Here are my biggest takeaways from managing a team of 10 contractors
Managing a team of 10 is definitely a ride. There’s no handbook that can fully prepare you for it, but I’ve picked up a few gems along the way. Here’s what I’ve learned—no corporate jargon, just the real stuff.
1. Communication Is Everything
When you’re working with independent contractors, you’re not all in the same office (or even the same time zone). So, clear communication is non-negotiable. I’ve found that regular check-ins, whether through email, Slack, or Zoom, keep everyone on the same page. And don’t be afraid to over-communicate—better to repeat yourself than have something important slip through the cracks.
2. Trust, But Verify
You hire contractors because they’re pros at what they do. But even the best need a little oversight. I’ve learned to strike a balance between trusting them to do their thing and checking in on progress. Setting clear expectations from the start helps, but regular updates ensure everyone’s heading in the right direction.
3. Flexibility Is Key
Independent contractors often juggle multiple clients, which means flexibility is crucial. I’ve learned to be more adaptable with deadlines and schedules, understanding that life happens and priorities shift. The key is to stay focused on the end goal, even if the path to get there isn’t as straight as you’d like.
4. Celebrate the Wins
When you’re working remotely with a team, it’s easy to get caught up in the grind and forget to celebrate the victories, big or small. I make it a point to acknowledge achievements and give shout-outs for a job well done. It boosts morale and makes everyone feel appreciated, which is a big deal when you’re not all in the same room.
5. Know When to Step Back
One of the hardest things for me has been learning when to step back. As much as you want to be involved in every detail, part of managing a team is knowing when to let go and trust your contractors to do their job. Micromanaging is a fast track to burnout—for you and them.
6. Keep Learning
Managing a team of contractors isn’t a one-and-done skill. There’s always something new to learn, whether it’s a tool to help streamline communication or a strategy for managing workloads. I’ve found that being open to learning and adapting is key to keeping things running smoothly.
Managing a team of contractors has its challenges, but it’s also incredibly rewarding. These are just a few of the lessons I’ve learned along the way. If you’re in a similar boat, I hope they help you navigate the waters a little more smoothly!
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