How I Took 3 Months of Maternity Leave as a Freelancer

How I Took 3 Months of Maternity Leave as a Freelancer

There’s no universal guide for self-employment, so it can be tricky to navigate personal, emotion-packed situations like taking bereavement time or maternity leave as a freelancer. When I found out I was pregnant last fall, I almost immediately started planning my maternity leave in my head. How would this work? How much time should I take? Would my clients be upset? Would they replace me while I was out? How much income would I lose? 

There were a lot of concerns and logistics to work through, but I knew I needed to give myself time to recover from childbirth and acclimate to parenthood. I wanted to take at least eight weeks of leave. Today on the blog, I’m sharing how I planned for maternity leave, how my leave actually played out, and more. I hope it’s helpful for any self-employed, soon-to-be parents out there who are navigating this too!

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Celebrating 5 Years of Serve Me the Sky Digital

Celebrating 5 Years of Serve Me the Sky Digital

This month marks a huge milestone for Serve Me the Sky Digital: we’ve officially been in business for five whole years! According to the U.S. Bureau of Labor Statistics, 50% of small businesses fail within the first five years. I’m so grateful to be among the 50% that are still standing, especially after social and economic turmoil and personal life changes too. 

In the past five years of growing my business, I’ve met some amazing people, taught engaging workshops, worked on massive global brands and tiny startups, and learned a lot about what it takes to run your own business. I’m thankful for all the opportunities that have come my way, often via my awesome network of supporters and wonderful clients. 

Five years ago, it was hard to picture what the future of Serve Me the Sky Digital would look like. I only had a couple of clients, at rather low rates, and didn’t know what to expect. I took a bet on myself and made the leap. I’m so glad I did. I hope to have many more happy years of self-employment ahead, full of great projects with people and organizations I love working with!

Without further ado, let’s dive into some projects and opportunities I’ve enjoyed this year, lessons learned, and a look to the future. 

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Celebrating 4 Years of Serve Me the Sky Digital

Celebrating 4 Years of Serve Me the Sky Digital

This May marks four years of running my own business full-time. A four year anniversary may not be a big deal to some, but it feels important to me. Four years of successfully running my business, even through an unprecedented global pandemic and economic turmoil? It is a big deal!

As I said in my newsletter this week, running Serve Me the Sky Digital is the most satisfied I’ve ever felt in my work life. I spent four years in higher education and earned a master’s degree in educational administration, then pivoted to nonprofits and worked in marketing at a startup incubator. I learned a lot at those jobs, but both were not a great fit for me.

Since diving into self-employment full-time, I’ve had opportunities I never would’ve guessed would come my way and have been happier all around. Glowing testimonials from clients I love working with make me proud of how far I’ve come and thankful to be where I am in my career right now. 

Let’s get into some of my favorite projects, lessons I’ve learned, and a glimpse ahead!

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Celebrating 3 Years of Serve Me the Sky Digital

Celebrating 3 Years of Serve Me the Sky Digital

It’s hard to believe that this month marks three years of running my own business. Strangely enough, this is the third business anniversary I’ve celebrated during the COVID pandemic. My first business anniversary was a few months after the pandemic started, in May 2020, and the second was in May 2021, just as we were all starting to get vaccinated. It’s certainly been a challenging time to start and sustain a business! I’m grateful to all the amazing clients I’ve worked with along the way who have made it possible for me to continue on this fulfilling journey of self-employment.

Without further ado, I’ll share with you some of my favorite projects from the past year, lessons learned along the way, and what I’m looking forward to in the future.

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How to Know When it's Time to Go

How to Know When it's Time to Go

Over the past year or so, I’ve had to make some difficult decisions regarding how I’m spending my time–whether it’s my client work or volunteering efforts. In 2021, I ended client relationships and moved on from leadership positions, and those decisions weren’t easy. Back in 2020, I ended my passion project, which was also a tough call. Sometimes it can be extremely challenging to figure out whether an endeavor is serving you anymore. Is it time to move on? Should you stay? There’s no rulebook and it’s different for everyone!

That’s why I thought it might be helpful to transform some of my own experiences and feelings into a handy quiz for others who are in the same boat. This isn’t a definitive guide, it’s simply meant as a jumping off point.

