasena believes entrepreneurs who successfully combine analytical thinking with brand development will be better positioned to compete in increasingly complex markets.
“Today’s business environment rewards people who can bridge finance, technology, marketing, and execution,” Gunasena added. “Success comes from understanding how those disciplines work together rather than treating them as separate worlds.”
With operations spanning finance, media, consulting, and analytics, Gunasena says his long-term vision is to continue building businesses that prioritize sustainable growth, strategic partnerships, and disciplined investment principles.
For more information, visit www.betwithaj.com, ajgventuregroup.com, www.flipwithaj.com or follow @betwithaj on Instagram and www.linkedin.com/in/ajgunasena on LinkedIn.
