Commercial Counsel

Pie's mission is to empower small businesses to thrive by making commercial insurance affordable and as easy as pie. We leverage technology to transform how small businesses buy and experience commercial insurance.   Like our small business customers, we are a diverse team of builders, dreamers, and entrepreneurs who are driven by core values and operating principles that guide every decision we make.

As Staff Attorney, you’ll report directly to the VP of Legal & Compliance and serve as a key legal resource across the organization. Your primary focus will be commercial contract review and negotiation on behalf of all business partners at Pie, managed through our contract lifecycle management platform, LinkSquares. You’ll own the full contracting workflow — from intake through execution — while building strong relationships with internal stakeholders who rely on your guidance to move work forward.

You’ll also lead Pie’s legal collections function, supporting accounts receivable recovery through demand letters, coordination with outside counsel, and resolution of disputed accounts. This role will likely expand to include corporate compliance and governance support, as well as other legal matters across the organization.

How You’ll Do It

Contract Review and Negotiation

• Draft, review, and negotiate commercial agreements, vendor contracts, NDAs, and service agreements on behalf of all business partners at Pie.
• Serve as the primary point of contact for contract intake and workflow management in LinkSquares, our contract lifecycle management platform.
• Identify legal risks and propose practical revisions that protect Pie’s interests without creating unnecessary friction for the business.
• Partner with internal stakeholders across Technology, Finance, Operations, and other teams to understand their contracting needs and provide responsive, business-oriented guidance.
• Manage the executed contract repository, including tracking key dates, renewal windows, and obligations.
• Handle subpoena responses as they arise.

Collections

• Manage Pie’s legal collections process for unpaid premium accounts and past-due invoices.
• Draft and send formal demand letters; coordinate with outside collection agencies or local counsel when legal action is warranted.
• Track recovery progress and report outcomes to Finance and legal leadership.
• Resolve disputed accounts and escalated matters within applicable legal frameworks.

Corporate Governance and Compliance Support