Senior Vice President of Real Estate and Development

Who We Are

We don’t just invest in real estate—we own, develop, and operate businesses that make those properties thrive. Our portfolio spans retail strip centers, gas stations, QSRs, hotels, and large-scale mixed-use developments. 

 

We’re not your typical real estate investment firm. We’re strategic operators, acquiring locations to expand our brands—Pilot Pizza, Aviator Coffee, Lindy’s gas stations, to name a few —while also building a diverse commercial real estate portfolio. Whether it's acquiring a retail strip center, redeveloping a multi-acre parcel, launching a new hospitality brand, or pursuing the development of a luxury resort in Puerto Rico, we move fast and think big. 

 

The Opportunity

We’re seeking a high-level executive to lead our real estate expansion, acquisitions, and development strategy. This person will identify, acquire, and develop properties that fuel our brands’ growth while driving strategic real estate investments. 

 

You’ll work directly with the CEO to shape the future of our real estate division, leading efforts in: 

• Site Selection & Acquisitions: Identify prime locations for QSRs, gas stations, strip centers, and large-scale developments. 

• Development Strategy: Oversee projects from ground-up construction to tenant placement. 

• Underwriting & Investment Analysis: Build financial models to determine the best opportunities. 

• Capital Raising & Deal Structuring: Help shape investment strategies, including SPVs, real estate funds, and joint ventures. 

• Divestitures & Asset Management: Decide which properties to hold, sell, or reposition for maximum value. 

• Market Expansion Strategy: Plan how to acquire key real estate, roll out our brands to new states/markets, and secure long-term advantages. 

 

This role requires an entrepreneurial mindset, a deep understanding of real estate investment and development, and the ability to scale a fast-moving portfolio. 

 

What We’re Looking For

• 7+ years in real estate development, acquisitions, asset management, or franchise expansion. 

• Experience in retail, QSR, hospitality, or mixed-use real estate. 

• Strong deal negotiation and capital raising experience. 

• Ability to underwrite and prioritize acquisitions based on strategic business goals. 

• A visionary mindset—we’re thinking big, and you should be too. 

  

This is an executive-level position with the opportunity to lead a major real estate operation from the ground up. 

 

Why Join Us?

• Direct access to the CEO and a leadership role in shaping our real estate empire. 

• The opportunity to work on game-changing real estate projects—from QSR chains to luxury resorts. 

• A high-growth, entrepreneurial environment where you make the deals happen. 

 

Compensation 

Competitive salary + performance-based incentives (equity potential for the right candidate).

 

We Run on EOS

At Lucky Lincoln Gaming, we run on EOS (Entrepreneurial Operating System). EOS is a set of concepts and tools designed to prioritize our vision, align our teams, and streamline processes, ultimately driving growth and accountability throughout the organization. 

 

Our Core Values

• Get it done attitude! We take ownership of our tasks and challenges, actively seeking solutions and utilizing available resources. While we strive to resolve issues independently, we are also open to seeking guidance when necessary, bringing forward options and ideas to effectively collaborate. 

• 5 Star Hospitality! Our customers are paramount, and we prioritize their needs with a sense of urgency and attentiveness, with the aim of exceeding their expectations. We extend this hospitality mindset to our employees and colleagues, recognizing that their satisfaction contributes to overall success. 

• Positive Culture! We engage our customers and coworkers with respect, positivity, and open communication. We always have each other's backs and foster a culture of collaboration and teamwork. 

• Self-propelled! We have a strong desire to learn and grow both personally and professionally. With a pilot mentality, we are self-motivated and believe we can get anywhere we want to go. 

• Communicate Forward! Effective communication is fundamental to our success. We prioritize keeping everyone informed and aligned, sharing information through appropriate channels to ensure clarity and transparency 

  

Equal Employment Opportunity

Lucky Lincoln Gaming, Cloud9 Cannabis, Take Flight Hospitality, Aviator Coffee and Cocktails, and Pilot Pizza all provide equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. 

This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation, and training. We are committed to an inclusive, equitable and accessible workplace. Accommodations are available upon request for candidates taking part in all aspects of the selection process.