Can you hear the siren’s call, singing an intoxicating melody about working online and living the life you want? I reckon that’s what’s brought you here to Writing From Nowhere today. You’ve seen people do it online, and you want to believe it’s possible to become one of these remote work success stories yourself.

It was only a few years ago that I was in your shoes. I scoured the internet for case studies about remote work success stories. I wanted to believe that it wasn’t too good to be true, but questions sliced through my daydreams.

How do they actually make money? How long did this take them? Do these remote work success stories mean that I can make it too? If I could buy them a beer, what advice would they give me today?

Save your beer change for a rainy day, friend: I’ve asked 12 remote workers to share advice from their remote work success stories with you.

This remote work success stories blog post is as meaty as a Thanksgiving Tofurkey. The advice from these remote work success stories was just too valuable for me to trim down. Use the table of contents to navigate easily, and pause now to pin these remote work success stories on Pinterest so you can find it later.

Intro To These Remote Work Success Stories

The cosmic counterbalance to these remote work success stories is that there’s a heap of unsuccessful stories deposited around the dreams graveyard as well.

The truth is, working online isn’t for everyone. Some remote work success stories never come to fruition because of the lack of support, lack of savings, or poor remote work habits that affect one’s career.

Why do some people fail to become one of these remote work success stories and slink back to working in an office?

I’ve dwelled on this question for years after working online as a digital nomad in Latin America and running my online business in the Netherlands.

There are fatal landmines along the way, but with the advice from these remote work success stories, you will be closer to making your remote work goals a reality.

You may also like these phone wallpapers for a dose of daily inspiration!

12 Remote Work Success Stories To Inspire You To GO For It

1. Social Media Management with Shaunna Blue

woman holding a cup of coffee while standing on a pedestrian bridge

Originally from Stouffville, Ontario, and currently waiting out the pandemic there

Q: How do you support yourself? 

I work as a social media manager, a product development consultant and I also do copywriting projects.

Q: What was your biggest struggle in going remote, and how did you overcome it?

My full-time career is as a flight attendant, so my biggest struggle in going remote was finding a company that didn’t require 9-5 communication since I was often flying and unreachable for many hours at a time.

I had always wanted to have a second career that would allow me to work remotely while I was flying around the world. The solution was finding a company that was based overseas, so it eliminated the typical working-hours window where I would be expected to be reachable.

The company that I started my career as a social media manager for had offices in Shanghai and Montreal, so all of its employees were based in different cities. It really allowed me to work on my own schedule, whether I was traveling for leisure or away on international layovers for my flying career.

woman posing in front of the taj mahal

Q: How long did you work before you were able to go completely remote? 

I was extremely fortunate to be working as a social media manager when the pandemic hit and I was laid off of my primary job as a flight attendant. It really allowed me to put all my focus into my remote job and now I work 100% remotely.

Luckily, I had built my skills up for the past year when this happened. I’d developed my social media management skills to the point where it was fully sustainable as my full-time remote career and I felt confident enough to take on new clients and projects.

Q: What advice do you have for someone who wants to write their own remote work success story? 

I think the most important thing is to find a job that aligns with your long-term goals. There are many work-from-home jobs that still require a set Monday-Friday, 9-5 schedule. If your drive for working remotely is to make your own schedule or to travel, this really limits your flexibility.

A vital part of this transition is understanding your “why” behind working remotely, and envisioning the lifestyle you want to build.

With your eye on your goals, it really does pay off to spend a lot of time honing your specific skills. Stay focused and do research on potential clients and companies until you find that perfect fit.

Find Shaunna online at @ShaunnaBlue


2. Brand Collabs & Content Creation with Chas Hobbs

woman laughing while proudly holding up a skateboard

Originally from Montpelier Indiana and currently in Phoenix, AZ but it changes frequently because of living in an RV.

Q: How do you support yourself? 

Creating content for brands, branded content on my page, presets, ebooks and courses.

woman in a red dress sitting on a balustrade overlloking a river below

Q: What was your biggest struggle in going remote, and how did you overcome it?

The biggest struggle is the “just doing it.”

