• The Co. Letter
  • Posts
  • How to Hire Subcontractors Without Getting Burned: 9 Golden Rules

How to Hire Subcontractors Without Getting Burned: 9 Golden Rules

Learn how to avoid lawsuits, project delays, and costly subcontractor mistakes.

Good morning!

  1. Feature: How to Hire Subcontractors Without Getting Burned: 9 Golden Rules (6 min read)

  2. From the Archive: Name and Track Files Like a Trillion-Dollar CEO.
    Read it here.

Close out the week with clarity—read, learn, execute.

-TCoL

Missed our last feature article? Make Friends, Not Enemies: The Smarter Way to NDA. Read it here.

For the price of a Starbucks ($7.95 mo.), you can have access to professionally-prepared document templates for your business—simply subscribe to The Co. Letter Premium and get access to our ever-expanding Template Library. This week we added a ready-to-use Mutual NDA template. [Click for Premium Here]. Save money, be smart.

Whether you’re hiring a marketing agency, temp labor, a CPA, or a landscaper, these critical practices apply across industries. They’ll help you minimize liability and set clear expectations. Think of it as building your own safety net before you walk the high wire.

For our purposes, we’re using ‘subcontractor’ broadly. That includes vendors, consultants, professionals (like lawyers, CPAs, and engineers), contract labor, and other service providers. Labels don’t change the risks—or the solutions. So forget the tags. Let’s talk about how to deal with them.

Your business might not have its own general counsel to deal with subcontractor agreements, but you can think like one. Start here:

  1. Conduct Thorough Due Diligence Before Signing

Before bringing on a subcontractor, vet them carefully. Check their financial stability—subcontractor insolvency can derail your project and leave you stuck with unpaid suppliers or workers.

A quick search online, at Dun & Bradstreet, or your state’s professional (attorneys, CPAs, engineers, etc.) licensing board can reveal red flags.

Also verify qualifications, past performance, and regulatory compliance. For instance, if you’re hiring a cybersecurity subcontractor, look for certifications like CISSP.

Due diligence isn’t about distrust—it’s about avoiding downstream disasters.

  1. Insist on a Clear Scope of Work and Performance Standards

A vague scope of work is a recipe for disputes. Whether you’re modifying the subcontractor’s agreement or starting with a proposal, insist on detail: What exactly are they delivering? When? To what standard?

For example, if you’re hiring a logistics contractor, specify delivery timelines, packaging requirements, and penalties for delays.

Include inspection rights to verify all work.

  1. Require Robust Insurance, Indemnification, and Additional Insured Status

One of the biggest risks: getting stuck with the bill for your subcontractor’s mistakes. Require subcontractors to carry appropriate insurance, like general liability and workers’ compensation. Before any work starts, ask them to provide certificates of insurance—and review them carefully.

For larger or long-term projects, go a step further: require the subcontractor to name your business as an "additional insured" on the policies that are applicable to the work they are doing for you. This gives you direct protection under their insurance if a claim arises. It’s a small step that can save you huge headaches later. It costs the subcontractor next to nothing.

Equally important: insist on a strong indemnification clause. This protects you if their work causes injury, property damage, or lawsuits. A solid indemnification clause shifts that burden back where it belongs.

  1. Watch Out for Hidden Liability Limits in Their Contracts

Here’s a trap many SMBs miss: Some subcontractors use contracts that cap their total liability to the amount you’ve paid them—often just a few thousand dollars.

Imagine paying $10,000 to a web developer who accidentally leaks your customer database—and their contract says they only owe you back the $10,000 you paid them. That’s pocket change compared to the real damage.

Before you sign, check if their agreement limits liability or waives important claims like negligence. Push back hard on these clauses.

Your subcontractor shouldn’t have a free pass on expensive mistakes that damage your business.

  1. Be Wary of Subcontractors Tied to Large Corporations or Franchises

Subcontractors from large companies or franchises often hand you contracts stacked in their favor.

A common practice is to simply reference an online Master Agreement not presented with the proposal, which imposes tight payment deadlines, or forces you into arbitration across the country.

For example, a retailer in Ohio hired a large franchise in 2024. The proposal they signed quietly referenced a Master Agreement that waived their right to sue for negligence. When the subcontractor’s sloppy drying work caused $15,000 in mold damage, they had little to no recourse.

Always request and review the full Master Agreement before signing. If the terms are bad, negotiate them out—or insist on using your own contract form (see below for what we’ll be covering in part two of this series).

  1. Define Payment Terms and Retainage to Protect Your Cash Flow

Set payment amounts, schedules, and conditions in writing. For larger projects, consider using retainage—an unfamiliar term to many SMBs but a smart tactic. Retainage simply means holding back a small percentage (usually 5–10%) of each payment until the subcontractor fully completes the job and you’ve approved the work.

It gives you leverage if issues arise—and a way to pay for fixes if the subcontractor disappears mid-project. In 2024, a California construction SMB avoided a $30,000 loss by using retainage when a subcontractor abandoned the job.

Think of it like a security deposit—except it’s your security, not theirs.

Retainage isn’t just for big companies; it is an effective tool for SMBs.

  1. Include Dispute Resolution and Termination Clauses

Disputes happen. Build a plan: require negotiation or mediation before lawsuits. This can save you tens of thousands of dollars (and a lot of Advil).

Also, include a termination clause that lets you walk away if the subcontractor misses deadlines or delivers poor-quality work. Locking yourself into a bad deal is a mistake even the best lawyers can’t fix later.

  1. Avoid Flow-Down Clauses That Overburden You

“Flow-down” clauses make you responsible for rules in contracts you’ve never seen. For example, if your subcontractor works under a prime contractor, you might unknowingly get roped into safety or compliance obligations designed for a Fortune 500 company.

If any contract obligations are unreasonable, try and negotiate to remove them.

  1. Document Everything and Communicate in Writing

Verbal agreements are liabilities waiting to happen. Document all communications—especially changes to the scope, timeline, or payment.

For instance, a small event planning company in New York saved $10,000 in 2023 by having written proof of a change order. Without it, they would have lost the dispute.

A project log or photos documenting a subcontractor’s progress isn’t just helpful—it’s cheap insurance.

Why These Practices Matter

This isn’t just about avoiding lawsuits. It’s about making sure your projects run smoothly, and your business stays financially secure.

By taking control of your subcontractor relationships, you lower the risk of delays, defects, and unexpected costs. More importantly, you protect your reputation. Clients don’t care if a subcontractor caused the problem—they’ll hold you responsible.

One subcontractor mistake—like a data breach or a major property damage claim—can cost you money, clients, and credibility.

Looking Ahead: Key Contract Language You Can Actually Use

While these best practices help you survive subcontractor-provided agreements, the real win is understanding what a sound subcontractor agreement should look like and having your own.

Next Tuesday, in part two of this series, we’ll walk you through the key clauses every subcontractor agreement needs—and give you sample language you can adapt to protect your business.

Just like we did recently with our Non-Disclosure Agreement article (here), we’ll make it practical, clear, and easy to use. No legal degree required.

Stay tuned—your future subcontractor deals are about to get a lot safer!

Have an interesting business question and need a free bit of advice? Send your question to [email protected]. No confidential info, please!