Senior Deal Desk Analyst

Bask Health

About The Position

Bask is a rapidly growing telehealth platform that helps entrepreneurs and businesses launch direct-to-consumer telemedicine companies. The Senior Deal Desk Analyst will own deal execution and operational excellence, supporting efficient deal closure while protecting the long-term interests of the company and its customers. The role is AI-first: AI and self-serve research are used as default parts of the workflow to clarify intent, analyze deals, support commercial workflows, and improve operations. The analyst manages deal reviews, approvals, deal structuring, quote configuration, and contract execution. They partner with Sales, Finance, Legal, Product, and other teams on pricing, contracts, commercial decisions, product launches, and process controls. The role also analyzes deal performance, maintains accurate deal data, and develops scalable workflows, documentation, playbooks, training materials, and automation in a fast-paced startup environment.

Requirements

At least 4 years of experience in Deal Desk, Pricing, Quote-to-Cash, Contract Management, Revenue Operations, Sales Operations, or a related function within the technology sector.
Experience partnering with Sales teams and cross-functional stakeholders to move complex deals forward.
Strong understanding of deal structures, commercial processes, and operational considerations involved in closing business.
Demonstrated experience managing projects and improving business processes.
Strong analytical and critical-thinking skills, including the ability to assess downstream impacts and make sound decisions.
Excellent communication and collaboration skills, with a customer-service mindset when supporting internal teams.
Resourcefulness, initiative, and the ability to solve problems independently in ambiguous situations.
Ability to manage multiple priorities while maintaining accuracy and attention to detail.
Comfort working in a fast-paced startup environment.

Nice To Haves

Experience with Salesforce CPQ or a comparable CPQ platform.
Experience using AI or automation to improve operational workflows.

Responsibilities

Use AI and automation to research, analyze, and improve deal workflows, reducing manual work and increasing accuracy.
Own deal reviews, approvals, deal structuring, and quote configuration from initial review through contract execution.
Partner with Sales on pricing, deal terms, non-standard requests, and commercial strategy.
Work with Finance, Legal, Product, and other teams on pricing, packaging, product launches, and commercial decisions.
Manage the day-to-day deal review and approval process, ensuring deals are structured accurately and completed on time.
Review pricing, quotes, contract terms, and commercial requirements, escalating issues when needed.
Support Sales teams navigating complex or non-standard deal scenarios.
Maintain accurate opportunity and deal data to support financial reporting, forecasting, and revenue integrity.
Partner with Finance and other stakeholders on deal audits and process controls.
Support the rollout of new pricing structures, packaging, sales programs, and commercial processes.
Monitor and analyze deal data and performance to identify trends, improve sales execution and velocity, and reduce operational risk.
Improve processes, documentation, systems, workflows, and automation, including translating operational needs into clear requirements for tooling.
Create playbooks and training materials to help Sales navigate deal processes.
Share effective AI-native workflows and operational improvements across the team.