SlipstreamJobs tracks this role from the company's public career site. Apply directly on the employer's site.
Salary: USD 67,000 - 79,000 / annual
Crafty is a workplace food and beverage platform founded in 2015 that serves 300+ offices and 300,000+ employees monthly for clients including DraftKings, Robinhood, and Zillow. The company is headquartered in Chicago with offices in New York and the Bay Area.
You will join a two-person contract team as a Contract Specialist, working alongside a Senior Contract Specialist who owns contract language decisions, systems configuration, and renewal calendars. This is a primarily internal-facing role focused on execution volume, data integrity, and internal enablement. You will operate independently within established negotiation guidelines and escalate novel or high-risk contract language to the Senior Contract Specialist as an expert resource rather than for approval.
Key responsibilities include:
- Draft, review, and negotiate client and vendor contracts, ensuring legal compliance using company guidelines; provide redlining support to counterparties as needed
- Maintain an organized contract database in Ironclad, track key dates (renewals, deadlines), ensure proper archiving, and prevent contract lapses
- Collaborate with Client Success, Sales, and Finance teams to ensure smooth contract execution and provide contract-related guidance
- Send renewal calendar notifications and support post-signature processes including recording outcomes and coordinating with equipment and implementation teams
- Update and standardize contract templates for consistency and compliance; identify and escalate financial or legal risks
- Process contract requests from HubSpot and Ironclad; help reduce duplicate data entry as integrations mature
- Maintain and iterate standard operating procedures for renewals and amendments; deliver recurring training to internal request owners
- Support regulatory and internal audits related to contracts
- Apply AI-assisted contract review using Ironclad Jurist workflow to identify risk areas and summarize key terms
This is a hybrid role requiring three days per week at the Chicago HQ, reporting to the Director of Accounting.
Key performance goals by Q4 2026 include: establishing a high-volume contract processing workflow with 95%+ on-time execution; training internal teams on request mechanics with measurable adoption; ensuring 95%+ contract data integrity in Ironclad with consistent metadata tagging; and consistently applying AI-assisted review workflows across your full queue.
REQUIREMENTS:
- Strong understanding of contract terms and commercial implications; in-depth knowledge of contract terminology and ability to assess legal and commercial implications of contract clauses
- Effective communication skills: team collaboration, ability to work well with others, provide and receive constructive feedback, and convey information clearly and concisely
- Strong multitasking and time management skills; ability to manage and prioritize multiple contracts simultaneously
- Demonstrated experience in contract management, legal operations, or related field (specific years not stated in posting)
- Proficiency with contract management systems and databases; familiarity with HubSpot and/or Ironclad a plus
- Attention to detail and organizational skills to maintain accurate contract records and metadata
- Ability to work independently and take ownership of assigned responsibilities
