Senior Deal Strategy & Operations Specialist

Key Responsibilities

• 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

Core 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

You'll also need

• A reliable home internet connection and fluency in both written and spoken English

How we work together at OysterOur values guide the work we do, the decisions we make, and the culture that makes us special. We make it happen. We drive change. We build and give trust, and we are a united team.

Our mission is to create a more equal world, one global hire at a time. Everything we do ladders up to our mission, and that doesn’t just mean building software. We develop programs, participate in workshops, and create dedicated teams to ensure we successfully support companies and knowledge workers in this new world of work.

We embrace asynchronous communication and collaborative work and share our practices in the Oyster Public HQ to help other global teams learn from our experiences.

How YOU workWith diverse locations, cultures, and needs, we created How YOU Work; a program supporting your whole human experience at Oyster:

• Work from anywhere: Oyster has no borders or HQ. As long as work is timely, your team is supported, and you're authorized to work where you live, you can work from anywhere.
• Paid time off: Enjoy 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.

✨ The best jobs should be available to everyone We embrace diverse perspectives and intentionally build our product and company with an inclusive, global mindset. We encourage you to apply, even if you don’t meet every criterion, and are committed to a trust-based, thriving environment.

Oyster is committed to ensuring equal opportunity of employment for qualified persons with disabilities and actively fosters an inclusive work environment. If you require reasonable accommodations throughout the recruiting process, please email jobs@oysterhr.com with the subject line: Interview Accommodations.

Our available positions are on our careers page. Our team will only contact you from an @oysterhr.com email, and we will never ask for money as part of an interview process or job offer. If you receive a suspicious email about Oyster jobs or are directed to a site other than www.oysterhr.com/careers, please report it via our Compliance and Ethics Helpline.