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Sunset Romance

ABOUT
NORTH SQUARE CAPITAL

Delivering results to our investors is at the core of every decision we make.

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A MESSAGE FROM THE FOUNDER

You've spent years in training, taken on massive student debt, and built a career saving lives. Now you're earning well, but between 60+ hour weeks, a 35-37% tax burden, and the constant demands of medicine, it doesn't always feel like you're getting ahead.

 

You're not alone. Most medical professionals face the same reality: high income, limited time, and no clear strategy to turn earnings into lasting wealth.

 

That's exactly why I built North Square Capital.

 

I spent over a decade in financial services, including five years at Columbia Threadneedle Investments, where I partnered with advisory teams at Morgan Stanley, UBS, Merrill Lynch, and Wells Fargo. I noticed that the teams managing the wealthiest clients were using siloed, inaccessible strategies. It didn't sit right with me.

 

When I looked at my own family, many of whom work in medicine, it clicked. Medical professionals were being underserved by traditional finance. They needed investment guidance, including real estate, built around the reality of their careers, not another generic financial plan.

 

Real estate can generate passive income, reduce taxes, and shorten the timeline to financial independence.

 

Whether through direct ownership, syndications, debt funds, or a combination of these, the right strategy depends on your life, goals, and risk tolerance.

 

Below you'll find an ebook: 𝘙𝘦𝘢𝘭 𝘌𝘴𝘵𝘢𝘵𝘦 𝘚𝘵𝘳𝘢𝘵𝘦𝘨𝘪𝘦𝘴 𝘌𝘷𝘦𝘳𝘺 𝘔𝘦𝘥𝘪𝘤𝘢𝘭 𝘗𝘳𝘰𝘧𝘦𝘴𝘴𝘪𝘰𝘯𝘢𝘭 𝘚𝘩𝘰𝘶𝘭𝘥 𝘒𝘯𝘰𝘸. It's a good starting point.

 

 

If you'd like to go further, book a complimentary Financial Health Assessment. No investment opportunities discussed. Just strategies, education, and clarity on what fits your situation.

 

𝗬𝗼𝘂 𝗵𝗲𝗮𝗹 𝗽𝗮𝘁𝗶𝗲𝗻𝘁𝘀. 𝗪𝗲 𝗯𝘂𝗶𝗹𝗱 𝘆𝗼𝘂𝗿 𝗳𝗶𝗻𝗮𝗻𝗰𝗶𝗮𝗹 𝗵𝗲𝗮𝗹𝘁𝗵.  

 

Rob Natale, AIFA®
Founder, North Square Capital

Licenses and Designations

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Accredited Investment
Fiduciary Analyst
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Uniform Investment Adviser
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Life and Health Insurance

WHAT OUR CLIENTS SAY

LISTEN TO OUR MOST RECENT PODCAST INTERVIEWS

Financial Freedom For Physicians With Dr. Christopher H. Loo, MD-PhD - Rob Natale on Wealth Building for Doctors

PaperBack Expert with Michael Delon - Multiplying Your Wealth With No Time Commitment

Another Money Episode with Jack Allwei - Helping Medical Professionals Buy Back Their Time and Expand Their Wealth With Rob Natale

REL Freedom with Mike Swenson -

Rob Natale Helping Medical Professionals Passively Invest

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FROM NORTH SQUARE TO NORTH SQUARE CAPITAL: THE INSPIRATION BEHIND OUR NAME

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For 15+ years, I've been fortunate to call Boston, MA, my home. Specifically, the North End, known as the "Little Italy" of Boston, is considered the best Little Italy in the country.

Within the North End lies North Square, one of the oldest public squares in the United States, and has been continuously occupied since at least the 1630s. 

This enduring presence and historical significance symbolize the timeless value of the real estate—an asset that never goes away, providing a secure and stable investment opportunity.

Real estate has been a cornerstone of wealth building for centuries. It's how 90% of millionaires have built their wealth. 
 
Inspired by this history and tradition, North Square Capital is committed to helping you build enduring wealth and create a legacy through carefully selected real estate investments.
 
Just as North Square has stood the test of time, so too can the investments we make together, ensuring our clients benefit from this ever-enduring asset class.

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© 2026 - www.northsquarecapital.com - All Rights Reserved

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NO OFFER OF SECURITIES—DISCLOSURE OF INTERESTS

Under no circumstances should any material at this site be used or considered as an offer to sell or a solicitation of any offer to buy an interest in any investment. Any such offer or solicitation will be made only by means of the Confidential Private Offering Memorandum relating to the particular investment. Access to information about the investments are limited to investors who either qualify as accredited investors within the meaning of the Securities Act of 1933, as amended, or those investors who generally are sophisticated in financial matters, such that they are capable of evaluating the merits and risks of prospective investments. You should always consult certified professionals before making decisions regarding your individual financial situation. Rob Natale is not a financial professional, and North Square Capital, LLC is not a brokerage, dealer, or SEC-registered investment advisory firm.

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