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in Lifestyle &middot September 11, 2018

How To Go Back to Work After a Long Break

A little while ago, I asked on my Instagram whether you wanted to see more suggestions of how to spend a weekend in Boston or what it’s like to adjust to working after not for a while. A post about how to go back to work after a long break was an easy victory!

For those of you who don’t know, my work-life has been all over the place in the 5 years since I graduated from college. I taught high school for a year, but then my health prevented me from doing that. I took a year between when I quit my teaching job and when I started working again in an office while I went to grad school, as I had to apply to grad school, recover a bit health-wise, and have knee surgery. Then, 2 years after starting that job, my health was deteriorating again, so I quit in April 2017 to focus on my health and finish grad school. I finished school in December of 2017, right as my ankle became a huge problem. I started a work-from-home internship in January, and then had major ankle surgery in March. In June, I was finally recovered enough from that to start working again, 14 months after quitting that job.

This means that I have plenty of experience starting a new job after taking a break. I’ve learned a lot about it (and obviously really hope that this pattern has stopped), so I hope that my experience will help you if you’re in a similar boat.

Due to health issues and grad school, I didn't work in a traditional job for over a year. In this post, I break down my tips for how to go back to work after a long break so that your return is a smooth as possible.

How To Go Back to Work After a Long Break

Take some time for self-reflection before you start – This is more and more important depending on how long it has been since you worked a traditional job. What might have changed since you last worked? What did you struggle with when you last worked? What did you succeed at? What might you need help with as you start to work again? Try to be objective, as that will be the most helpful for you.

Prepare yourself as much as possible – How will being objective help you? By helping you to prepare yourself as much as possible before you start! If you know what you don’t know, you can research it ahead of time. If you have a bit of a heads up before you start your job, you can do your best to get the rest of your life in order before you start. Read career books or websites (Ask a Manager is super interesting and helpful), talk to people you trust, etc. If you’ve been out of the workforce for several years, it will be helpful to talk to someone who has stayed in the workforce during that time about things that have changed since you last worked. Going back to work after taking a long break can be really difficult, and the more preparation you do, the easier that transition will be.

Check your wardrobe (with plenty of time before you start) – In my case, when I started my current job, I hadn’t work traditional office clothes in 5 years. For my work-from-home internship, I could wear whatever. The office I worked in for 2 years had a very casual dress code, and I was only there 2 days a week. When I started my current job, I realized very quickly that I didn’t have a lot of clothes any more that fit an office job. I ended up having to do some online shopping, wearing the same 4 outfits in rotation until my purchases arrived. Take a look at your wardrobe in advance of starting your job and figure out if you’re going to need to buy more clothes. If you can’t buy more clothes, but know that you’re need to, make a list of the things you’ll need to buy so you’re prepared when you’re able to buy them. And check out second-hand stores and Poshmark for items at lower prices!

My workwear

Wake up early the day you start – Starting a new job is stressful enough without rushing out the door in a flurry! Wake up early enough so that you can have a leisurely morning, or at least one that isn’t super stressful. On days when I don’t have appointments in the morning, I wake up at 6:30 so I can spend 30 minutes in bed watching the news, drinking coffee, and adjusting to the day. Then I get ready before eating breakfast and working on this blog, and I walk out the door by 8:15. This enables me to get other things done and walk out the door with stressing too much about my life. Find the routine that works for you, but I strongly suggest getting up early the first few days so you can start your day on the right foot.

How to go back to work after a long break, tips to help you return to work, job tips, working tips, tips for people returning to the workforce, career tips

Take care to observe your company’s workplace behaviors, cultures, etc. – This depends on the company and the environment, but sometimes what is written on paper about the company or said to you in your interview is different than the actuality. In your first few weeks, observe the environment and your new colleagues and how they interact with various elements of the company. There might be unspoken rules that you weren’t aware of. Basically, be observant.

Ask for help if you need it – This could be in your personal life or in your professional life. If you haven’t worked in years, it might help your stress levels to have a bit of help around the house or with your kids. Maybe a neighbor, friend, or family member can help as you transition. Maybe your kids can help each other. Everyone’s situation is different, so figure out what is best for you and yours, and don’t be afraid to ask for help. This also applies in your professional life. The first few weeks at a new job are the perfect time to ask for help from your supervisor and colleagues. Everyone will understand – you’re the new person! Ask questions when you meet HR for the first time. Ask questions when you’re starting a new task. It will be significantly better if you ask questions when you start than if you do 3 months from now, so take advantage of this.

Plan the rest of your life with as little as possible as you adjust – Depending on how long you’ve been out of the workforce, it might be very difficult for you to adjust to a 9-5 life again. If you are able to, make sure not to schedule too much else while you get back in the rhythm of working. Of course, if you’re an extrovert, then you might want to schedule some other things in your life, but maybe try for weekends. You want to set yourself up to be the best version of yourself that you can be in general, but especially when making a major life change like working again after taking a break.