I think the hardest decision I’ve ever made was the decision to quit my job and go after my passions. My workplace made me completely and utterly miserable, which was actually a fortunate thing as I weighed the thought of branching out on my own. I give a lot of credit to someone who leaves a good workplace to chase their dreams because I don’t know how they could do it.

It’s SCARY AF. But there’s one thing I’m sure we could all agree on: quitting is by far the best decision we’ve ever made.

woman wearing a hat looking at her kindle with a cup of coffee on the table

Q: How long did you work before you were able to go completely remote? 

My situation wasn’t necessarily standard because I quit before I had any other income coming in. Nonetheless, I still had bills to pay!

So I got to work and picked up a lot of side gigs. I dog-sat on a site called Rover.com – highly recommended for anyone looking to make some extra cash. I also painted and booked photography gigs even though I thought I was terrible at photography at the time.

This lasted for about 3 months before I started making any money from social media.

Then after about 6 months, I was making enough to drop most of my side gigs. At 9 months my husband was able to quit his job and that’s when we moved into the RV. It’s been more than a year since then!

Q: What advice do you have for someone who wants to write their own remote work success story? 

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Just do it. Just try it, even if it means taking a risk. Because really… What’s the worst that could happen? It doesn’t work out and you just go back to what you were doing before?

That can’t be worse than never trying and always wondering/wishing you had.

And, it could end up being the absolute most amazing thing you’ve ever done for yourself! There is SO much knowledge out there to help you find your way. Try, learn, binge YouTube and don’t be afraid to invest in your dreams!

Find Chas online at http://www.throughthelyns.com


3. Blogging & Influencing with Addie Fisher

smiling woman wearing a white shirt in front of her garden

Originally from Fayetteville, Arkansas, and currently in the Dallas, Texas area.

Q: How do you support yourself? 

I am a sustainable living blogger and influencer.

Q: What was your biggest struggle in going remote, and how did you overcome it?

One of my biggest obstacles was self-imposed imposter syndrome. I thought that, as a sustainability influencer, I didn’t deserve to be paid. It felt contradictory to my line of work.

Now, I have a better understanding of the business side. I know that what I do is work, and I do deserve to be paid. The key is always choosing work that aligns with my beliefs. 

woman wearing leopard print clothing posing in front of a fence

Q: How long did you work before you were able to go completely remote? 

I do not support myself completely – my husband works full time, now from home due to the pandemic, but I do get paid for my work. I have been blogging for almost 9 years, and started getting paid by writing articles for other businesses.

After 2-3 years, I’m not making more from my influencer and personal blogging work than writing for others.

Note from Kayla: I met Addie online at the beginning of my blogging journey. It was SO refreshing to hear that she had been blogging for years. Too many remote work success stories tout that if you’re not succeeding within the first 3 months, you need to buy someone’s course. Addie’s success was a breath of fresh air. Other people’s paths are not your path.

Q: What advice do you have for someone who wants to write their own remote work success story? 

HAVE A PLAN (or a few)! Save money, live frugally where you can, and have more than one stream of revenue.

Even if you’ve never seen someone in your own life work remotely, don’t let that deter you. There is an entire community of remote workers to tap into, and helpful advice to inspire you. 

Find Addie online at http://www.oldworldnew.us


4. Building An Online Business with Kat Smith

smiling woman on a bench with a map of coffee regions painted on the wall behind her

Originally from Athens, GA and currently living in Da Nang, Vietnam

Q: How do you support yourself? 

I support myself with a variety of online businesses. Recently I quit teaching English online, but that was my main source of income for more than a year.

Teaching offered stability as I worked towards building my own company, A Way Abroad. I now make my income from A Way Abroad and have a small side business as a Pinterest manager

Q: What was your biggest struggle in going remote, and how did you overcome it?

woman about to mount her scooter

Going remote definitely has its challenges. But for me, the biggest one was trusting in my abilities to monetize my own company. I was pushed into working remotely due to an ankle injury that needed surgery and time to heal.

Initially, I started working as an online English teacher but quickly grew bored with the monotony of the job.

