If you’re a lawyer who struggles to delegate, you’re not alone. In fact, reluctance to delegate is one of the top reasons attorneys hesitate to use freelance legal support—even when they’re buried in work and know they need help.
We understand the hesitation. You’re managing high-stakes matters, tight deadlines, and clients who expect nothing short of excellence. Delegating can feel risky—so you just do the project yourself. You promise you’ll delegate next time. But the reality is, if you’re feeling overwhelmed, you probably needed help yesterday.
Delegation isn’t about giving up control—it’s about making space for your highest-value work. Here’s how to start delegating effectively and confidently, one small step at a time:
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Start with something low-stakes
Don’t start by handing over your most complex case or most high-maintenance client. Instead, pick something straightforward: a research memo, discovery responses, cite-checking, organizing exhibits. Something that takes time but doesn’t require tons of nuance. That way, you get a feel for the process without the pressure. I always recommend a slow, cautious start. Once you get comfortable with the freelance lawyer and their work, then you can move up to bigger assignments.
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Pick the project you hate doing
Seriously. If there’s a task that sits on your desk untouched because you dread it—that’s the perfect place to start. Not only will it be a relief to hand it off, but you’ll also feel the immediate value of having help.
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Be clear about expectations
Freelance attorneys want to deliver excellent work. Help them do that by being specific: outline your goals, timelines, formatting preferences, and estimated time to spend on the project. Providing a sample or template can go a long way. Clarity from the start sets everyone up for success.
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Give feedback (nicely)
The first project is just the beginning. If something could have been better or closer to your style, say so! Freelancers want your feedback—it helps them get better and tailor their work to your needs. Think of it as an investment in a future you – a you that’s way less stressed.
That said, tone matters. Freelance attorneys aren’t junior associates—they’re experienced professionals brought in as trusted collaborators. Treating them with the same respect and professionalism you’d expect in return fosters a stronger, more productive partnership.
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Build a rhythm
Delegation gets easier when it becomes a habit. Consider assigning one project a week to your freelance attorney—even if it’s small. That consistency helps build trust, workflow, and confidence on both sides.
Delegation isn’t a weakness. It’s a skill—and one that can transform your practice.
At Montage, we’ve seen firsthand how a little help can make a huge difference. If you’re ready to stop trying to do it all yourself (or if your inbox is begging you to), let us help you delegate with confidence.
We are happy to help!
The post Stop Doing It All: Smart Ways to Delegate to Freelance Lawyers appeared first on Montage Legal Group.