Paul Chaffee

CEO/CFO

Paul Chaffee

CEO/CFO

Paul co-founded Software Answers to help districts improve administrative efficiencies and education quality. As CEO and CFO, he's a hand-on leader and man of many talents. On a typical day, you'll find him guiding company strategy, leading product development teams or mentoring new hires. Paul is also a leading light in Northeast Ohio's tech community, serving on the advisory board for OHTec (formerly NEOSA) and the Council of Smaller Enterprises (COSE) since 1998.

Scott Miller

COO

A co-founder of Software Answers, Scott earned his stripes working as a technology consultant to schools and businesses. His skill set blends industry knowledge with technical expertise, making him a key force behind ProgressBook’s growth. When he’s not exploring new business opportunities, Scott focuses on professional development as a member of the Cleveland Entrepreneur Organization (EO).

Christopher Aiello

Director of IT and Quality

Christopher Aiello

Director of IT and Quality

Christopher has been the top tech guru at ProgressBook since day one. He oversees the teams responsible for providing stable systems for staff and customers, ensuring product quality, and delivering service and support to customers. Yes, it's a lot of responsibility, but he takes it in stride. Christopher's got the technical talents and people skills to bring large ideas to fruition. 

Steve Reeling

VP of Product, Sales and Marketing

Steve Reeling

VP of Product, Sales and Marketing

Steve joined ProgressBook as a Product Manager and quickly rose up to the ranks thanks to his ability to handle tough business challenges. With responsibilities that include providing product management leadership and overseeing sales and marketing functions, his chief focus is to maximize business opportunities and revenue. When he's not working, Steve likes to tinker with his Jeep and dream about off roading. 

Rob Sweeney

Customer Support Manager

Rob Sweeney

Customer Support Manager

Rob leads the team that fulfills and exceeds customer support expectations on a daily basis. Whether it's training, support, product implementation, upgrades or documentation, Rob promotes a proactive approach among staffers to keep customers happy and loyal. Hailing from Minnesota, he's a devoted husband, dad, grandfather and handyman - specializing in home improvement and car repair.

Craig Munyon

Product Manager

Craig Munyon

Product Manager

Craig has spent his entire post-college career at ProgressBook - supporting, testing or leading the development of nearly every application in our suite. It's hard work and love of the product that define his success. If you're looking for someone to explain the 750+ pages that make up our StudentInformation system, or how to navigate life with two kids under two, Craig's your man. 

Cindy Chaffee

Human Resources and Finance Manager

Cindy Chaffee

Human Resources and Finance Manager

A former nurse, Cindy takes care of the entire staff, making sure everyone gets paid, keeps learning on the job, and never goes hungry.  When she’s not organizing lunch-n-learns or employee appreciation events, Cindy puts her multifaceted skills to work handling the company’s books. Outside ProgressBook, she enjoys volunteering at school and church, and spending quality time with family.