Cut yourself some slack – It’s going to be difficult to adjust! That’s just the way it is, so cut yourself some slack. There are going to be days when working again will be difficult, and there are going to be days when you struggle to work and manage your regular life. Again, that’s just the way it is. So be nice to yourself! Which leads me to …

Practice self-care – You need to do the things that will help you take care of you. PsychCentral says, “Self-care is any activity that we do deliberately in order to take care of our mental, emotional, and physical health. Although it’s a simple concept in theory, it’s something we very often overlook. Good self-care is key to improved mood and reduced anxiety. It’s also key to a good relationship with oneself and others” (x). Self-care can include a wide-variety of things, from getting enough sleep to practicing yoga, from cutting toxic people out of your life to painting your nails. It’s going to look different for everyone, so what works for me might not work to you. But whatever practicing self-care is for you, make sure that you do it, as this adjustment could very easily be difficult for you, and self-care can make it a bit easier.

10 Simple Self-Care Methods That Will Improve Your Life

What are your tips for adjusting to work after not working for a while?

Like this post? Check out:

What I Wish I Knew When I Was 20, My Workwear, Tips for Working from Home, How To Achieve Your Goals, How To Keep Growing as a Person

Kate Mitchell

Kate Mitchell is a blogger, chronic illness patient, and advocate who helps people understand chronic illness and helps chronic illness patients live their best lives.

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  1. Kate the (Almost) Great | Boston Lifestyle Blog - Currently [Vol. 25] - Kate the (Almost) Great | Boston Lifestyle Blog says:
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    May 31, 2022 at 7:01 am

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SHARING YOUR HEALTH EXPERIENCES PUBLICLY⁣⁣⁣ ⁣ I sh SHARING YOUR HEALTH EXPERIENCES PUBLICLY⁣⁣⁣
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I share my personal health experiences online, which I find it somewhat easy to do because I've been talking publicly - albeit to a smaller audience - since my health problems started in 2001. ⁣⁣⁣
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If you share something online, you need to be prepared for people to ask questions or argue with you. Should they? No. Will that stop them? Also do. ⁣
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That's one of the reasons that talking online about what can be trauma is not easy or for everyone. That's why it's important to practice self-care and to consciously think about what you want to share online before you do it. ⁣⁣⁣
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For example, I generally only talk publicly about a health situation once it has passed, especially if it's an emergency. I also make sure that I'm in a good place mentally before I talk about it. That way, I don't share things I'll regret sharing publicly later. It also helps me be less anxious about sharing these details.⁣⁣⁣
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And I don't share everything! There's lot of stuff that I haven't talked about not only online but with people in real life. It might seem like I share everything I've experienced, but I don't. ⁣
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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣.⁣
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IDs: Kate works on a laptop offscreen. She's a redheaded white woman wearing a beige-and-navy striped sweater, silver Claddagh necklace, and pink glasses.⁣
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#ChronicallyIll #RheumatoidArthritis #ChronicPain #Endometriosis #SjogrensSyndrome
Week 18 of 2026 Weekly 1️⃣ Cross-stitch and IVIG Week 18 of 2026 Weekly 

1️⃣ Cross-stitch and IVIG 
2️⃣ Another trip to the foot doctor. We’re officially in Try To Avoid My 6th Foot Surgery mode 🤞🏻 
3️⃣ At least there were lilacs?

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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣.

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IDs: 
1️⃣ Looking down at Kate’s lap. Tubes are coming out of her shirt. She’s working on a cross stitch.
2️⃣ Kate takes a selfie in a doctor’s office. She’s wearing a lilac mask.
3️⃣ A lilac bush

#IVIG #CrossStitching #ChronicIllness #ChronicallyIll #InvisibleIllness
FAQ: Have I Tried Yoga for My Pain? This is a se FAQ: Have I Tried Yoga for My Pain? 

This is a series where I answer questions I frequently get about my rheumatoid arthritis. I am not a medical professional and this is not medical advice - just saying the truth about my body in particular. 

Video: Kate speaks to camera. There are captions. A black text box reads “FAQ: Have I Tried Yoga for My Pain?” 

