Benefits:

Retirement
Dental insurance
Flexible schedule
Health insurance
Opportunity for advancement
Training & development
Vision insurance

Turning Your Experience into a Meaningful Career

For professionals who have built successful careers but feel their earning potential is limited by their current role, financial services can offer an opportunity to explore something different. We're looking for motivated, accomplished individuals who are interested in an entrepreneurial path and open to learning a new skill set. Prior industry experience isn't necessary — we provide training, guidance, and ongoing support to help you succeed. If you're curious what it would look like to build something of your own, using the experience and success you already have, we'd welcome a conversation.

At Northwestern Mutual – Poughkeepsie, NY, our mission is to build enduring relationships that inspire financial security. We take a holistic approach to insurance and investments to provide comprehensive financial planning, backed by a best-in-class advisor support platform and an experienced advisor mentorship program.

We're proud to support local organizations including Alex's Lemonade Stand Foundation, The Children's Home of Poughkeepsie, and the Poughkeepsie Foodbank.

Want a look at our culture? Watch this video or this one.

Our Thriving Office: 2515 South Road, 2nd Floor, Poughkeepsie, NY 12601

About Northwestern Mutual

Northwestern Mutual is a FORTUNE 500® company providing financial services to more than 5 million people. Founded in Wisconsin in 1857, it operates as a mutual company — accountable to policy owners, not Wall Street shareholders. The company provides insurance, investment, and financial planning solutions built around one goal: helping clients achieve real financial security. In 2024, FORTUNE® named Northwestern Mutual one of the "World's Most Admired Companies."

Why Career Changers Can Thrive Here

Many of our own advisors didn't start out in finance. James Wong played professional baseball and coached youth sports before joining the firm. William Brammer led as a team captain and coach before ever sitting across from a client. What matters most isn't your resume — it's your ability to build relationships, communicate well, push through challenges, and genuinely want to help people.

Our team provides:

Training and mentorship to help you learn the business
Support while working toward your required professional licenses
A collaborative team of professionals, many of whom transitioned from other careers themselves
Resources and guidance to help you build your own client relationships and practice
Entrepreneurial flexibility to build a business around your goals, strengths, and network
Performance-based compensation with uncapped earning potential

Meet the Team:

Kevin Caccomo — Managing Director & Wealth Management Advisor, CFP®, ChFC®, CLU®, RICP®
With Northwestern Mutual since 2012, Kevin has built his career helping clients achieve financial security through personalized planning. He’s passionate about creating memories with his family, especially outdoor adventures and trips to Disney, and has a deep appreciation for travel.

James Wong — Financial Advisor & Growth & Development Director
James joined Northwestern Mutual in 2020. Before that, baseball shaped his life — from Little League through college ball at Post University and into professional baseball, followed by a role as Director of Baseball Operations and Head Coach for a youth sports organization in New York City. A husband and father, he's passionate about mentorship and leading by example, both on the field and off.

William Brammer — Financial Advisor & Growth & Development Director
Raised in the Hudson Valley, William discovered his path to financial planning during a senior seminar at SUNY New Paltz. He joined Northwestern Mutual's internship program in 2016 and became a full-time advisor in 2017. A former football team captain and coach, he later led the office's internship program and now serves as a Growth & Development Director for new advisors. Outside the office, he enjoys time with his wife, baby, and two dogs around Wappingers Falls.

Alyssa Marchinek — Director of Selection
Alyssa recently joined the team as Director of Selection, where she connects driven, relationship-focused people with meaningful career opportunities. Outside of work, she loves spending time with family and friends, cooking, planning game nights and dinner parties, and creating photo and video projects.

Johnny Crawford — Director of Selection

Johnny has served as Director of Selection at Northwestern Mutual for the past nine months, connecting talented individuals with rewarding career opportunities. He's licensed in Life, Accident, & Health Insurance with over three years of client service experience.

This Opportunity May Be a Strong Fit If You:

Value mentorship, community involvement, and meaningful client relationships
Are motivated by performance and personal growth
Wanting greater ownership over your career
Desire to build a long-term professional practice rather than simply fill a job

What You'll Need

A 4-year college degree (required)
Strong interpersonal and communication skills
Willingness to complete our Culture Index assessment as part of the interview process

If you're ready to explore whether financial services could be your next career move, we'd love to start a conversation.

Northwestern Mutual is the marketing name for The Northwestern Mutual Life Insurance Company (NM) and its subsidiaries in Milwaukee, WI. Kevin Caccomo is a General Agent of NM and is not in legal partnership with NM, or its subsidiaries.

Compensation: $98,000.00 - $150,000.00 per year

(if you already have a resume on Indeed)

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