The Quiet Struggles of Working From Home: A new series for Entrepreneurs.
What no one tells you about building a business from your kitchen table
When I started working from home as an entrepreneur, I thought the biggest struggle would be time management.
I didn’t know how hard it would be to reach out and schedule conversations.
Or how vulnerable I’d feel trying to market myself online — putting my face on camera, hoping someone out there would care enough to click “follow.”
Turns out, that was just the tip of the iceberg.
Through my interviews with Entrepreneurs who work from Home, video series, I’ve found we all have small battles to overcome every day. Battles like
- fear of rejection,
- self-doubt, isolation,
- handling finances,
- an overflowing to-do list,
- and the pressure of showing up as both a CEO and a parent — all within the same hour.
If you’re reading this and nodding, welcome. You’re not alone.
This is the first post in a short series I’m calling:
Challenges of Entrepreneurs Who Work From Home
Each week, I’ll explore one struggle we face — not the glossy kind, but the messy, real ones that keep us up at night. But I’ll also offer some tools, not just talk. LET’S GET INTO IT.
1. Reaching Out to Schedule Conversations — Why Is It So Hard?
Scheduling conversations with prospects or potential collaborations or even colleagues shouldn’t be difficult. After all, it’s the number one revenue generating task for entrepreneurs. It’s not just about typing the email or hitting send on that DM.
It’s the emotional weight behind it: What if they ignore me? What if I sound awkward? What if they say no? Here’s what helps me schedule 3 RGA’s every week:
First, I script the message. Keeping it short, clear, and warm makes it easier to hit send. I love to get help from my AI Companion to help me with this.
Make sure it’s an invitation. Instead of “selling,” I tell myself: “I’m inviting someone into a conversation. They’re free to say yes or no.”
Schedule RGA’S in my planner. Every week my goal is to connect and have 3 conversations. Whether it’s a past client, or a prospective client, or a business colleague, a conversation somehow always leads somewhere.
2. Time. Time. Time.
As entrepreneurs, we don’t lack ambition — we lack structure. When your workspace is your home, the lines often blur. Suddenly you’re juggling laundry, lunch, and leads.
Here’s what I learned :
From my interview with Olena Sadoma, I learned where you’re energy levels are at and the right time to be working and the right time to be resting.
Set 3 daily “non-negotiables.” These are wins I commit to, no matter what.
I Work with the Pomodoro technique, taking breaks and getting a project completed. It’s more effective than pushing through all day. You can learn abhow to use the Pomodoro technique here.
3. Fear of Being Seen.
Ask yourself this question: How visible are you in your business? Putting yourself out there — on video, in writing, online — can trigger deep insecurities. Will I sound dumb? Will anyone care?
What’s helped me:
Start small. A behind-the-scenes Instagram story is lower stakes than a 5-minute YouTube video.
Join a feedback-safe group (like Networking group or a mastermind).I feel so comfortable with my mastermind group. They have the same anxieties as me and we actually talk about this stuff together.
“Done is better than perfect.” This is one of my favorite sayings. Every time I post something, I repeat this to myself.
4. Balancing Work and Family: This one can trip us up. Sometimes you have to make decisions and choices like taking a call during dinner, or leaving your husband to put the kids to bed, just so you can finish a client project.
These are ways many of the Entrepreneurs I interview answer this question.
Pre-set work hours and protect them. When I log off, I really log off. Learn how Entrepreneur, Tiffany Kane, sets careful boundaries to protect her time with her family.
Involve your family. Entrepreneur, Tonya Kubo teaches her kids how to interrupt her when she’s working.
“You can’t Quit on a Hard Day” says, Entrepreneur LeeAnn Webster. WISE WORDS from someone who’s a very experienced Entrepreneu.
5. Finding Clients Without Burning Out on Social Media
Everyone says “show up consistently,” but no one talks about the energy drain it creates.
What’s helped me:
Pick one platform and do it well. Don’t try to master Instagram, LinkedIn, and YouTube all at once. I do YouTube Videos and focus on Instagram.
Batch create content. I create content every Sunday in my weekly planning session
Engage, don’t scroll. Set a timer to interact intentionally. Boy, does this help you NOT GO DOWN RABBIT HOLES!
If You’re Feeling Overwhelmed, Try This:
Take 5 minutes and write down:
What are the top 3 things that stress me out about working from home?
What’s one small action I could try this week to ease that stress?
This isn’t about fixing everything. It’s about acknowledging it and making tiny shifts that add up over time.
Coming Up Next Week:
“Why Reaching Out Feels So Awkward — And How to Make It Easier”
We’ll go deeper into the resistance around outreach and how to build confidence with connection-based marketing.
If you’ve struggled with visibility, structure, or just staying sane while doing it all at home, this series is for you.
I'd love to hear from you:
What’s been the hardest part for you about running a business from home?
Drop a comment or hit reply — I read every message.
We’re in this together.