Loose Environments
You'll find, though, that too loose of an environment can hurt your ability to lead. Trying to be a buddy makes it tough to be a boss. Lack of hierarchy make sit unclear who has the final say in decisions. No rules can mean no one really knows what they're responsible for, or what's truly off-limits. Going out for drinks with your employees makes it hard to criticize them for coming to work with a hangover.
As with most things in life, what's needed is balance. But figuring out where to draw the line is tough. The easy answer -- and the unsatisfying one -- is "it depends."
The size of your firm matters. Bigger firms tend to be more hierarchical because it's harder to coordinate what a lot of people are doing than it is for a few, If you're trying to get different groups within the company to work together you'll probably need a more formal structure than if you've got 15 people working in a startup.
The nature of the work is a factor as well. If you require a lot of teams you should try to break down the walls between different specialties and avoid stovepipes in your company. If it's mostly individual work, you need to focus on keeping open communication between you and each of your individual Creatives. Try to figure out how the communication needs to flow and then set up your structure to facilitate that.
Consider the maturity of your Creatives. Are they mostly fresh out of school or have they been in the working world for a while? Those who are more experienced are more likely to understand what's appropriate and what's not, and can use their own judgment on things. Less experienced workers might need more structure so they can learn about the working world and how they fit into it.
Consider your own maturity as a leader. Are you new to this, or have you been leading for a while? Did you come from the ranks of the employees into management, or did you come into this company from the outside? Your experience, and your existing relationships with your employees, will suggest how much leeway you can give yourself. If you think you're able to have a casual working relationship but still be tough when necessary, then go right ahead. But if you think you'll have trouble crossing back and forth over that line, then just stick to a more professional relationship for now and leave the looseness for when you're ready.
Early in my career I'd moved into a leadership position in the training division of a large organization. One of our instructors really screwed up, and I had to clean up the mess, a pretty serious mess at that. As I was trying to figure out how to deal with this employee -- what, exactly, should be the consequences for his careless inattention to detail? -- I was stuck with one serious problem: he was my roommate. I learned from that experience that there's a time to be casual and loose and a time to be more rigid and structured, and a good leader is one who's able to tell the difference.
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