Don’t assume that because you know them, they’re the right freelancer for the job.
Whether it’s with your best friend or the newest member of your coworking space, a collaboration will only be successful if you choose the right person for the job. Look at integrity as well as ability. Think about the way they conduct themselves with fellow members and their clients. They might be good for a laugh, but will they buckle down when the deadline’s looming?
Walk softly, and carry a comprehensive contract.
It’s one thing to offer your coworker $20 to edit an article you wrote. It’s another to invite them to be part of a three-month project. Contracts define who is responsible for what, and when it needs to be delivered. Oh yeah, and how much everyone gets paid. If there’s money involved, using a contract shows that you respect your collaborator, and want to make sure they are protected as well. DO IT.
Don’t be a dick.
Just because you’re entering into a business relationship doesn’t mean you have to forget that you are friends. Or at least friendly acquaintances. Be flexible. Understand (within reason) life happens. Try to divide and conquer work in a way that’s comfortable for everyone involved. The best collaborations will feel like they were meant to be, and quality work will flow naturally from their formation.
Don’t be a pushover.
In your zeal to be accommodating, don’t forget that you’re a businessperson with a job to do. If someone’s slacking, don’t be afraid to say something. It will only cause you stress and cost you money if you don’t.
Collaboration Checklist via Freelance Folder:
Does that person have any special skills? Will it be beneficial for both of you? How well do you know this person? Is the person financially stable, will you get paid? Is this person reliable? Punctual, honest, hard-working? Can you delegate tasks to this person and vice-versa? What would happen if you ever disagree on something business related? Something personal? Who is responsible for what? Who gets the credit? How will the pay is to be divided?