Lenny Cannova | Modern Woodmen Financial Representative

Lenny Cannova

FIC

Lenny Cannova

FIC

Modern Woodmen membership is about relationships. We take time to get to know you and your needs. Get to know me and how we might connect.

Contact Lenny Cannova
At work

At work

At work

Why I do what I do

Why I do what I do

I fight for my clients because I know firsthand how financially devastating a premature death can be; it happened to my family. When my younger sister passed away, she left behind three young children and no plan in place for them. Our family was blindsided, not only by her death, but by the immediate expenses of the funeral, adoption fees, and getting the children settled in our homes. I work hard every day to make sure my clients never experience what my family did.

I serve members in…

bright and sunny southwest Florida, including Lee, Charlotte, Collier, and Hendry counties.

I can help you plan for life using a variety of tools, including…

life insurance, annuities, mutual funds and variable annuities.

I enjoy working with…

a wide variety of people, including families, the self-employed, retirees, and those who are getting ready to retire -- anyone ready to leave a legacy.

I attended…

and continue to attend to my community by being an active member of the Cape Coral Rotary and the chambers of commerce in Cape Coral and North Fort Myers. I volunteer and give to various local charities, and I share in my faith by attending Abiding Love Lutheran Church.

I am very proud of…

being named Representative of the Year in our area in 2015, 2017 and 2020, and for being one of the top 100 Modern Woodmen representatives nationwide in 2017 and 2020. I've earned trips to Modern Woodmen's sales conference for five years in a row. In my personal life, I couldn't be prouder of my daughters and the outstanding women they have become.

Before Modern Woodmen, I…

owned and operated a couple of Chicago-style pizza restaurants, in Cape Coral and North Fort Myers, for over 22 years. I also served as a Lee County sheriff's deputy for six years

I chose Modern Woodmen because…

they are truly a not-for-profit company working to help families and small-business owners build a strong financial future through financial education and advocacy by empowering me to give back to my community.

The best part of my career is…

getting to truly share my passions in life. Educating someone about the importance of life insurance as the foundation of any financial plan, helping older clients protect the money they have worked so hard to save, honestly caring for business owners by saving them money in taxes, and giving back to my community are what get me excited to start the day.

A favorite moment in my career was when…

my daughter and I volunteered at a Modern Woodmen-sponsored food drive for homeless vets, held at the military museum in Cape Coral. Afterward, as we were getting into the car, my daughter turned to me and expressed her shock about how many people we had served that day and how she truly thought it was not the problem it is. Witnessing her grow and learn from this life-changing fact is a precious moment I will always cherish.

“I fight for my clients because I know firsthand how financially devastating a premature death can be; it happened to my family. When my younger sister passed away, she left behind three young children and no plan in place for them. Our family was blindsided, not only by her death, but by the immediate expenses of the funeral, adoption fees, and getting the children settled in our homes. I work hard every day to make sure my clients never experience what my family did.”
At home

At home

At home

My life outside of work

My family includes…

my wife, Lynn; daughters Cassy and Brittany; grandson, Finny; granddaughter, Kylie; and of course, our dog, Leo, and cow, Moo.

In my free time, you can find me…

golfing, riding ATVs, rebuilding motorcycles, watching a Cubs game, or spending time with my family.

I’m passionate about…

my family, community and educating my clients to make the right decisions for themselves and their families.

My greatest blessing is…

my grandkids, daughters, health, and the Cubs finally winning a World Series.

My personal motto is…

"Treat others as you would like to be treated."

Community impact

In the community

In the community

My local community impact

I have lived in my community…

for almost 40 years. I moved here from the south side of Chicago right after high school.

What I like best about my community is…

not only are we a diverse community with people coming from all over, but we are also a caring community that truly cares for each other and those in need.

I’m a member of…

NAIFA, the Cape Coral Rotary, and the chambers of commerce in both Cape Coral and North Fort Myers.

My favorite volunteer activities are…

any hands-on events: food drives, Christmas for children, planting trees for Habitat for Humanity, etc.

It’s very important to me to support my community. My favorite Modern Woodmen programs are:

Matching Fund projects to raise money for those in need and our involvement in local food drives through Harry Chapin Food Bank and Cape Caring Center.

My favorite memory from a fraternal event is…

having that moment volunteering with my daughter at the Modern Woodmen-sponsored food drive, when she realized the homelessness needs in our area, and in turn, I got the gift of watching her grow and change through the experience.

Current insights

Current insights

Big goals start with simple habits. Setting aside even a small amount each month can lay the foundation for long term financial wellness. I can help you choose savings options that fit your life and your goals. Contact me to learn more.

Birthday Book Club | Modern Woodmen

Looking for a meaningful way to inspire your child in 2026? Encourage a love for books! Reading opens doors to imagination, learning and lifelong success. Our Birthday Book Club for young Modern Woodmen members makes it easy and fun. Kids receive a book and fun activities each year to celebrate their special day! It’s a wonderful way to build excitement around reading and create cherished memories. https://www.modernwoodmen.org/my-membership/member-benefits/birthday-book-club/?utm_source=hearsay_site&utm_medium=227650&utm_campaign=3104623 What’s your child’s favorite book? Share in the comments!

The start of the new year brings renewed motivation to strengthen our finances. But, life has a way of adding unwanted and unexpected expenses. That's why consistent savings strategy matters. Small, steady contributions can help quiet that worry, even when those surprises pop up. While you can't predict everything 2026 will bring, we can prepare for it. Contact me today to explore options designed to support your goals, no matter what the year holds.

Holiday spending got you off track? Let’s help fix that! The holidays are full of joy, but they can also leave your budget feeling stretched. January is the perfect time to reset. · Review your holiday expenses. · Create a realistic monthly budget. · Prioritize paying down any debt. · Set savings goals for the year ahead. A fresh start is just a plan away! Let's meet.

Contact

Contact me

Let’s connect

We can help you review your needs and plan for your financial future throughout life. (Learn more about Modern Woodmen's Planning for Life system and products.) Because Modern Woodmen is a fraternal financial services organization, we can also explore the benefits of being a member.

Your financial goal(s)
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Modern Woodmen is licensed to sell life insurance and annuity products in most states. This information should not be considered a solicitation in those states where Modern Woodmen is not licensed.

Securities and advisory services offered through MWA Financial Services Inc., a Registered Investment Adviser and a wholly owned subsidiary of Modern Woodmen of America, 1701 1st Avenue, Rock Island, IL 61201, 309-558-3100. Member: FINRA, SIPC. Products are available in most states. Individual representatives may not be licensed to sell or offer all products or services. Check the background on either the firm or the representative on FINRA’s BrokerCheck.

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