PlusMinus

Business

Should I start my own business?

Is starting a business the right move for me, or am I better off staying employed?

Roughly half of new businesses survive five years, yet the founders who make it rarely regret trying. The decision comes down to your runway, your tolerance for income swings, and whether the idea pulls you harder than the steady paycheck holds you.

Pros

  • Full control over what I build, who I work with and how I spend my days8/10
  • Uncapped upside: equity in something I own instead of a fixed salary7/10
    • +A successful business can become a sellable asset, not just an income5/10
    • Median small-business owner income is comparable to a decent salary, not a windfall5/10
  • Skills compound fast: founders learn sales, finance and operations in one year, not ten6/10
  • Even if it fails, founder experience is increasingly valued by employers4/10

Cons

  • Income cliff: first-year founders typically earn less than half their old salary, often zero9/10
    • Benefits disappear too: health insurance, retirement match and paid leave now come out of pocket6/10
    • +A 6-12 month personal runway converts this from a crisis into a planned phase5/10
  • Roughly half of new businesses do not survive five years8/10
  • The buck always stops with me: no colleagues to delegate to, no true time off early on7/10
    • Founder burnout is common; the business follows you on vacation and into the night5/10
    • +Systems and early hires can take you off call sooner than most founders expect3/10
  • Most of my time will go to selling and admin, not the craft I actually enjoy6/10

Frequently asked questions

How much money should I have before starting a business?
A common rule of thumb from founders is 6 to 12 months of personal living expenses on top of the startup costs themselves. First-year founders frequently earn less than half their previous salary, and many take no salary at all for months. If your business needs to pay your rent from month one, you are forcing it to grow faster than most businesses can.
Should I quit my job first or start on the side?
Starting on the side is the lower-risk default and works well for services, content and software. Research on entrepreneurs found that those who kept their day job while starting were significantly less likely to fail, likely because they could be patient. Quit first only if the business demands full-time hours by nature or you have a long runway saved.
What do most new business owners underestimate?
Selling. Most first-time founders budget for building the product or service and underbudget for finding customers, which usually takes more time and money than the build. The second blind spot is administrative drag: invoicing, taxes, insurance and compliance routinely eat 5 to 10 hours a week that used to be billable or buildable time.
How likely is my business to fail?
Around 20 percent of new businesses close within the first year and roughly half are gone by year five, but those averages hide big differences. Survival is much higher for businesses with prior industry experience, existing customers lined up, and low fixed costs. Failure also rarely means ruin: most founders return to employment with new skills and a stronger network.

Is starting a business the right move for me, or am I better off staying employed?

Weigh it yourself