At that time, I started my own company, A Way Abroad, to share with other women how they could live and work abroad like I had been doing for the past few years. Within months of starting that company, I realized how much I loved it and wanted to really make it focus. 

smiling woman sipping a cold drink behind her computer

The hardest part was making the transition from a hobby to my full-time job. Luckily, because I was already working online as a teacher, I was able to make enough income to sustain myself while I learned everything I could about monetization.

It took me longer than I initially thought to take away that crutch and dive headfirst into A Way Abroad but I’m so happy that I did it. Trusting in the process and my own abilities to make it work has been a big challenge. One that, some days, is easier to deal with than others.

I’ve accomplished a lot in the year and a half A Way Abroad has been around, but still have a long way to go. I have big dreams for the company but know that I’m on the road to success. It’s been extremely worthwhile to watch my own efforts pay off and see how the company continues to grow. 

Note from Kayla: Kat is highlighting a piece of the story that’s swept under the rug way too often: the transition. It makes sense to taper your bill-payin’ work to overlap with your remote work. There are more resources on specifically the transition into remote work here.

Q: How long did you work before you were able to go completely remote? 

Since graduating from university 8 years ago, I’ve worked in a wide range of industries across 4 continents.

The switch to being completely remote happened almost 2 years ago. Although I had some amazing in-person jobs, there’s no way I’m giving up my remote lifestyle anytime soon! 

Q: What advice do you have for someone who wants to write their own remote work success story? 

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My biggest tip for someone that wants to work remotely is to just go for it! Apply to as many jobs as you find, test out new industries and new ideas, and see what comes out of it.

Once you’re fully immersed in the remote world, you’ll start to figure out where your passions lie and what skills you have. From there, you can always transition into something bigger and better. By starting off somewhere, you’ll at least get the feel for what it’s like to work remotely. 

Find Kat online at http://www.findawayabroad.com


5. Virtual Assistance with Stephanie Lay

woman smiling at the camera

Falls Church, Virginia, USA – born, raised, and currently living there

Q: How do you support yourself? 

To be honest, I’m super grateful to still live at home with my parents, which allows me to keep my expenses low.  Freelancing has been my main source of income for the past four years after I left a corporate job.

Q: What was your biggest struggle in going remote, and how did you overcome it?

Impostor syndrome.  I was changing careers from events to virtual assistance because of the pandemic and had a hard time believing that it was something I was capable of. 

Even after I got my first couple of clients, I would run into an obstacle and immediately believe that I had no right to be a virtual assistant (VA) if I couldn’t figure that one thing out. 

I had to shift my mindset to believe in “progress, not perfection,” and trusting how others see me.  I had a wonderful support system of people who had gone through the same struggles, so they were able to help coach me out of imposter syndrome.

silhouet of a woman walking through the ocean at sunset

Q: How long did you work before you were able to go completely remote? 

Myy first small client came in the door in July, and it was a slow journey to book another one. In the meantime, I focused on my VA coaching course and building relationships within my online communities.

Things really accelerated in September after I had gained more experience and become more confident in myself and my skills.  I’m happy to report that as of October, I am not taking on any more clients because I want to leave room to grow with all my current clients!

woman sitting in an opened backdoor of a red 4x4 on the beach

Q: What advice do you have for someone who wants to write their own remote work success story? 

Have a support system in place.  I joined an online community full of members who are either already remote or trying to go remote.  I never would’ve gotten to this point without their encouragement and willingness to help me on my journey and I plan on paying it forward with new members.

Find Stephanie online at http://www.stephanielay.com


6. Online Education with Ellen Orr

woman wearing red flowery shirt smilaing at the camera

Q: How do you support yourself? 

Primarily, I teach K-12 students virtually, in one-on-one, small group, and class settings. I also work as an educational consultant, helping caregivers and teachers solve problems they are encountering with their students. Finally, I work as a freelance writer for a handful of small publications.

Q: What was your biggest struggle in going remote, and how did you overcome it?