#RheumatoidArthritis #AutoimmuneArthritis #Arthritis #ArthritisAwarenessMonth
May is Arthritis Awareness Month, which is the per May is Arthritis Awareness Month, which is the perfect time to remind people of these facts. Here's today's fact.⁣
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Like, comment, and share to spread awareness 💖⁣
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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣.⁣
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ID: Fact or Fiction? Let's Check! ⁣
Fiction⁣
Arthritis only affects people as they age.⁣
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Arthritis can affect anyone at any age, including kids as young as 3.⁣
katethealmostgreat⁣
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#ArthritisAwareness #Arthritis #RheumatoidDisease #RheumatoidArthritis #ArthritisAwarenessMonth
I’ve been on IVIG since September. So what does su I’ve been on IVIG since September. So what does success look like? ⁣
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*This is all just for me and my case!*⁣
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1️⃣ I haven't gotten sick at all since I started, not even a cold. ⁣
2️⃣ My lungs are clear of any ground glass opacities, which was what pushed us over to finally doing IVIG regularly. ⁣
3️⃣ We feel better about saying that I don't have any infections. Because symptoms are often signs of the body fighting an infection, we couldn't always trust that I wasn't sick because I didn't have symptoms. ⁣
4️⃣ Because of all of this, we're increasing my next Rituxan dose! This will mean better RA symptoms and hopefully no new illnesses for a few years.⁣
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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣.⁣
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ID: A bunch of IVIG supplies, including a pump. ⁣
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#ChronicallyIll #ChronicIllness #ChronicPain #AutoimmuneDisease #Autoimmune
Week 17 of 2026 Weekly 1️⃣ Making some real progr Week 17 of 2026 Weekly

1️⃣ Making some real progress with this cross stitch
2️⃣ Walking casts have multiple uses, including holding down your mat! (Don’t worry - I only did broken-foot-compatible things) 

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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣.

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IDs:
1️⃣ An in-progress cross stitch. You can see that Kate stitched 2 bears.
3️⃣ A walking cast lies on a black yoga mat 

#CrossStitching #CrossStitcher #RheumatoidArthritis #Osteoporosis #LoopsAndThreads
Can we talk about fatigue for a sec? ⁣⁣⁣ ⁣ Fatigue Can we talk about fatigue for a sec? ⁣⁣⁣
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Fatigue is so much more than being tired. It's sleeping 10 hours at night and then struggling to stay awake during the day. It's trouble focusing because, even though you just had 3 cups of coffee, you're thinking about sleep. It's needing to factor rest in during the day because you have plans at night. ⁣⁣⁣
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It's a lot. ⁣⁣⁣⁣
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It's no secret that I have multiple chronic illnesses. But did you know that all of them - all 11+ of them - have fatigue as a symptom? Sometimes the fatigue is worse than the pain and, uh, I live with a lot of pain.⁣⁣
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This picture was taken when I was super anemic and waiting for 4 iron infusions. Now, months later, I can see it. And I also don't know how I got through the months of that anemia. ⁣
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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣.⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣
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ID: Kate takes a selfie. She's a redheaded white woman wearing a gray sweater and pink glasses.⁣
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#ChronicallyIll #RheumatoidArthritis #Fibromyalgia #Endometriosis #POTS
Week 16 of 2026 This week had EVERYTHING 1️⃣ Cr Week 16 of 2026 

This week had EVERYTHING

1️⃣ Cross-stitch during virtual mass 
2️⃣ Tuesday featured a 90-minute meeting during work and then an hour advocacy work call after my day job (both were good!)
3️⃣ Wednesday started at my foot doctor’s office and I left in a walking boot. Hopefully these 3 fractured bones will heal correctly this time 🤞🏻
4️⃣ Thursday started back at MGH for my annual neurology appointment + foot CT scan
5️⃣ Then I went up to Maine … 
6️⃣ to celebrate my grandma’s 85th birthday! 

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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣.

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IDs: 
1️⃣ In the foreground is an in-progress cross-stitch piece. The background shows an open laptop streaming Catholic mass.
2️⃣ Kate takes a selfie. She’s a white woman with auburn hair and green glasses.
3️⃣ Kate takes a selfie in a doctor’s office. 
4️⃣ Kate takes a selfie in a car.
5️⃣ Kate takes a selfie snuggling with a golden retriever.
6️⃣ Kate and her cousins stand with their grandmother in front of a sign saying "Happy Birthday." 

#CrossStitch #ChronicPain #ChronicallyIll #InvisibleIllness
My face comes with subtitles, so .. ⁣ ⁣ ⬛⁣⁣⁣⁣⁣ ⁣ I My face comes with subtitles, so .. ⁣
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I’m Kate, a chronic illness patient and advocate sharing what my life is like with 10+ chronic illnesses. Follow me for more and check out my blog at katethealmostgreat.com⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣⁣.⁣
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ID: Kate drinks coffee giving side eye. White text box reads "My Face When Someone Says 'You Shouldn't Need a Cane At Your Age'" ⁣
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#ChronicPain #ChronicallyIll #RheumatoidArthritis #PosturalOrthostaticTachycardiaSyndrome #Fibromyalgia
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