Natick Little League (NLL) is in for another fantastic season thanks to Little League Coach and Sincere Co. CEO Matt Douglas. 

Douglas has created an innovative method of funding NLL, which he calls Rally for Natick.

Rally for Natick is a donation website that Douglas created himself in 2025. The platform was created by Douglas using the help of AI and his own personal experience as a CEO.

Before the idea of the website came to life, Douglas first was able to sit in on a meeting with the Natick Board of Directors. “I believe that when you join a new organization, whether that’s a job or a community organization, that your first role is to listen,” Douglas explained. “So I spent the first few monthly meetings really trying to listen.”

This is when the issue regarding funding came into play for Douglas. 

“One of the things I heard over and over again was, which is typical I feel in any organization, was money,” Douglas said. “There were discussions about big projects, small projects, insignificant spending… but the common thread was about money.”

Douglas then quickly got to work, trying to think of ways in which he could contribute to NLL’s fundraising efforts. “I worked with the folks at Natick Little League and asked for all different kinds of data on who has given money in the past and I put together a master spreadsheet,” Douglass detailed. “I was surprised when I saw that in the last seven years, there were only six different businesses that had given more than three years of those seven, with three of them giving consistently over the last 5 years.”

Though those donations were greatly appreciated, Douglas felt that something needed to be put into place in order to gain more donors. With Douglas having more than 20 years of experience in subscription-based businesses, he felt he could transform this knowledge into a potential solution for NLL fundraising.

“How could I build something for Natick Little League that would be sustainable and have a long-term legacy?” Douglas asked himself when he considered his expertise and the issue at hand. “So I started thinking about how I could build a recurring donation site that would enable us to go out to our supporters of the past and potential future supporters and have a way for them to simply and easily donate money to Natick Little League.”

After hours of research and building using the help of an AI site called Lovable, Rally for Natick was born and unanimously approved by the Natick Board. 

Douglas’ creation of Rally for Natick is a fully subscription-based donation website where businesses can purchase recurring plans that will go directly to Natick Little League.

“I think one of the things that’s really interesting is that the donors we’ve already gotten onto the platform are going to recur,” Douglas said. “So rather than having to chase them every year…they can sign up in less than 60 seconds.”

Douglas created three different 100% tax-deductible subscription plans that local businesses and companies can choose from: Gold Supporter ($199/year), Platinum Supporter ($799/year), and Diamond Supporter ($1,499/year). Each plan has its specific benefits, based on the amount of support pledged.

Not only has the website seen immediate success, but businesses are even figuring the amount they are donating into their budget. “There’s no reason to believe that donors won’t donate every year,” Douglas said. “That’s our goal. Our goal is to continue to get every business in the Natick and Framingham area to become a recurring donor for Natick Little League.”

With the early success, Douglas has set out a plan for when Natick Little League should really start reaping the rewards of the generous donors. “I am really focused on 2030,” he stated. “There are some big initiatives we want to get done, such as new dugouts, new scoreboards, lights on Honeywell Field.”

“What’s a better place to donate than kids who are playing softball and baseball, right?” Douglas said.

Natick Little League will open its season with its annual Opening Day Parade at 3 p.m. May 3. Diamond supporters will be recognized at that traditional kickoff.