End of year tax tips for the self-employed

One of the most daunting aspects of being a small business owner or freelancer is trying to figure out how to navigate bookkeeping and taxes. While it may seem overwhelming at first, it really is just a matter of being organized and surrounding yourself with smart people who “nerd-out” over things like deductions, receipts and contracts. We rounded up some of the best and brightest accountants and tax advisors to help you get ready for tax season. Don’t wait for 2019 to get your business in order! Putting these tips in place before the end of the year may just Read More…

Why businesses fail

Dear WAHFAQ, I want to start a business, but I’m scared to death of failing. At this point in my life, I just don’t have the energy to start something without knowing for certain it will be a success. How can you tell if something will be successful or not? Time and time again, people with good intentions and great ideas fail at creating their own business. How many step back to analyze their failures, re-group and try again?  Success comes to those who are able to push through set-backs and learn from their mistakes. Before you start on your Read More…

Insurance for the self-employed

Dear WAHFAQ, I really want to start my own business, but I’m scared to death of giving up my health insurance. I know the Affordable Care Act is currently under attack, and I just don’t want to take the leap with something so important hanging in the balance. What would you recommend?   Ah yes, Insurance. It can be tricky to navigate once you’re outside the safety net of an employer, but there are a few options that are available to you. And truthfully, there is nothing wrong with staying in your job while you build a business — Especially Read More…