I'm James, 34 years old. I'm a software engineer by profession. Even though I work with technology, these days I feel like the most important software in my life is my mind, and it's getting increasingly complex.
Problem: Facing a difficult decision
Name: James Waldman
Occupation: Software Engineer
Location: Boston, United States
I'm James, 34 years old. I'm a software engineer by profession. Even though I work with technology, these days I feel like the most important software in my life is my mind, and it's getting increasingly complex.
My problem is personal, but I hope someone can understand. I've been working for a company for five years, where the salary is good, the colleagues are great, but the work doesn't bring me joy anymore. I want to do freelancing, control my own time, and even start a small startup.
The problem is, I am married and have a one-year-old child. My wife supports me, but she also worries about financial security. Leaving my job will bring uncertainty into our lives. Still, I feel it is time for me to do something of my own. Should I take this risk, or play it safe?
— James Waldman, Boston
Solution: Askly Help's sincere advice
Dear James,
After reading your letter, I understand that you are in a strange tension—on the one hand, the call for security, on the other hand, the call for freedom. The importance of this decision is clear, because it will not only change your career, but also affect your family.
First of all, you need to understand that uncertainty is an integral part of our lives. If you stay in a job just for security, you might wonder after a few years, "Why didn't I take the chance?" On the other hand, if you leave your job too soon, that uncertainty can put you under additional stress.
Take planned risks.
Taking risks is great, but it's even better when it's planned. Here are a few steps that can help:
- Start freelancing as a side job – Before you quit your job, build up a few specific clients. Take on freelance projects at night or on weekends, see how you feel.
- Build savings – Save at least 6 months of expenses so that your family doesn't face financial hardship after you leave your job.
- Talk openly with your wife – she is on your side, but you need to take her concerns into consideration. Together, create a reliable plan.
- Research startups – If you really want to do something of your own, analyze the market, keep an eye on the competition, and create a step-by-step plan.
- Focus on mental preparation – Be prepared for the mental challenges that will come after leaving your job. Learn to live with uncertainty, because it will be there in the entrepreneurial life.
Balance of love and responsibility
Every big decision in life involves fear, but remember, if you don't walk in the path of your dreams today, your child may see that dissatisfaction in your eyes one day. Just as you want to teach him in the future to "not be afraid to chase your dreams," you need to teach yourself that lesson first.
So yes, quit your job—but do it wisely. Prepare, plan, and then take that leap. Trust me, if you do it right, the thrill of embarking on a new path will make your family proud.
Best wishes for success,
— Askly Help