Deal Commercial Strategy & Operations Lead

About Remote

Remote is solving modern organizations’ biggest challenge – navigating global employment compliantly with ease. We make it possible for businesses of all sizes to recruit, pay, and manage international teams. With our core values at heart and future focused work culture, our team works tirelessly on ambitious problems, asynchronously, around the world. You can find Remoters working from 6 different continents (Antarctica left to go!) and all of our positions are fully remote.

With Innovation as one of the core values, we have built Automation and AI capabilities into the requirements for every role.

We encourage every member of the Remote team to bring their talents, experiences and culture to the table to help us build the best-in-class HR platform.

If you are energetic, curious, motivated and ambitious, be part of our world. Apply now and define the future of work!

What this job can offer you

A senior IC role with real strategic influence — you'll work directly with the Senior Manager to shape how the Deal Desk operates and evolves

The opportunity to lead cross-functional initiatives and drive meaningful process improvements across the Sales organization

A clear path towards people management as the team matures

A truly async, flexible work environment where ownership and proactivity are valued over process for its own sake

What you bring

5+ years of experience in Deal Desk, Sales Operations, Revenue Operations, or a related function in an Enterprise SaaS/B2B company required; previous Lead or Supervisor experience is a plus

A proven deal desk operator with a track record of handling complex, high-stakes situations across deal structure, pricing, and contract exceptions

Strong understanding of Quote-to-Cash processes, revenue recognition principles, and order management

Deep hands-on knowledge of Salesforce (SFDC) and CPQ systems, including troubleshooting and workflow optimization

Natural relationship builder with the ability to engage, influence, and collaborate effectively with senior stakeholders across Go-to-Market, Legal, and Finance

Data-driven and analytically sharp — you turn deal trends and operational signals into clear recommendations, not just observations

Excellent communicator with outstanding written and spoken English

Calm under pressure with strong prioritization instincts, able to keep the team unblocked during high-volume periods without dropping quality

Self-starter who thrives in a fast-paced, fully remote, and globally distributed environment

Demonstrates strong automation and AI capabilities

It's not required to have experience working remotely, but considered a plus

Key Responsibilities

Act as the team's operational leader and the Senior Manager's closest extension — the go-to for escalations, the standard-setter for quality, and the primary mentor for Associates and Specialists

Represent the Senior Manager in cross-functional forums with Sales VPs and Sales Leadership — aligning on Deal Desk priorities and surfacing team needs and blockers

Serve as a senior point of contact and escalation for complex deals, non-standard pricing requests, and contract exceptions

Oversee deal approval processes and pricing compliance, stepping in on escalations and exceptions that require senior judgment

Ensure the team maintains SLA standards, stepping in to unblock or resolve complex or time-sensitive cases as needed

Act as the eyes and ears of the Sales team — proactively identifying deal friction, recurring blockers, and emerging risks before they escalate

Own the working relationship with Legal and Finance on behalf of the Senior Manager — aligning on policy, setting expectations, and ensuring the team has the guidance needed to handle non-standard situations independently

Develop and maintain deal playbooks and sales enablement resources, ensuring the Sales team has the guidance they need before they need to ask

Build and scale automated workflows that reduce manual ef