Senior Deal Strategy & Operations Specialist

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Oyster

WebsiteLinkedInAll Job Openings

501 - 1000 employees

Founded 2020

🤝 B2B

👥 HR Tech

☁️ SaaS

B2B • HR Tech • SaaS

Oyster® is an automated global employment platform that simplifies the process of hiring and managing international talent. With coverage in 180+ countries, Oyster provides solutions for global payroll, compliance, employee benefits, and talent mobility, allowing companies to onboard and manage both full-time employees and contractors efficiently. By leveraging deep local knowledge and expert guidance, Oyster helps businesses navigate the complexities of international hiring and scaling their workforce globally.

📋 Description

• Own the Deal Strategy intake board: review, approve, reject, or route requests against guardrails or triage where net new. • Triage and process T&C and commercial-agreement redlines with Legal support including inserting pre-agreed custom clauses into order forms. • Handle deposit-waiver, payment-term, payment-method other Treasury exceptions with Treasury, weighing ROI and credit risk. • Review order forms for pricing, currency and billing accuracy before close. • Prioritise deals by $ impact (MRR), close date and risk exposure (credit, legal, compliance). • Maintain the clause library and pre-approved pricing/terms playbooks so reps can self-serve standard cases. • Run XFN taskforces for our largest deals and keep XFN blockers moving. • Track and report Deal Approval metrics (time-to-decision, % self-serve vs high-touch, rework/reroute rate); use the data to propose guardrail tweaks. • Design and evolve guardrail frameworks and exception-handling processes; drive adoption cross-functionally • Design enablement programs for large deals and competitive positioning topics.

🎯 Requirements

• Can independently own day-to-day deal exceptions in a B2B environment — e.g. 2+ years Deal Desk, RevOps, commercial finance, sales ops, or commercial-contracts work. • Strong grounding in the legal and finance mechanics of deals — confident evaluating T&C/commercial-agreement redlines, deposit waivers, payment-term/method exceptions, and credit risk, and partnering closely with Legal, Treasury and FP&A. • Hands-on ownership of pricing/discount approvals or commercial exception handling. • Sound commercial judgment — weighs growth, margin, credit, legal and competitive risk and makes a defensible call. • Excellent async, documentation-first communication across global, XFN stakeholders. • [BONUS] Using data/AI to surface deal insights and automate approval flows • [BONUS] EOR / global-employment knowledge is a plus but fully trainable here — we're prioritising legal/finance deal expertise. • [BONUS] Background in management consulting, investment banking, or corporate finance. • A reliable home internet connection and fluency in both written and spoken English.

🏖️ Benefits

• Work from anywhere • Paid time off: 40 days off per year (including holidays and vacation), or more if required by your country. • Mental health support: Access Plumm, our mental well-being service. • Wellbeing allowance: Each month, receive a wellbeing allowance in your ThanksBen wallet. Spend it on a wide range of options; see the benefits catalogue for ideas. • Flexible parental leave: All new parents are eligible for at least three months’ paid leave, with job protection for up to 12 months or as required locally. • WFH stipend: Receive a stipend for your laptop and home office equipment to get you set up quickly.