How to Do What You Love

Rockland Trust's five considerations will help you decide if starting a new career is right for you.
4 minute read

The saying goes, “If you love what you do, you’ll never work a day in your life.” While that’s the dream for most of the working world, unfortunately, finding a fulfilling career that also supports you financially can be challenging, especially if you have dependents who rely on you.

If you’ve reached a point in your life where you’re looking to make a change — whether that’s an entirely new career path, turning a hobby into a fully operational business, filling your time during retirement or keeping busy as an empty nester— the following five considerations will help you decide if starting a new career is right for you.

 

Test the waters

There’s a big difference between a side hobby and a full-time business. Heather Yunger, founder of Top Shelf Cookies, knows this well.

“Before I started Top Shelf Cookies, I got my feet wet by working a second job at a local bakery. Sure, I liked making cookies for my family and friends, but I needed to experience the business sides of bakeries to help me determine if it was something I wanted to do full-time. It was important for me to learn the ropes before investing all my time and money into a project that I might not even like.”

Luckily for Heather (and her happy customers!) it turns out that running a bakery was an excellent career fit. Mitigate your risk by confirming the field you want to get into is something you could see yourself doing beyond your free time.
 

If you’re thinking about changing industries, be honest with yourself about why you’re looking to make a change. If it’s the prospect of more money, but is in a field you’ll potentially hate, that’s likely not the best move. Before doing a complete 180, think about what you really want out of a new career and what it may mean for your personal satisfaction. Talk to people in the field and learn as much as you can. While the grass always seems greener on the other side, every industry has its shortcomings. Know what’s in store before you make a big change.

 

How to Start a Business

 

Don’t mistake “being your own boss” as having no responsibility
A major lure of owning your own business is the idea of not having to answer to anyone but yourself. While being your own boss may come with a sense of freedom, that doesn’t mean you have no responsibility. Being a boss is quite likely more work than just reporting to one. Not only are you putting your financial stability entirely in your own hands, but if you have employees, your actions directly affect them as well. According to the Small Business Association, only half of all establishments will survive five years or longer. If you’re not committed to investing ample time and resources, you could quickly find yourself obsolete. An important first step is to develop a solid business plan; check out our handy guide for getting started.

 

Uncover your weaknesses
As much as we’d all like to be perfect, there’s very few of us who actually are. Know your areas of weakness and find ways to overcome them or find someone you can trust to take over that part of the business. For example, maybe working with numbers just isn’t your thing. If that’s the case, do you want to be responsible for bookkeeping and payroll? If yes, consider taking an accounting class to understand the basics. Or turn to a professional. Sometimes, hiring someone to handle the things you’re not good at saves time, and therefore money.


Know what resources are available and don’t be afraid to ask for help
There are dozens of free or low-cost resources available for prospective small business owners or people looking to make a career change. Don’t be afraid to utilize these resources to set yourself up for success.

  • The S. Small Business Administration provides free small business counseling and advice, loan information and other helpful tools.
  • Join your college’s alumni networking group - it’s an easy way to meet individuals with whom you already share a connection and it never hurts to grow your network.
  • Thanks to technology, there are more and more online trainings available that cover virtually every topic imaginable. Refine your skills in an online bootcamp to differentiate yourself from the competition.
  • Your local community college may also offer classes or certificate programs to help enhance or learn new skills.
  • If you’re a minority-, woman- or LGBTQ-owned business, there are additional resources available to help you succeed.
 

Set your expectations
Ask yourself what exactly you want to get out of this new venture. Do you really want to be a business owner, or is this side hustle just a way to make some extra cash? Go in with a plan and understand how much time (or not) you’re willing to invest.

Before you up and leave your full-time job to pursue your passion, think carefully about how losing your steady salary and benefits will impact your financial goals and future. If you need help navigating this decision, our expert financial planners and business banking team at Rockland Trust are here to help.

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