When I first began considering the switch, I became incredibly overwhelmed by all of the decisions in front of me. Should I become a copywriter? Should I start a blog? What is my niche? Do I need to learn about Google AdWords, SEO, hashtags, every social media platform? Do I have to make a TikTok? 

Not only was I overwhelmed by all of the details, but I also felt a bit of dread: Would copywriting or blogging make me happy? Would I find it fulfilling? I’m a teacher at heart; it’s the emotional connection with my work that gives me the energy to do it well.

Copywriting, while surely lucrative, just wasn’t going to do it for me. So, I freaked out a little.

But, when I settled into myself, I realized that I could channel my passion for education into a viable remote job. I guess the struggle, then, was trying to contort myself to look like what I thought a “remote worker” was supposed to be — and I overcame that struggle by tapping out of it, choosing instead to create a remote path that worked for me.

Q: How long did you work before you were able to go completely remote? 

For six years, I supplemented full-time work with remote gigs, but for most of that time, I had no interest in relying entirely on remote work.

When, in the summer of 2020, I set out to work 100% remotely, I felt like I had a leg-up because I’d already made so many connections with potential clients and publications. In August, I put the word out that I would be accepting more students and clients in the fall.

By the time the leaves began to change, my autumn and winter were already filling up, giving me the confidence to take the leap and quit my full-time job.

Q: What advice do you have for someone who wants to write their own remote work success story? 

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Get honest with yourself about what you need from your work. Will remote work fund your pursuit of fulfillment elsewhere, or do you need remote work both to pay your bills and be inherently fulfilling? You can’t build something that will support your needs if you don’t know what your needs are.

Find Ellen online at http://www.ellenteaches.com


7. Instagram Coaching & Biz Mentorship with Sophie

woman enjoying the sun on a beach

Originally from London, and currently living there during the pandemic.

Q: How do you support yourself? 

I have my own business consulting and coaching people how to use Instagram to market their business online.  This includes coaches, entrepreneurs or online serviced based businesses. 

I built my Instagram account organically by documenting my travels and I used it to secure collaborations in the travel industry.  I also mentor people who want to start an online business but are looking for that extra support to do so.

Q: What was your biggest struggle in going remote, and how did you overcome it?

I’d say the biggest struggle was learning to adapt to fully remote working.  I had worked from home a lot in my previous job, but it’s completely different when ALL of your work is remote.

You’re working for yourself, with yourself. 

It was challenging to organize and manage all the tasks without needing to report to someone above me. 

There are so many advantages to being your own boss, but it does take a lot of self-motivation and discipline. 

It can be tricky at first, but that’s normal and to be expected.  Any transition is difficult to navigate at first. 

The other thing that can be a problem is feeling isolated.  I’ve made some amazing online friends through my work (Kayla being one of them!).

Network lots: this is how great friendships can be made.  Honestly, I don’t know where I’d be without some of my online friends. We already have plans to meet after covid allows!

woman holding a surfboard with the ocean in the background

Q: How long did you work before you were able to go completely remote? 

Before specializing in Instagram marketing, I worked as a social media manager.  Due to the nature of the role, I was fully remote from the start. That’s the benefit of working online: as long as you have a WiFi connection, you can work.

Q: What advice do you have for someone who wants to go remote? 

I find this Q hard to answer because I feel I have so much advice to offer people considering remote work. 

My bigest piece of advice would have to be related to mindset. It’s something that shouldn’t be underestimated in the journey to remote working or entrepreneurship. 

You will 100% have people tell you your idea is silly or it won’t work. It’s sad, but you should fully prepare yourself for that negativity from others.

If you don’t brace for that, you risk that negativity holding you back from achieving what you want. 

If you have a skill and determination to work hard and succeed, then you can absolutely work remotely and on your terms. 

Have the belief you can do it and you’re more than halfway there.  There will be obstacles and setbacks of course, that’s all part of the journey. 

What will set you apart from the others that try a remote career is not your knowledge or skills, but the sheer determination to pick yourself up and refuse to give up until you’ve got there

Remember to enjoy it. You’re working to create a life you can live on your terms. 

