Will Dailey

How Will Dailey Makes a Living as a Middle-Class Musician

Will Dailey’s music career began with a spatula and a tennis racket. As a child, the Boston-area native would lead imaginary orchestras while listening to

Call someone -- a client, a business contact, a mentor. Then put your phone away for at least two hours. Seriously. Photo: Alfredo Caceres

15 Ways to Grow Your Business This Year

When I look back at my 15 years of business, people often ask what my specialty is. With a diverse background in startups, working in

Volunteering at food pantry

How Volunteering Can Help Your Business

Small businesses are always looking for ways to strengthen the culture, empower employees, find new clients, and build goodwill in the community. Many companies will

Driving fast

Insuring the Sharing Economy

Any doubt about the depth of wisdom of a mother’s time-honored aphorism to “share and share alike” has been laid to rest by the meteoric


Why I’m Going Back to Grad School — Or Not

To go or not to go? That is the question. If you’re in a mental traffic jam about graduate school, this post is for you. The

jar labeled taxes

Quick Year-End Tax-Saving Ideas

Holiday stress is boiling over, and the last thing you want to worry about are your taxes due next April. But while enjoying a good year

Dave Witham, Proclamation Ale Co.

Small Business Saturday: Building a Brewery at Proclamation Ale Co.

For longtime musician Dave Witham, crafting beer at his new brewery, Proclamation Ale Co., is a creative process that’s equally, if not more, satisfying than

visible mending

How to Make Money Selling Crafts on Etsy

Have you ever knitted a scarf, made jewelry, or sewn clothes for your kids? Can you build a bench, take intriguing photos, or make a picture

Dollar bill cut up

Becoming Rich Is a Matter of Mind Over Money

Mindset plays a much bigger role in reaching our financial dreams than most of us realize. The good news is, you can work on your

Navigating the Small Business Administration

Like so many government endeavors, the Small Business Administration (SBA) can be both incredibly helpful and terribly confusing. Here’s how to use it effectively to help

Airbnb listings in Boston

How to Make Money as an Airbnb Host

Anyone who has stayed at a nice hotel in the past decade knows it’s not cheap. When was the last time you stayed in a

Pickup truck at job site

How to Insure Your Home Business

A business is a business regardless of where it’s located. That includes home-based businesses, which is why decisions about insurance should be based on need

Businessmen talking

Small Business Money Traps to Avoid

First off, accept that you are going to make mistakes running your business. Calm down, we all do. And while it’s okay to lose a

Insurance shop in Waterville, Maine

How to Start Your Own Insurance Business

Looking for a recession-proof business? Insurance is one of those industries that is largely untroubled by the state of the economy. The reason is that most

How to Land Your First Client

If you build it, they will come. Wishful thinking. And unfortunately, it’s the mentality many first-time entrepreneurs have before opening their doors. I, too, fell victim

10 Life Lessons of Entrepreneurship

When I started my own business several years ago, my primary goal was to surpass the five-year mark. I’d heard time and again that the

The Coolest Cooler

Everything You Need to Know About Crowdfunding

Ryan is trying to raise money for his startup. His idea is to build a luxury cooler (yes, the kind you store lunch and drinks in) for


Eight Ways to Prevent Entrepreneurial Exhaustion

All work, no play — at least until you meet your income goals. I used to think this was the surefire way to attain success

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