
Coaching Services and Courses
Coaching Sessions
Private one-on-one online coaching sessions for adults – specializing in Business Basics, Business Basics PLUS, Tutor Toolkits, Parenting Goals, Business Coaching, Business Startups, Project Task Systems, Educational Goals, and more. (If you need a coach to accomplish a goal, I’ll tailor a project management system just for you.)
55 minute sessions/$100 session
Spaces are limited! Email me schedule a call.
Private online coaching with Jennifer Donaldson, founder and educator at Tailor Joy LLC.


I am Jennifer Donaldson, founder and educator at Tailor Joy LLC
With over 30 years of teaching and tutoring expertise, I have taught in traditional classrooms, at kitchen tables, summer camps, online, and even at schools without electricity. As a certified teacher, I currently can be found tutoring virtually from my home in Apex, North Carolina, and creating new educational tools and courses while caregiving for my mom who lives with us. Working online also allows for trips to visit family who live out of town and adventures across the globe. Starting my own successful tutoring business was one of the best things I have ever done!
With the growing need to learn online being present everywhere, it is my mission to provide students and adults with the skills to master educational challenges, add tools to their current resources, and even start their own tutoring or coaching business. May you smile more and sigh less!
Courses
Educational Courses and Workshops
Teach Vocabulary
Tutor Toolkits (FREE)
Business Basics -How to Start Your Own Tutoring Business
Clean the Chaos: At Home – Declutter Your Home in One Year
(click the title to view more info)
Resource Page for Parents and Teachers
Shop my store for educational resources and courses for parents, teachers, and tutors
Tailor Joy Courses and Resources Shop
Check out my free resources such as study skills tips or four in a row editable gameboard. Purchase a kit to start a book club or table talk conversation cards to boost thinking skills. Plus more!
Visit my Teachers Pay Teachers store
What clients and customers are saying...
Improved grade
Karuna
Improved confidence and attitude
What surprised me most about my son after starting tutoring was his confidence. What sets Jennifer apart from other tutors is her ability to connect with him on a personal level. She’s made learning enjoyable and engaging. We were looking for a program that would not only help my son academically but also foster independence and self-assurance, and Tailor Joy Tutoring has exceeded our expectations. It made a huge difference in my son’s life; now he is more confident in his schoolwork, homework, and assignments, and also started paying more attention to his work. My son has said, “I actually enjoy my tutoring sessions because I feel like I understand things better and can ask any questions I have.” Thank you for making such a positive difference in their learning experience!
S
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!“
Karen
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.“
Ashley
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!”
Julie
Confidence Builder
“Jennifer’s Business Basics PLUS 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 PLUS to anyone who wants to start a business and is struggling with where to begin.”
Kimmie
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.”
Aimee
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.”
Jennifer
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.”
Susan
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.“
Shelby
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.”
Kimberly
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.”