Find Sophie online at http://www.travelphilosophie.com


8. Corporate Work Gone Remote with Krystal Nagle

woman working on her laptop while sitting on her own couch

Originally from Lake Wallenpaupack, Pennsylvania and currently in Lehigh Valley, Pennsylvania

Q: How do you support yourself? 

The vast majority of my income comes from my job in corporate as a project manager for a Fortune 500 life-sciences company. However, I also receive income from a travel brand that I built with my husband.

Q: What was your biggest struggle in going remote, and how did you overcome it?

The biggest struggle of going remote in corporate is finding a company/boss/role that will fully support remote work. Regardless of how far the world has come, I’ve found there can definitely be a stigma in big-business around working remotely.

My company is fairly progressive with work/life balance policies. But of course, there are still major pockets of people and groups that have more traditional “in-office” values.

To overcome this, I recommend two steps:

Get serious about what you’re willing to give up in order to work remotely. For some companies, this may mean forfeiting promotions and career opportunities. For others, it may mean not being able to build the same connections you could in-person.

This is why it’s important to get clear on what you value most in your job/career and assess how working remotely would impact that.

And secondly, find a company with values that are close to yours and pitch them. Ideally, this is the company you already work for, but that’s not always the case.

Personally, I decided that I wanted to be able to continue to bring value in my career and I sought out an area that supports me and doesn’t see full-time work as a step-down.

This step is continual, as you’ll want to make sure you consistently have support through your different roles and jobs.

messy bed with someone holding up a cup of coffee

Q: How long did you work before you were able to go completely remote? 

I spent 8 years working for my company before I went full time remote, but truthfully, the time doesn’t matter in corporate.

Some companies are super traditional and will still have concerns around full-time remote work, no matter how long you’ve worked and proven your credibility.

Meanwhile, more innovative companies are seeing the benefits of remote work and will offer it to even a new employee. 

Q: What advice do you have for someone who wants to write their own remote work success story? 

Everyone’s remote journey looks different – explore your options and then make it happen in a way that works for you! The tale of the 9-to-5er that quit their cubicle job and became a digital entrepreneur overnight is a sexy story, but it isn’t for everyone.

You don’t have to give up your career, risk your life savings, or travel non-stop to be a remote worker. This is something I didn’t realize when I first started and the idea of becoming remote felt out of reach for so long… until I decided to write my own story.

Now, I can live where I want, travel where I want (outside of working hours), and continue to build a career that’s valuable to me!

Find Krystal online at http://www.krystalandericnagle.com


9. Freelance Writing with Renee Robinson

woman sitting on a dock with mountains in the background

Originally from Sydney, Australia, currently living in Vancouver, British Columbia, Canada

Q: How do you support yourself? 

I work at a bookstore, and freelance write on the side

Q: What was your biggest struggle in going remote, and how did you overcome it?

There were two big struggles for me, one being covid. I was on track to freelancing full time when the world shut down, and lots of businesses could no longer afford to take a chance on a newbie. 

The other big struggle was putting my name out there. It was SO embarrassing at the start advertising my services in Facebook groups, or just sending cold emails/DMs to businesses who MIGHT be interested in what I had to offer.

I can’t tell you how crazy it was having people actually respond with interest! I definitely had to overcome a lot of imposter syndrome and pretend I was a lot more confident in my work than I felt.

Having people actually pay me to write continued to confirm that I can do this, that I have the talent, I just had to believe in myself!

woman sitting at her desk working on her computer

Q: How long did you work before you were able to go completely remote? 

Like I said, I was on the road to full-time before covid hit. I had been working on my blog for about a year before I started offering my services to others.

For me, it was vital to have a portfolio to show what I could do – I wanted clients to see for themselves what I could do so they could trust in my work. 

Note from Kayla: Renee’s path highlights an important opportunity: if there’s something that you want to do for others, start doing it for yourself and use it as a portfolio! Your skills can start to be developed today, and used to get you client work down the road. I have resources for you to start learning Pinterest and SEO here.

Q: What advice do you have for someone who wants to write their own remote work success story? 

