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Personalized Online Tutoring with Jennifer Donaldson - Now Enrolling

Jennifer Donaldson | Certified Teacher | Private Tutor | Tailor of Joy

Is your child ready for a boost in reading, writing, or study skills?
Need help with time management, organization, or critical thinking?
Looking for support that meets your child exactly where they are—academically and emotionally?

You’re in the right place.

Whether your child needs remediation, enrichment, or just a confidence boost, I’m here to help them succeed—and maybe even enjoy the process. Together, we’ll build confidence, organization, and independence — not just higher grades, but lifelong learning skills.

I’m Jennifer Donaldson, a certified teacher with years of classroom and private tutoring experience, offering one-on-one online tutoring that’s personalized, practical, and full of purpose. I work with students in grades 3 through college on reading, writing, study skills, executive function, and more. I ❤️ my job! (Read my interview with Voyage Raleigh Magazine here.)

Tutoring available:

  • School Year Tutoring: September – May (email to get registration info)
  • Summer Tutoring + Year Round Tutoring: June – August (email us to get registration info)
  • Session Length: 55 minutes
  • Rate: $60/session
  • Format: Online via Zoom
  • Business Hours: M-Th 8:30 am – 8:30 pm Eastern Time (UTC -5). My schedule works for many families across the globe and time zones. 

Want to chat?
 📧 Email me to ask questions or book your child’s free assessment and see how personalized tutoring can make learning joyful again. I have several openings available. Please include your child’s name, grade, school, and tutoring needs.

Click here: Email to book your first session

certified teacher helping students find joy and confidence, one conversation at a time Jennifer Donaldson

What I Offer

  • Reading & Writing (grades 3–12)
  • Study Skills, executive function, project planning (grades 6–college)
  • Math support (grades 3–5)
  • Homework help, organization, test prep, creative/critical thinking
  • Weekly work and practice for students at “no homework schools”
  • Passion Projects, independent study for enrichment or extension of learning (great for smart kids who are bored at school, grades 6-12)
  • Homeschool tutoring (individual or small group) and test administration
  • Conversational English ESL tutoring (teens & adults)
  • Tutoring for students with special needs
  • Support for expat, online, and international school students
  • Basically, I’m an academic tutor and organizational coach all wrapped up in one! I ❤️ my job!

ESA+ Approved: Use your Class Wallet funds if eligible

Click here: Email to book your first session

What clients are saying:

"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."
Kelly Mom of a Middle School Client
"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."
KimberlyMom of Former Client
"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."
ShelbyMom of Former Client
"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."
SusanMom of College Student Recovering from a Stroke
"Our daughter has a disability and was struggling with school in general. In the years that we have worked with Jennifer as her tutor, 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."
JenniferMom of 9th Grade Client
"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."
AimeeMom of 8th Grade Client
"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."
KimmieHealth Coach
"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!"
JulieHomeschool Mom of 8
"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."
AshleyMom and Teacher
"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!"
KarenLicensed Teacher
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!
SMom of High School Client
Before tutoring, my son struggled with comprehension and essay writing. With tutoring, his ELA grades went from 75% to 95%. Jennifer is the best teacher and tutor we have found for our younger son. She is organized and always has conversations with the student and engages him in discussions. Jennifer's teaching style is different, which sets her apart from other tutors. We like how my kid is completely engaged throughout the session. I recommended Jennifer to a lot of my friends who are looking for ELA tutoring to improve their kids' grades and writing skills.
KarunaMom of Middle School Client
All three of my children have been or is (currently) being tutored by Jennifer. Each of them have had great experiences. Whether it's help with reading/writing assignments, time management, ACT practice, or college essay help, she has aided in their successes immensely. I would highly recommend Jennifer, we are so fortunate to have found her!
PattyMom of 3 Clients
Tutoring with Jennifer has been one of the most special parts of my journey. When I started, I was shy and unsure about speaking English—especially in public. But Jennifer made me feel supported and truly cared for. Every lesson felt like a little boost of confidence, and little by little, I started to believe in myself. I’ll always be grateful for her patience, kindness, and encouragement that made such a big difference in my life and in my presentations at work. Thank you for being more than just a teacher—you were a true cheerleader!
LynetteConversational English Client
We love working with Jennifer! She has been my daughter's math tutor for math but extends to other subjects when needed. My daughter doesn't love the idea of using a tutor but Jennifer makes it fun, and relates to her. Her elementary school didn't participate in homework so it can be difficult as a parent to work with your child. Jennifer was able to navigate through that for us and assist getting her up to speed. Highly recommend Jennifer!
KristyMom of Elementary Math Client
The ESL class with Jennifer started while I was very stuck and insecure, especially in speaking, but Jennifer was able to create a secure atmosphere so I could improve my speaking skills. During the class, I felt confident to apply for a job and got approved. Yeey! Jennifer is kind, patient and passionate about her work. Thanks, Jennifer, for all support, you were a gift.
KellyConversational English Client
The ESL classes were excellent for helping with my insecurity about speaking, and Jennifer made me feel comfortable to talk.
NayaraConversational English Client
Jennifer Donaldson teacher tutor notary

