What’s the biggest obstacle holding you back from working for yourself?
Choose the ONE obstacle holding you back the most so we can start sending you free resources, coaching recommendations and loads of encouragement to help you gain your work freedom!
Not sure which one to choose? Let us help!
Manage Yourself to Feel Less Overwhelmed and More Productive
Feel overwhelmed, burned out, anxious, disorganized or stuck? Learn how to prioritize your time, conserve your energy, unlock the magic of habits and to discover what makes you uniquely productive when you choose “manage myself”.
Find and Clarify Your Business Idea
Ready to explore working on your own, but have no idea what you would do or have too many ideas? Learn how to find the right business idea for your values, needs and abilities, as well as one that will sustain the cost of your ideal lifestyle when you choose “clarify your idea”.
Build Support to Start Your Business
Already have a business idea, but have no idea how to start working on it to turn it into a business? Learn how to create a team of advisors, how to find your ideal customers and how to create a community of people who want to see you succeed when you choose “build support”.
Still not sure which one to choose? Contact us and we’ll make a recommendation based on the obstacles you share with us.
We do highly recommend choosing managing myself first. The better you understand yourself and what makes you uniquely productive, the more easily you’ll be able to create work that works for you!
The First 5 Actions to Gain Your Work Freedom
(No matter where you are on your journey!)
Lots of people think about working for themselves, but too few ever do anything about it. They either think they don’t have enough time or enough money or a good idea or how to get started.
I want to show you that you already have everything you need to start working for yourself right now!!
Below are the first 5 actions I recommend to begin your solopreneur journey. They will also help you sustain your motivation at each stage of your development.
ACTION #1: Leave Work On Time
Honestly, this is the very first piece of advice I give someone who is currently employed and thinking about working for themselves.
On average people can find an extra hour a day just by leaving work on time! I’m not advising you to blow off your current job, but don’t feel like you have to go the extra mile anymore either.
Do exactly what you’ve been hired to do and clearly establish boundaries about when you will arrive and leave work.
Leaving work on time puts your job in a new context. It’s now funding your transition toward becoming a solopreneur and will force you to make more productive use of your time while you’re at your job.
ACTION #2: Schedule a Meeting With Yourself
Once you’ve taken back 1 hour a day from your current job, use that time to schedule a daily meeting with yourself to focus on figuring out how to work on your own.
You’re now your most important client! Treat yourself like it! Set up an appointment in your calendar with yourself just like you would do for anyone else.
How you spend your time says more than what you “say” you want to do. If you’re serious about working for yourself, you have to make time for it!
Here’s a self-improvement challenge to start scheduling a meeting with yourself.
ACTION #3: Write Daily
I have interviewed 500+ self-employed people and they have said the number one habit for getting unstuck is writing daily.
If you are considering working for yourself but haven’t taken any action, you’re stuck. You know the path behind you is no longer an option, but the path forward is unclear.
Writing daily enables you to get your thoughts out of your head, so you can gain a new perspective as you read them in written form.
Getting in the habit of writing on a regular basis also primes your pump for idea generation and your creativity.
I believe writing daily is the most important self-awareness habit you can develop.
You can track your fears, your unproductive habits and anything else holding you back from becoming a solopreneur. Once your obstacles are in written form you can finally confront them.
Remember, your writing doesn’t have to be anything formal. It can be lists, random thoughts, drawings and anything else that gives you the freedom to express your thoughts and ideas.
Get our Daily Growth Journal as one of the free resources when you sign up for our coaching emails for Managing Yourself. Enroll Now
ACTION #4: Calculate Cost of Your Lifestyle
Do you have any idea how much money you need to live your ideal lifestyle? Do you even know how much money you spent last year?
I created a Lifestyle Calculator to help you calculate how much money you really need to make each year once you finally work on your own.
A lack of savings holds lots of people back from becoming a solopreneur. Once you run your numbers through the Lifestyle Calculator I created, you’ll be able to identify and cut unproductive spending. You’ll be able to use that saved money to fund your transition toward working for yourself.
ACTION #5: Hang With Like-Minded People
Making the transition from “employee” to “solopreneur” is really about changing your habits. Your life is the sum of your habits. And your habits are heavily influenced by the habits of the people you spend the most time hanging around.
Nothing will support your transformation more quickly than hanging out with people who want the same change as you or are doing what you want to do.
If you don’t have a lot of self-employed people in your life, you need to make some self-employed friends!
When you see possibilities in others, you start believing in them for yourself too.
Make friends, not connections. Build a community, not a network. Seek out people that genuinely interest you or you think you might be able to help.
Is building support the biggest obstacle holding you back from getting your business started? Start getting free resources and recommendations from us to help you build your community of support. Enroll Now
More LSTM Solopreneur Resources
LSTM Podcast
Listen to inspirational stories about people who made the transition from employment to working for themselves and all the different ways they’ve done it. Learn about the most important life skills that helped them get unstuck and thrive! New interviews each week! Listen Now
Lifestyle Calculator
How much does your ideal lifestyle cost? Don’t know? Calculate it now by downloading our free Lifestyle Calculator. Learn how to prioritize your spending to achieve your goal of gaining your work freedom. You’ll probably need much less money than you think! Download Now
Weekly Reflection Reminder
If you want to create work that works for you, start scheduling time each week to reflect on what’s working and not working in terms of the work you are designing for yourself. Each Saturday morning ET we send a story, exercise or suggestion for you to reflect on. Subscribe Now

Thank You
I appreciate the time you’ve already spent with us! One of the primary motivations for starting this community was because I was tired of being alone on this journey. I know how hard it can be, so I don’t want you to feel as alone as I once did.
I know how important hanging out with a community of like-minded people is to make the big change you want to make in your life. I would be honored to be invited on your journey.
Probably the most important action you can take right now is to ask me any questions on your mind. Submit your questions now or send me a tweet.
I don’t know the answer to everything, but I’ll do my best to research an answer to your question.
I’ve managed online communities before and I want to do my best to answer every single one of your emails. I want you to share your stories, your struggles and your successes. Teach me how to better help and serve you.
I look forward to working with you.
Remember, it’s possible!
Stephen
PS Start receiving our weekly reflection reminder every Saturday morning to help nudge you along your solopreneur journey! Subscribe Now