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...


Star Fish Story


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 the 2104, 75-90% of it the came from individual donors.  But try to increase the scope to help more people and it gets complicated... Very complicated. And we kept hearing the same questions: Why does doing good have to be such hard work? 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. Most important, show donors their impact and help people who want to donate, donate smarter. See what we did there?

Donate Smarter...  was born to eliminate the high cost of donor acquisition, engagement and retention allowing charities to handle unlimited donors professionally and cost effectively. We encourage the continuity of each donor /project relationship by providing systems which allow the charity to treat all donations, small or large, with the same importance and therefore all donors, with the same respect.

More about your "Wow" and less about your wallet. By focusing on the personal impact you have on a project, we can make it more about your "Wow" experience and less about your money. Free tools like Donor Impact Tracking, automatic updates, electronic receipts, P2P pages, Pledge of Support systems allow donors and charities to collaborate 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.”

IM2TO Team

David G. Drake

David G. Drake - david@DonateSmarter.com


David started DonateSmarter®. He lives with his wife and their three beautiful children. Before launching DonateSmarter, he worked in residential permitting, construction and finance. A hands on volunteer by nature, David says "I'd rather swing a hammer than write a check until I know where the money goes". He has coached youth football and rowing at the high school and college levels. David has a BA from Boston College and his Masters from the University of Florida. When he’s not helping charities, you’ll find him playing with his family.

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
Christopher D. Houghton

Christopher D. Houghton - consulting@cdhoughton.com

Social Media

Chris joined Donate Smarter as a consultant in July 2012, when it was IM2TO. Chris' strengths are in online marketing and social media optimization, with other experiences in public relations, Web design, graphic design, photography, filming/editing, writing, and public speaking. He is the Founder/Lead Consultant for CDH Consulting, and is the Director of Internet Marketing at Pastiche of Cape Cod.

Jon Winter

Jon Winter - jwinter@ssjr.com

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 - cwatkins@wc-b.com

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  a.k.a

Vasile Diaconu a.k.a - office@ebs-integrator.com

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

Cillea Houghton

Cillea Houghton - cilleahoughton@yahoo.com

Social Media

Cillea Houghton is based in Nashville, TN. Like her brother, she is a native of Cape Cod Massachusetts. She coordinates social media for DonateSmarter with her main focus on writing and promotion of projects that we want the world to know about! She has contributed to numerous publications from Variety magazine to Taste of Country.