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Meet the Advisor

Jay R. Cutrera

Personal Financial Advisor

Jay Cutrera began his career in financial services at TCF Bank in 2002, where his personable style, commitment to follow-through, and ability to connect with clients led him into work as a registered representative helping bank customers with their investments.

After several years, Jay recognized that his clients’ needs were becoming more sophisticated than what a bank-based platform could fully support. He moved to Charter One Bank as an Investment Advisor Representative, where he continued expanding his experience with clients while developing a clearer vision for the kind of client-focused practice he wanted to build.

In 2010, Jay established Cutrera Financial so he could build a private practice centered around client relationships, practical guidance, and long-term financial decision-making. Since then, he has worked with individuals, families, and business owners throughout Chicago and the surrounding suburbs, helping them organize their financial picture, prepare for retirement, review investment strategies, and navigate the changes that life and markets inevitably bring.

Outside the office, Jay enjoys playing and watching sports, and he has coached his young nephew’s football team. He and his wife, Kasia, live in the northern Chicago suburbs.

Jay R. Cutrera

Jay R. Cutrera

Personal Financial Advisor

Contact

Phone 1.800.533.6750

Fax 800.533.6750

6836 West North Ave
Chicago, IL 60707

Planning Conversations

Start with the question in
front of you.

Whether you are preparing for retirement, reviewing investments, or trying to organize the moving parts of your financial life, the first conversation is meant to bring clarity.

Retirement Planning

Talk through income, timing, account structure, and the decisions that come with moving into the next stage.

Investment Review

Review whether your current investment approach still fits your goals, time horizon, and comfort with risk.

Financial Organization

Bring accounts, policies, statements, and questions into one more organized conversation.

  

Serving Clients in Chicago
and the Suburbs Since 2002!

Financial guidance for individuals, families, and business owners throughout Chicago and the surrounding suburbs.

Main Branch Information

Phone: 1.800.533.6750

Fax: 800.533.6750

6836 West North Ave
Chicago, IL 60707

Check the background of your financial professional on FINRA's BrokerCheck.     |     © 2026 Cutrera Financial

Securities and Advisory Services are offered through United Planners Financial Services of America, a Limited Partnership, member FINRA/ SIPC.
Cutrera Financial and United Planners are independent companies, and do not offer legal or tax advice.

Information presented on this site is developed from sources believed to be providing accurate information and is intended for informational purposes only. The content presented does not intend to make an offer or solicitation for the sale or purchase of any product or security, nor should it be construed as investment, legal, or tax advice. Investments involve risk and unless otherwise stated, are not guaranteed. Be sure to first consult with a qualified financial adviser and/or tax professional before implementing any strategy discussed here. The information being provided is strictly as a courtesy.


This site is designed to provide general educational information only and nothing herein should be construed as investment, legal, or tax advice or an offer to sell any product. Please be advised that presently Jay Cutrera holds series 6, series 63, series 7, and series 65 licenses in CA, FL, IL, IN, MI, MN, NY, TX, and WI. For residents of other states in which registration is not held, proper licenses and registrations must be obtained by representatives before proceeding further. No part of this communication should be construed as an offer to sell any security or provide investment advice or recommendation.


Check the background of this advisor on FINRA’s BrokerCheck.