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Episode 1673:
Stephen Warley breaks down how to approach delicate conversations with your family when you're leaving traditional employment to work for yourself. He offers strategies to communicate your vision, address their concerns with empathy, and build a support system that aligns with your new path.
Read along with the original article(s) here: https://lifeskillsthatmatter.com/talk-to-your-family-about-working-for-yourself/
Quotes to ponder:
"Your family loves you and wants the best for you, but they may not understand what working for yourself means."
"Don’t seek their permission, seek their support."
"You are the one who has to live with the consequences of your work choices, not them."
Episode references:
The War of Art: https://www.amazon.com/War-Art-Steven-Pressfield/dp/1936891026
Designing Your Life: https://www.amazon.com/Designing-Your-Life-Well-Lived-Joyful/dp/1101875321
The Big Leap: https://www.amazon.com/Big-Leap-Conquer-Hidden-Level/dp/0061735361
Quiet: https://www.amazon.com/Quiet-Power-Introverts-World-Talking/dp/0307352153
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[00:00:30] This is Optimal Work Daily. How To Talk To Your Family About Working For Yourself by Stephen Worley of LifeSkillsThatMatter.com When you decide to start a business, one of the toughest and most unexpected challenges you may face is how to talk to your family about working for yourself. Believe it or not, one of the most common questions I receive from our community has nothing to do with starting a business. I'm often asked, in varying ways, how do I talk to my loved ones about the work I want to do?
[00:00:58] You may be super excited about making this big change in your life, but talking to your loved ones about it makes you feel very apprehensive. Why? You're afraid they won't understand. You're afraid they won't support you. Worse, they'll doubt you. You're afraid they will judge you and your business idea. You dread questions they might ask, like, so how's work? What are you working on now? How's your business? Are you making any money yet?
[00:01:23] It's especially tough hearing those questions in the early days of your business when you don't have everything figured out. Not having answers to those questions makes you feel like you don't know what you're doing. Those questions make you feel judged. They remind you of your own doubts, too. The hardest thing about working for yourself is coming to terms with your new identity. You're shedding your employment identity to give life to your new identity as a solopreneur. The way you view your attention, energy, time, money, and relationships is going to change dramatically.
[00:01:52] When you make such a big change like this in your life, how others perceive you will change, too. You're nervous about talking to your family about working for yourself because you're afraid it will change how they see you. You're afraid you might lose them because they won't like the new you. All you want is to feel supported and understood by those you love the most because you already feel so vulnerable about making this decision. But what do you do when your mom or dad or wife or husband or best friend just don't get it?
[00:02:20] How do you talk to your family about working for yourself when you feel like they might be critical of your idea or even try to talk you out of it? First, I know this might be hard to do, but remember, they love you. What you might be receiving as judgment and criticism is their way of protecting you. More often than not, they believe they're acting in your best interest because they don't want to see you get hurt financially or emotionally. Your loved ones are your first investors. They might not give you money, but they can provide emotional support.
[00:02:49] Give them the time and space to understand what it is you're creating. Try to use language and analogies they understand. And from my experience, it's going to take more than one conversation. Look for opportunities to share what you're doing over and over again. Do it in a way that aligns with their interests. Your family's reaction about the work you want to do says more about their own fears around starting a business than doubting your ability to do it. Over time, as your loved ones see that you're financially secure and happy,
[00:03:18] they will tell you how proud they are of you. Second, they aren't critical because they don't believe in you. They're just unfamiliar with your idea or way of working. My parents still have no idea what I do after 20 years of working for myself. Working online from anywhere in the world is so far removed from what they were taught about how to earn a living. When someone is unfamiliar with something new, they're understandably going to have a lot of questions. Calmly answer them. Try your best not to take their questions personally.
[00:03:47] Again, their reaction has more to do with their own issues than your abilities. Third, they're envious of you. Many of your harshest critics take out their own self-doubt on you. They would love to do what it is you're doing, but they've convinced themselves they can't do it. We all have an inner critic. While you're choosing to put your inner critic in its place, people close to you are allowing their inner critic to unknowingly rule them. Finally, build a new family of support.
[00:04:15] As you continue to transform how you work, you're going to need support from like-minded people to motivate you and encourage you. You may not get the support you're seeking from your loved ones off the bat, so start building relationships with people who are excited about your plans. I like to think of my closest supporters as my adopted entrepreneur family. I have intentionally chosen them, and they have chosen me. Our values are aligned. I still love my own family very much, but have realized long ago they support me in a different way,
[00:04:45] but love me no less compared to when I was employed. You just listened to the post titled, How to Talk to Your Family About Working for Yourself, by Stephen Worley of LifeSkillsThatMatter.com And thank you to Stephen for giving us permission to narrate from his blog today. You can come visit his site, which I have linked in this episode's description, and at oldpodcast.com. Stephen started LifeSkillsThatMatter back in 2016
[00:05:12] to show you how work is changing as you know it, and how you can change work to your advantage. He's been working for himself since getting laid off way back on Election Day in 2000. He's obsessed with researching and experimenting with alternative ways of working, and now he makes enough money to live the life that he wants to live without losing his mind from overworking. He's also got a podcast you can check out where he has interviewed over 500 people who have made that transformation to self-employment. It's called LifeSkillsThatMatter podcast,
[00:05:41] and you can also find that on his site, which is, again, LifeSkillsThatMatter.com. But that is it for today. I thank you so much for listening, being with me each and every day, and that is, of course, how we can keep this show going for you. So have a great rest of your day, and I'll be back again tomorrow where your optimal life awaits.




