About Us

Invest in the Real Economy

Circle Squared Alternative Investments was founded in 2014 by Jeff Sica to work with a finite group of high net worth investors to help them find alternative market investments, primarily in private equity real estate deals.

At Circle Squared, we take a community approach to investing. Joining our community can give you access to who we believe to be our highly-credentialed group of investment consultants and managers whose insights and ideas inform each and every investment that we recommend.

We believe in a consultative approach to investing. We will present you with what we believe are the best deals available that fit into your individual investor profile, and then guide you through the entire process, from investing in the deal to reporting. Our team has decades of real estate experience, and has analyzed several billion in deals.

Our community is not for everyone. We work best with qualified investors seeking long-term wealth that comes from investments that are outside the norm. We are for the curious, the envelope-pushers, those who are not satisfied with the status quo.

Want to be a part of our community? Contact us today.

Why Circle Squared?

Since ancient times, mathematicians have struggled to draw a circle and a square of exactly the same area using only a straightedge and a compass. “Squaring the circle,” has come to mean “attempting the impossible,” which is exactly what we do every day for everyone in our investor family. In fact, we don’t just attempt it—we bring you deals that you may not find anywhere else. Our goal is to help you to achieve above-market returns, working toward bridging the gap between your investment desires and your ability to achieve them.


Jeffrey Sica

Jeffrey Sica

President, CEO, Chief Investment Officer

Jeff Sica started Circle Squared Alternative Investments in 2014, where he helps oversee several billion dollars in real estate and other alternative transactions, including over 300 million in real estate investment ties.

Jeff began his career more than twenty years ago, and served as a managing director for Wells Fargo, where he eventually grew his wealth management practice to one of the most successful in the country. In 2010 he started Sica Wealth Management.

He is a regular on the top-rated Fox Business Network show Varney & Co., and has been quoted several hundred times by various publications including The Wall Street Journal, Bloomberg, Forbes, and Reuters. Sica is on the Advisor Board of the Rutgers Business School Center for Real Estate. He resides in Mendham with his wife Lori and three children.


Our Team

Cheryl Costa

Cheryl Costa

Senior VP/Director of Operations/COO/CCO

Cheryl oversees all daily operations and administration, as well as the compliance and regulatory functions of Circle Squared Alternative Investments, LLC. With more than 20 years of experience in the investment industry, Cheryl previously held a position as Assistant Branch Manager for a leading financial services firm.


Adam Triglia

Adam Triglia

Managing Director

Adam has been a member of the Circle Squared team since its inception. His focus is two-fold: business development and analyzing new opportunities in real estate and other areas. Adam is a member of the Circle Squared Investment Committee. Adam holds a bachelor of science in Economics from the Wharton School at the University of Pennsylvania, where he was a four-year member of the varsity football team.


Theresa Leno Boetger

Theresa Leno Boetger

Senior Client Relations Coordinator / Executive Assistant

Theresa functions in a client liaison role for Circle Squared. She works to maintain healthy client/advisor relationships, along with scheduling portfolio reviews and keeping the lines of communication open between clients and president and CEO Jeff Sica. Theresa manages the day-to-day calendar for Jeff Sica, while managing meetings, sales strategy reviews, and appointments for Jeff and the advisors in the office. She enhances business sales and productivity by directly improving client service and bringing on new clients.


Paul Casey

Paul Casey

Managing Director / Senior Advisor

Paul is a senior advisor with more than 23 years of experience providing financial advice to substantial individual and institutional clients. Paul has served as a Managing Director and Head of Global Sales for BNY Mellon Capital Markets (BNYMCM). He was responsible for developing BNYMCM’s Institutional Taxable trading capabilities. Paul was selected as a Chairman Circle Award recipient in 2007. Prior to joining BNYMCM in 1998, he completed an intensive Fixed Income training program at Lehman Brothers, where he held various positions in Fixed Income trading and sales.

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c. 551-579-2607

Josh Chambers

Josh Chambers

Senior Advisor

Josh helps grow the business through new partnerships while advising family offices and RIA’s on alternative investments. He has experience in investment banking and working with single-family offices. He is an active member of the NJ community through service on several nonprofit boards.
Josh holds a bachelor of science in Economics and Business Administration from Rider University.

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c. 908-656-4242