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How ADHD Impacts Me as a Business Owner–For Better & For Worse

How ADHD Impacts Me as a Business Owner–For Better & For Worse

In October, I got diagnosed with ADHD. Learning about my ADHD has helped me understand how I function as a human and as a business owner. This learning process all started thanks to TikTok. I saw a video about Rejection Sensitive Dysphoria, a condition commonly comorbid with ADHD. "I don't have ADHD, but I definitely have Rejection Sensitive Dysphoria!" I told my therapist excitedly.

"Oh Emily...you definitely DO have ADHD. I've been trying to tell you that, but I guess you weren't paying attention," she said.

Consider me roasted! I had to laugh. Once I started doing my research, it was shocking how many things suddenly made sense. ADHD has a huge impact on how I show up as a business owner–for better and for worse. If you have ADHD and are considering starting a business, but worry that your ADHD may be a barrier: this blog post is for you! For as much of a hassle as ADHD can be in some ways, it can also be a superpower.

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Celebrating 2 Years of Serve Me the Sky Digital

Celebrating 2 Years of Serve Me the Sky Digital

Picking a business anniversary is a funny thing. There are many dates I could have chosen: June 2017, when I signed my first freelance client. July 2018, when I got my DBA. But the day I chose to celebrate is May 6th, because that’s when it felt most real. That was the first day I sat down to work for myself full-time after walking away from my stable day job.

When I celebrated this milestone last May, we were two months into a global pandemic that no one would have guessed we’d still be living through a year later. Running a business during a global pandemic is hard! It seemed that with many organizations, when times got tough, marketing was an easy thing to slash from the budget. To get me through a slow time, I picked up some part-time work as a contact tracer, which was fascinating and engaging. Business has been ramping back up, and I’m so excited about that!

In addition to running a business during a global pandemic, I also had to navigate doing so while helping care for my mother as she declined due to stage 4 cancer, then grieving and taking bereavement time while self-employed. This year was a lot to handle. I’m proud that my business is still standing here strong today, after a super difficult year.

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Celebrating One Year of Serve Me the Sky Digital

Celebrating One Year of Serve Me the Sky Digital

It’s been just over one year since I went full-time with my business. On May 6, 2019, I sat down at my grandma’s old desk in the guest room, booted up my new MacBook Air, opened up the Gmail business account I’d just created, and wondered, “What the heck do I do now?”

The good news is, I figured it out, slowly but surely. Day by day. One of the many tricky things about working for yourself is that there’s no go-to person you can ask for all the answers. I’m lucky to have awesome self-employed friends who were always down to brainstorm, a super supportive husband, and a great community of people cheering me on.

When I quit my day job, I had just 2 clients on retainer. That was it, and I was terrified. The stats look a little different now: I worked with 44 clients in my first year of business. There was a lot of variety to my work: 12 writing projects, 10 nonprofits, 9 one-on-one consultations, 6 paid speaking engagements, 2 higher education institutions, 2 small businesses, 1 startup, 1 political candidate, and 1 multinational corporation that I can’t talk about (yet) because of an NDA.

I’m really proud of everything I’ve accomplished with my business in this first year. So today, I’m taking an opportunity to look back and reflect.

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8 Tips for Working from Home

8 Tips for Working from Home

For awhile now I’ve been meaning to write a blog post about working from home, and with the coronavirus top of mind for countless American workers, I figured there was no better time than the present to get this post out into the world. Of course, you know that you should blast Fifth Harmony’s “Work From Home” at the start of each workday, but what else should you do to ensure #WFH success?

I’ve been working for home for about 10 months now, ever since I took Serve Me the Sky Digital full-time. I walk a fine line between introversion and extroversion, so I wasn’t sure how working from home was going to go. I was nervous I might feel isolated or bored. That hasn’t been the case. However, there are a few key things I’ve learned along the way that have made working from home work for me. I’m sharing them here with you today in case they help you too.

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2019 in Review

2019 in Review

It’s hard to believe that 2019 is coming to a close already. A lot has changed this year. Back in January, I was working full-time at a startup incubator. As I close out the year, I’m sitting at a Wayfair desk in my home office with my dogs snoozing nearby. 

I wanted to take some time to pause and reflect on everything I’ve achieved this year (at the risk of sounding braggy), because it’s important to remember how far we’ve come and to celebrate it. And besides, as a self-employed person, no one else is going to celebrate for me! Let’s do this:

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