Positive Outlook Foundation & CharIties
ABOUT US
We are a Naples-based, community-focused nonprofit creating positive, inclusive experiences for children and families throughout Southwest Florida.
OUR MISSION:
Give kids something positive to look forward to and strengthen connection and community.
WHAT WE DO:
We host free community events throughout the year across Naples and the surrounding area. These events bring families together, remove barriers to participation, and create meaningful moments.
Past events have included Easter celebrations in local parks, back-to-school backpack giveaways, Thanksgiving turkey drives and community dinners, Christmas toy drives, and Fourth of July fireworks events.
WHAT TO EXPECT:
Our events often include food and refreshments, activities and entertainment for kids of all ages, and experiences that welcome parents and caregivers. All children and families are welcome. No one is turned away.
THANK YOU:
We are grateful to partner with local churches, vendors, small businesses and families to make these events possible.
THANK YOU TO OUR PAST SPONSORS!




UPCOMING EVENTS
Easter 2026: Details Coming Soon. Join our community for updates.
As we continue to grow, our focus remains on serving the Naples community while expanding opportunities for children and families throughout Southwest Florida.
Future initiatives may include:
• Community support pre/post hurricanes, especially during power outages
• Educational and financial literacy programs for local youth
• Academic based incentive experiences
• Expanded local partnerships and events
The long term goal is simple: to create positive memories for Naples families that last a lifetime.

ABOUT OUR FOUNDER
Our foundation was founded by lifelong Naples resident Todd Small, who grew up in the local community attending local schools, playing sports, and building strong ties throughout the area.
Like many families, there were limits to what was accessible growing up. Certain experiences such as camps, programs, and enrichment opportunities were not always within reach at the time.
The organization was created from a simple idea:
• Give kids in the Naples community access to experiences he did not always have growing up
• Make sure those experiences are open to everyone
GET INVOLVED & CONTACT US
Our foundation is a registered 501(c)(3) nonprofit organization serving the Naples community.
At this time, donations are only accepted by check, made payable to:
Positive Outlook Foundation & Charities Inc.
Checks may be mailed or delivered directly to the organization.
For questions about donating or supporting an upcoming Naples-based event, please contact Todd Small directly at 1-239-784-8383 or fill out the form below:
Stay Updated with Our Latest EVENTS
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