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How well do you know this friend? Do you trust him or her in business? What happens if it doesn't work out?

“These are all questions you should ask yourself before committing to working for [a friend],” said Anita Pickerden, a Birmingham, UK-based work life balance coach, in an email. No matter how well you think you know the person, you need to get all of the details of the job in writing before your start. “You may be very good friends now but if you fall out later then you want some proof of the original agreement,” she said.

Some conflict is bound to happen, according to Tilbury: “No matter how strong your friendship is between each other, disagreements will inevitably arise, so it's essential to talk about how they will be addressed.”

Doesn’t have to end badly

It is important to ask the same questions you would of any “boss to be,” said Rich Wellins, a senior vice president at Development Dimensions International, a US-based global human resources consulting firm, in an email. Before saying yes, ask yourself the following, suggested Wellins: Are you comfortable with a hierarchical relationship at work and an equal one outside of work? Are you willing to back your boss even if you disagree? Do you clearly understand what your goals and expectations are ahead of time?

“Your job matters almost more than your relationship with your friend-boss,” said Wellins. “I know many people who dislike their job but still like their boss. Who you work for is critical but not everything. People end up working for their friends every day... In most cases things just work out fine.”