About Us

Pennywise Learning, Inc. is a Homeschool family owned and operated business committed to providing  the best in Homeschooling at affordable prices. Our website went live in 2001 and since that time we have served over 15,000 families.  We take great pride in our ability to offer exceptional service to each and every customer.

Pennywise Learning is not just about selling books. We view our business as a ministry to encourage, educate, and empower as many families as we can to excellence in Christian Homeschooling. We have worked with the strong willed student, the special needs student, and the ideal student.  Our staff has over 30 years of combined Homeschooling experience.

We know the challenges but we also know how awesome it is to hand our child their High School Diploma, an achievement for both parent and student.

We have purposely chosen to offer materials with a Christian foundation.  We believe all education should lead children to Christ. We believe God belongs in every subject. All knowledge begins with Him.  After all, He created the world in which we live. He laid down the very foundations and all of the spiritual and physical laws that govern our existence. Christian curriculum helps our students better understand our Creator and His creation.

We are privileged to serve such an awesome group of people committed to such a noble task.  We hope to serve you soon!

Learn more about why we care about homeschooling and special needs by clicking below.

Why We Care About HomeschoolingWhy We Care About Special Needs


God Bless Your Homeschool,

Randy & Kristen Pratt and the PennywiseLearning.com Family.

 Our Location

We are located at 2311 Main Street in Collins, New York 14034.

In 2008, the Lord miraculously provided for us once again and we moved into the new PennywiseLearning.com headquarters.

Looking like an old fashion store found in a Laura Ingalls Wilder novel, this historical 7,000 square foot building is loaded with a ton of charm. Built in 1876, it was a dry goods store and the first Post Office in Collins. Among other treasures, is a huge working safe along with all of the store records from the 1880’s through the 1950’s. Today as in the past, the massive (42’ wide) front porch welcomes visitors and provides a great place to start a chat.  There's even a hitching post out in front to tie up the horses. 

If you’re ever in town, feel free to stop in for a visit. (Map)

Kristen Pratt              President & Co-Founder

Homeschooling Mother of eight awesome children.  With a background in accounting and a passion for helping Homeschoolers, Kristen built PennywiseLearning.com from a small part time business to a full time business with seven employees.  She has worked the website, filled orders, answered phones, and paid the bills while nursing babies, Homeschooling the kids, and managing the house.  She is the ultimate multi-tasker.

Randy Pratt                CEO & Co-Founder

Homeschooling Father of eight awesome children.  With a background in marketing, project management, and web development, Randy oversees the day-to-day operations of Pennywise Learning, Inc.

Check out Randy's Blog TheHomeschoolPrincipal.com

Barb Wilkins               Chief Operating Officer

Homeschooling Veteran.  Mother of three.  Barb has worked with Pennywise Learning since 2003.  She finished Homeschooling her youngest son while on the job.  Jake did his schoolwork alongside the Pratt kids while mom answered the phones and processed orders.  Jake finished his school day in the warehouse packing customer orders.  Barb oversees purchasing, order processing, customer service, and diaper changing.

Tom Foy                      Chief E-Commerce Officer

With a background in programming, graphic design and web development, Tom has worked with PennywiseLearning.com to develop an exceptional website.  Tom oversees everything Internet.

In 1987, the graduating class of the Gowanda Christian Academy (an ACE/School of Tomorrow school) was Kristen, Randy, and Tom.  Over 20 years later, we’re still working with PACES.  Talk about “Glory Days”

Dawn                          Customer Service Representative

Homeschooling Veteran.  Mother of One.  Dawn Homeschooled her physically disabled daughter from Preschool through 12th grade.  Her daughter has graduated college and is now in graduate school.  Dawn is one of our Special Needs Experts.  Dawn works primarily to answer some of the many Homeschooling related questions we receive every day.

Carrie Pratt                Customer Service Representative

Carrie grew up in the midst of racks of curriculum, UPS trucks, ringing phones and fax machines, stressed parents, and awesome employees.  Along with many other responsibilities, Carrie works with customers to ensure proper order delivery.

Carrie is our most recent success story.  Carrie (pictured) received her Homeschool High School Diploma at the 2008 NYS LEAH Convention.  She is continuing to intern for Pennywise Learning while attending Liberty University through distance learning.

Our Warehouse

We work to get your orders shipped as quickly and correctly as possible.  Because of the number of items we offer and to keep our prices low, we do not stock every item but we do try to stock our fastest movers in order to turn them around as quickly as possible.

Also, when possible, we do recycle and re-use boxes and packaging materials.  This allows us to take our part in being earth friendly, as well as saving our customers money.

Your items are always packaged with great care.  If you have any problems with an order please contact us via our Help Desk and we will get it taken care of ASAP.