It’s a lonely world. A big part of the reason I went back to working in retail was because covid closed all the creative work spaces where other freelancers might work.

Just know going into to remote work, you really are on your own, and you have to be VERY comfortable in your own company. Your community will largely be virtual, but I promise this is much easier to cope with when the world is open! 

Find Renee online at http://www.youngandtrekless.com


10. Teaching English & Pinterest Management with Kelsey Frey

woman wearing a winter coat standing on a bridge in a traditional european town overlooking the river

Originally from San Jose, California and currently in Colorado

Q: How do you support yourself? 

I have several different jobs at the moment! My most stable gigs are teaching English online and Pinterest management. I also do some freelance writing and graphic design, and earn a little bit from my travel blog.

Q: What was your biggest struggle in going remote, and how did you overcome it?

I didn’t know how to actually make money! I knew I had lots of skills, but just wasn’t sure how to find opportunities to monetize them.

I’d been working in the education sector at an environmental nonprofit, and enjoyed teaching. I stumbled upon teaching English online a few months before I quit, and since I was already working primarily in the education field, I figured it would be a good fit.

Freelance writing and graphic design were things I wanted to try out, too. I ended up finding some freelance writing gigs through word of mouth and Facebook groups (more on that below).

Q: How long did you work before you were able to go completely remote? 

I actually gave myself a month off before I started teaching English online! I had already landed the job, but was pretty burnt out from working at the nonprofit and wanted to give myself some time to decompress.

The other jobs that I now have came later, and although I did start my blog 2 years before I left, I hadn’t monetized it yet.

woman sitting outside on a tiny bridge working on her laptop in winter

Q: What advice do you have for someone who wants to write their own remote work success story? 

Figure out your skills, and really think about what you like to do. Is there a way you can combine those two things into your perfect remote job?

If there’s something you’re interested in but don’t have the skills yet, I’d highly recommend taking courses! I fell into Pinterest marketing after I took a course to learn about it for my blog.

I posted about it on Instagram, and 2 people messaged me asking if I could manage their Pinterest accounts! Tell people about what you’re doing, and follow/network with potential clients on social media.

Facebook groups are also goldminds for finding clients.

If you want to look for a remote position rather than starting your own online business, It’s a Travel O.D. posts a ton of companies looking for remote workers on her remote job directory.

And lastly, if you’re brand new: try and offer your first client a “newbie” deal or work for free in exchange for a review or experience. Don’t do a lot of work for free or for a too-low price, but it may be helpful to practice on your first client. You’ll build up confidence and get experience this way.

Find Kelsey online at http://www.sightsbetterseen.com


11. Freelancing & Affiliate Marketing with Samantha Anthony

short haired woman standing in front of a lake

Originally from New York and currently in Buffalo, New York.

Q: How do you support yourself? 

I support myself through freelance writing and editing as well as blogging.

The blogging piece of the puzzle in particular has a lot of different income streams, with the main ones being affiliate marketing and book sales.

Q: What was your biggest struggle in going remote, and how did you overcome it?

To be honest, I didn’t start out with the goal of going remote, partially because I wasn’t aware of the remote work movement until after I was already in it!

I got a taste and realized that I could never go back to non-remote work, at which time I started working in earnest to make sure I could keep working remotely.

But once I started working remotely, my main struggle was learning how to sustain myself as a freelancer and self-employed remote worker, especially in the early days. 

My first freelance gig was just an opportunity for some extra cash. I didn’t know what I wanted to do from there, so I decided to spend a couple of months trying to figure out my next move.

As I traveled and did work exchanges, it started to sink in how much I enjoyed the ability to work anywhere. I had freedom and control over my own time.

My freelance gig was doing well, but I definitely couldn’t support myself living in NYC yet. But then I realized: I didn’t actually want to stay in New York. My partner and I decided to leave NYC and start house sitting, trading pet and home care for free accommodation.

House sitting full time was the unexpected answer to my struggle at how to start building my freelance business. It reduced our monthly rent to zero, which enabled me to focus on the freelance opportunities that I wanted.

