Tailor Joy

tips + tools + training

Certified teacher helping parents and educators be ready for whatever the day may bring through educational resources, online tutoring,
online courses, and joy!

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What kind of educational resources are you looking for?

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Private online tutoring, coaching, educational resources, printables, and curriculum creations. Celebrate the joy of learning!

Let’s spend 2 minutes together! Monthly blog posts, sage advice, and joy in the journey.

Want to spend more than 2 minutes together? Jennifer is available for speaking engagements at book clubs, professional developments, business lunches, podcast interviews, and church events. Contact her at hello@tailorjoy.com

Resources for family, faith, food, and fun. Helping you see the joy in everyday life.

Original frameable digital art and cards. Shop for gifts, printables, or home décor here. Instant downloads to print at home. Little joys!

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Educational courses, workshops, and coaching! Business Basics, Vocabulary, Home Decluttering, Backyard Book Club Kitand even a free Tutor Toolkit! Find joy in starting your own business, tutoring, or organizing your home!

What clients and customers are saying...

Teacher Turned Tutor

“This course was so helpful! So thankful for Jennifer’s willingness to share all she has learned in creating her own business to help others! I highly recommend Business Basics for anyone wanting to start up their own tutoring business. Jennifer gives very clear steps on how to get started from the forms you need, how to market your business, and what to include in your sessions. It was helpful that the lessons were broken into manageable pieces. She told us if the lesson would take extra time and took the pressure off to finish at a certain pace. Very encouraging videos and I loved how she shared from her own experiences. My favorite action step was the one on marketing myself and putting together an “elevator pitch.” That was super helpful. It also encouraged me to create a logo which I used on my business cards and website!


licensed teacher

Teacher Testimonial

“Without this Business Basics course, it would have taken me many, many hours just to think about all of the components to starting a business, much less to complete them! This course was hands-on, practical, and offers all the tools you need to start your own tutoring or coaching business. All of the material included in the course, from videos to checklists, will aid you in the process of starting your own small business. Jennifer has spent lots of time and energy learning all that goes into starting a tutoring business and has compiled all of that information in an organized, easy-to-follow 12-module course. I would recommend this course to anyone who has thought about the possibility of tutoring or coaching, whether you just want to explore the idea, or you are ready to start your business.


teacher and mom

Business Possibilities

“When my family suggested I open my own business tutoring students I thought they were crazy. I didn’t know the first thing about starting a business let alone marketing it. However, as I completed each of the Business Basics step-by-step modules the process seemed straightforward as each topic built on the previous one. Every question I had was answered before I could even ask it. It was obvious Jennifer brings years of experience to this topic and she opened up an opportunity for me that I thought would never be possible. By the end of the course, I felt I had all the tools I needed to start and run a successful business. If I can do this then anyone can!”


homeschool mom of 8

Confidence Builder

Jennifer’s Business Basics Course was the exact tool I needed to help me finally launch my health coach business. For several years I was in the contemplation stage of wanting to start this coaching business and I was overwhelmed by the myriad of tasks needed to begin. Jennifer met with me regularly to give me the confidence and tools necessary to accomplish one task at a time. This course helped me organize my time and resources. As I accomplished one task at a time I gained the confidence needed to finally open my health coach business! This course is not just for those considering a tutoring business but covers pertinent information and skills needed for launching a business of any type. I highly recommend Business Basics to anyone who wants to start a business and is struggling with where to begin.”


Health Coach

Structure and Feedback

My son is very bright, but struggles with language arts. Reading has never been his favorite thing to do. Tutoring with Jennifer has changed our life. No more tears, fighting over homework, struggling to get good grades. My son has the tools now to work hard, and see results.  I was surprised how much he truly values the structure and feedback tutoring provides. He loves his time with Jennifer.”


Mom of 8th Grade Client

Navigating Remote Learning

“Our daughter has a disability and was struggling with school in general. In the years that we have worked with Jennifer we have seen our daughter grow and develop as a student. She has become much more organized and diligent in her studies. With the change to virtual school, Jennifer was able to help her navigate and adjust to the dramatic change and ensure she was learning the material in a remote environment.”


Mom of 9th Grade Client

Adapts Learning Style

“Jennifer has been tutoring our son over the past few years and she has done an amazing job at guiding him through the challenges of assignments for numerous subjects. Jennifer can very quickly access the learning style of the student and adapt her tutoring to their needs. Jennifer is also a great communicator.”


Mom of College Student Recovering from a Stroke

Individualized Learning

“My son was able to meet the standards, but we knew there would be challenges in the future if we didn’t establish a firm foundation. I was surprised when my son did not fight me with going to tutoring. He actually got help with his homework and learned so much while he was there while being challenged with fun games and incentives. Jennifer individualizes each student’s learning plan while making it fun for the student and very worthwhile for the parent.


Mom of Former Client

Increased Confidence

“My son began tutoring with Mrs. Donaldson for help with the transition into middle school along with organization assistance. After just a few weeks we saw a huge difference in his organizational skills and increased confidence. He VERY MUCH enjoyed and looked forward to tutoring two times per week. There is no doubt my son’s successful middle school years were attributed to this. She very much got to know him as a ‘person’–she played off his strengths and helped him with his weaknesses.”


Mom of Former Client

Educational Navigation

“Life before tutoring was hectic. Getting my son to concentrate and do homework was like pulling teeth. Now my son loves working with Ms. Jen. She has the perfect touch when it comes to getting him to focus on larger projects and she knows when he’s reached his limit and let’s him choose an educational game to play. It’s no surprise that Ms. Jen, outside of tutoring, also helps me navigate the educational world. She is always willing to lend a voice to some of my concerns with school staff.”


Mom of a Middle School Client

About Jennifer

Teacher. Tutor. Traveler. Technique Trainer. Transfuser of Truth. Tailor of Joy.

Jennifer Donaldson often opens her home to friends and strangers for dinner, coffeehouse, hospice, lessons, or lodging. Jennifer hopes her life and blog are a window for seeing the joy that comes from loving God and loving people. Her creative ideas are a little outside the box, but practical and wise. (Did you notice that her logo is also a little outside the box?!) She aspires to be a digital nomad, collecting friends, stories, and sim cards as souvenirs. 

As a certified teacher, Jennifer currently can be found tutoring virtually from her home in Apex, North Carolina and creating new educational tools, organizational systems, and courses while caregiving for her mom who lives with Jennifer and her husband, John. Working online also allows for quick trips to visit her grown-up kids and grandchildren who live out of town. 

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