About Jennifer Donaldson

Jennifer Donaldson is a certified teacher with over 30 years of experience working with students of all ages and brainstorming solutions with parents and teachers. She currently provides online academic tutoring and conversational ESL instruction, helping learners build confidence and practical communication skills for everyday life. 

Jennifer is known for asking thoughtful questions, creating a welcoming learning environment, sharing educational resources, and trying out new technology tools. 

Connect with Jennifer on Instagram @tailorjoy, Facebook @tailorjoytogether, or visit her website https://tailorjoy.com 

Frequently asked questions about private tutoring with Jennifer Donaldson

Students in grades 3–10 are my specialty, but I also support high school and college students with reading, writing, planning, and study skills. I also work with ESL teens and adults, and I coach those wanting to start their own tutoring businesses. 

Tutoring is virtual, so we can work together from anywhere with an internet connection. In-person tutoring is not offered at this time.

Growth in confidence, improved skills, and better academic performance are the goals for tutoring. There are no guarantees for success, though. Progress depends on background, consistency, and work. Each student should put in the work necessary to grow and improve. Every student is different, but I aim to make learning fun and effective. I want parents and students to smile more and sigh less.

ESL tutoring is for teens and adults in A2-C2 (high beginner – intermediate), and we do conversational English practice. Learn more here. https://tailorjoy.com/esl-tutoring/

Most clients have tutoring one to two times a week for 55 minute sessions. Occassionally clients might want more sessions for ongoing homework support or a big project.

I am a former WCPSS teacher and a private tutor in Apex, North Carolina. I have tutored students from many local schools, including WCPSS, Chatham Country Public Schools, St. Mary Magdalene Catholic School, Cary Christian, Cary Academy, Research Triangle High School, Peak Charter, homeschools, and more.

I also have experience tutoring students who attend online or international schools.

I’m approved to administer Iowa Assessments™, Stanford/OLSAT®, and CogAT®. Email me for scheduling and fees. Tests can be purchased here https://www.bjupresshomeschool.com/content/testing

Yes! I work with homeschoolers year-round. I can facilitate coursework or tutor academic/study skills. I also facilitate end-of-year testing. Email me to talk more about homeschool tutoring options.

I am an approved ESA+ tutor for students with disabilities. I tutor a variety of subjects and life skills. I enjoy talking with parents and helping them advocate for their child at school and the community.

We start with an opener (a question, riddle, or puzzle) for a few minutes. Then we move on to check homework lists, agendas, and grades. Next we work on skills, schoolwork, and sometimes reviews. If there’s time we do a short read aloud or math minute practice before closing. Usually students tell me that can’t believe the time goes by so quickly!

Let’s talk about what your student needs and how I can help.
 📧 Email to schedule your free assessment or get more info.

Resources

Click here to go to the resource page for educational sites and resources. 

Click here to go to a list of my favorite parenting books.

Click here to go to a list of read aloud favorites for the middle years.

Click here to read about collecting useful tutoring resources.

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Tip: Use the search bar at the bottom of any page to find the resources you are looking for. I have over 200 blog posts full of information and free resources.

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