It also enabled us to start our blog, a passion project that’s now turned into another source of income. House sitting has played a huge role in my remote work journey because it really afforded the time and space for me to figure things out at my own pace. 

Q: How long did you work before you were able to go completely remote? 

Since I didn’t start with the goal of going remote, I didn’t have a timeline and specific location independence goals.

The gap from when I got my first freelance opportunity to when I quit my full-time job was about six months.

Q: What advice do you have for someone who wants to write their own remote work success story? 

Look for the places where you can start planting the seeds of remote work into your current life. What skills do you have that you could turn into freelancing opportunities?

Put yourself out there within your network and say that you’re currently available to take on clients in your field.

It really is as simple as that, and you’d be surprised at how many people might take you up on your offer.

I hope that my story shows that becoming a remote worker isn’t linear, it doesn’t necessarily need to take a certain pathway, and staying open to the opportunities that come your way can sometimes be an unexpected part of the bigger picture. 

My second piece of advice is to save as much money as humanly possible. You’ll thank yourself in the future! 

Find Sam online at http://www.alternativetravelers.com

Note from Kayla: I second Sam’s sentiment that financial preparation is an important part of your remote work success story. I encourage you to start with the process of lifestyle deflation before you start your transition away from your 9-5 to make this easier.


12. Blogging & Pinterest Management with Kayla Ihrig (My Remote Work Sucess Story)

me in a german town enjoying the sun

My name is Kayla. I’m the person behind this blog, Writing From Nowhere! I grew up in Pennsylvania and am currently live in Groningen, Netherlands.

Q: How do you support yourself? 

I have several income streams: I am a Pinterest manager and Pinterest coach; I make affiliate income from my blog, and I sell templates.

Q: What was your biggest struggle in going remote, and how did you overcome it?

In the beginning, it took a lot of inspiration for me to believe that it wasn’t frivolous to leave my salaried position.

I already had remote work skills and had freelanced, but I wasn’t living an alternative lifestyle and trying full-time. It took a lot of wind in my sails to move me.

I scoured the internet for remote work success stories to learn from and help me be brave. That’s the exact reason I made this blog post featuring remote work success stories.

Q: How long did you work before you were able to go completely remote? 

Initially, when I left the corporate world in 2017, I had a very short transition period. I had already been freelancing during my corporate job, and knew that I would find more work online if I had to.

However, that iteration of working online wasn’t what I consider a true remote work success story. I was still chained to my desk, even on an island in the Caribbean. When I started Writing From Nowhere, that was the real journey to independence. I worked on Writing From Nowhere constantly for 1.5 years before making a profit (you can read more about my story here).

Q: What advice do you have for someone who wants to write their own remote work success story? 

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The truth is, the life you want is out there. It’s going to take hard work, bravery and tenacity to make it happen. But it’s completely worth it.

Don’t dismiss what you want to do and find people who get it. My rule was to only tell two groups of people until about my ideas: first, formative figures in my life who would help me vet this ideal thoroughly.

Second, people who would be excited. Thinking outside the box rubs some people the wrong way, and you have to be protective of your dreams. I talk about this more in my career fulfillment blog post.

When I felt totally alone in this quest to leave my career and go backpacking, I started volunteering at a hostel just to be around travelers. It always picked up my spirits and reminded me that travel was a worthy dream, and not something to outgrow as some people had suggested.

And, if you don’t have any community yet, then consider me your first “they get it” friend 🙂 I really do get it, and you can email me any time to chat at [email protected].


Remote Work Success Stories Conclusion

Have these remote work success stories inspired you to take the plunge and try to leave your 9-5 and go remote? As you can tell, I’m extremely passionate about helping people pursue remote work if it’s pulling at their heartstrings. You can find all of my remote work resources here, and specifics to help with the transition out of the 9-5 life here.

My belief is that the greatest obstacle to your joining the ranks of these remote work success stories will be your mindset. Everything else can be figured out, but an ironclad mindset needs to be the first set.

Why not reinforce your mindset every time you check your phone? I’ve compiled some of my favorite quotes and formatted them into phone wallpapers to do just that. Get your mindset boost here.