Star Fish Story

Welcome to DonateSmarter

We started a few years back as “It Matters to This One”, to learn more about the challenges non-profits face, fundraising regulation and what donors really want. You know what we found? Most charities are a few highly motivated people who share a passion and want to make a difference, and most donors are people who may not have a lot to give, but are happy to help and motivated to make a difference...


Altruism: “behavior that benefits others at one’s own expense”.

Sounds simple enough: Do a good deed. Tell your story. Let others help. Repeat. Of the 385 Billion dollars donated to US nonprofits in 2014, 75-90% of it the came from individual donors. But try to increase the scope of your charity to help more people and it gets complicated... Very complicated. And we kept hearing the same questions: Why does doing good have to be so difficult? Why can’t donors see exactly where their donation goes? How can people see their real impact on the causes they support?

That got us thinking…

Make fundraising easier, less expensive and more transparent for charities and accessible and more fun for their donors and corporate sponsors. Most important, give charities an easy way to show donors their impact and help people who want to donate, donate smarter. (See what we did there?)

Donate Smarter...

Eliminates the high cost of donor acquisition, engagement, and retention allowing charities to handle unlimited donors professionally and cost-effectively. We help charities nurture each donor's relationship with a project so the charity can treat all donations, small or large, with equal importance and therefore all donors, with equal respect.

More about your "Wow" experience and less about your wallet

By focusing on the personal impact donors have on a project, we make it more about their "Wow" experience and less about their wallet. Fun tools like Donor Impact Tracking, automatic updates, electronic receipts, P2P pages, Pledge of Support systems allow donors to collaborate with charities and build their relationship over time. As the donor-charity relationship grows the potential for positive impact grows. We are building a community based on individuals making a continuous meaningful positive impact locally, nationally and around the world. Join us!

“The change in your pocket can change a life.”


David G. Drake

David G. Drake -


David lives and works in a small beach town with his lovely wife and three beautiful children. Before starting DonateSmarter, he worked in residential permitting, construction and finance, and coached youth football, soccer and rowing at the high school and college levels.  David earned his BA from Boston College in '86 and a Masters from the University of Florida '09. Before parenthood, he enjoyed endurance runs and swims including the Cape Cod Ironman and the Boston Marathon.  Since becoming a dad he finds raising three children under ten to be enough of a challenge. If he's not working with charities you'll usually find him playing with his kids, most likely in or near the ocean.

The balance of the team is listed below. They are all accomplished individuals, talented entrepreneurs and I consider them good friends. Contact us directly. We'd love to help you with your charity or help you find a great charity to support. - David G. Drake
Jon Winter

Jon Winter -

Legal - IP, Patent & Trademark Law

Mr. Winter represents clients in a wide range of Patent, Trademark and Copyright matters from prosecution of Patents and Trademarks to litigation, licensing, opinion work, inter-partes proceedings, and Trademark oppositions and cancellations.

Mr. Winter was a multiple time United States National Rowing Team member, competing at a number of World Cup and World Championship events and he also won the 2011 H.O.C.R and Lake Placid Ironman in 2012. These days his free time is spent with his lovely wife Becca and their new baby boy!

Charles M.

Charles M. "Chip" Watkins -

Legal - Non Profit Law

Charles Watkins counsels and represents national and regional trade and professional associations, charities on income and employment tax, employee benefits, qualified and section 403(b) retirement plans, nonqualified deferred compensation, corporate governance, fundraising and charitable solicitation registration, contracts, and other legal and regulatory matters.

Mr. Watkins frequently speaks, writes, and teaches seminars on these and other issues of interest to tax-exempt organizations. Before joining Webster, Chamberlain & Bean in 1986, Mr. Watkins served as an attorney in the Office of the Chief Counsel for the Internal Revenue Service.

As I recall, Chip found us in our early stages and has been a supportive advisor since the beginning days of It Matters To This One right through to DonateSmarter.

Vasile Diaconu

Vasile Diaconu -

CTO & Project Manager at EBS Integrator

"V" makes EBS work for his clients. EBS Integrator designs unique solutions for internet based business. They offer end-to-end custom software development services, bringing business concepts to life with outstanding digital tools. Their Apps will make you work faster, easier and smarter: any time – anywhere. V will help you make it happen.

EBS Brochure       EBS- Integrator      Email V directly