Director, Contracts

Job Description The Director, Contracts leads the SendTech Contracts team, overseeing Contracts Managers across federal, state, local government, and commercial contracting. In partnership with the SendTech lawyer, you set contracting strategy, policies, and standards, and serve as the primary escalation point for complex, high‑risk, or precedent‑setting matters. You partner closely with Sales, Legal, Marketing, Finance, and other business units to balance legal risk with the speed and flexibility Sales requires. Responsibilities Lead and develop the Contracts team, managing workload allocation, hiring, training, mentoring, and performance evaluations. Establish consistent contracting processes, including review, negotiation, approval standards, and turnaround‑time SLAs that support sales velocity. Review, draft, and negotiate complex agreements (purchase, rental, lease, subscription, license, software, hardware, SaaS, master, supply, partner/reseller, and data processing agreements). Advise Sales throughout the deal cycle to structure deals that balance speed with compliance. Build sales self‑sufficiency through training, playbooks, and ongoing communication with sales leadership. Partner with Legal and corporate functions to evaluate risk and ensure regulatory compliance. Deliver training to Contracts, Sales, and Marketing on contract policy and compliance requirements. Strengthen cross‑functional relationships and refine processes based on stakeholder feedback. Oversee the contract database and drive improvements to contract management systems and workflows. Maintain and update contract templates to reflect changes in products, services, and terms. Maintain auditable contract files and serve as liaison with internal and external auditors. Monitor legal and regulatory developments across federal, state, local, and commercial contracting, adjusting policies and practices accordingly. Drive contracting strategy across government and commercial channels. Report on contract portfolio performance—including risk, team metrics, contract cycle time, and deal velocity—to senior leadership. Qualifications BA/BS degree required. 10+ years of contracts experience, including FAR, GSA procurement regulations, state/local procurement requirements, and complex commercial and technology agreements. Direct team management experience, including hiring, coaching, and performance management. Strong negotiation skills with demonstrated ability to review, draft, and finalize complex contracts across multiple contract types. Excellent communication skills at all organizational levels, including senior leadership. Experience partnering with Sales, with understanding of sales cycles, pricing, deal structures, and contractual implications. Strong business acumen and understanding of contractual risk and its operational and business impact. Ability to manage multiple competing priorities across a team and multiple business groups. Judgment, integrity, and high ethical standards. Ability to balance legal risk with commercial urgency, knowing when to hold firm and when to move quickly. Personal Characteristics A strong people leader with excellent business acumen, professionalism, enthusiasm, and motivation. An effective listener and communicator who leads a team while managing personal workload. Brings confidence, sound judgment, and a positive, solutions‑oriented approach to complex, fast‑moving situations. Views Sales as an internal client and provides responsive, service‑oriented contract support. Location This is a hybrid role, with 4 days onsite in the Shelton, CT office required. (No relocation assistance offered.) Compensation The wage range for this position is $110,000–$150,000 per year, with the actual pay dependent on your skills, experience, and location as they relate to the job requirements. This role is eligible for a 19% annual performance bonus. Sponsorship Must be legally authorized to work in the US. #J-18808-Ljbffr PVH (Tommy Hilfiger/Calvin Klein)