Senior Deal Desk Analyst — AI-Driven Pricing & Deals

Perk; Boston (MA); On-site; USD 93,000 - 110,000; Full time

Benefits offered by this job

Equity ownership

20 vacation days

Health plans (3 options) with HSA

401(k) with company matching

Relocation support

Job summary

Perk is hiring a Senior Deal Desk Analyst for North America, focusing on structuring, pricing, and closing deals with speed and confidence. You will partner with Sales, Legal, and Finance to drive scalable deal execution and automation.

You will work with the NA sales organization, handling complex deals end to end, from quote through signature, across SMB, mid-market, and enterprise opportunities. This is a senior IC role with room to influence processes.

Qualifications

• 4+ years experience in deal desk, sales operations, or commercial operations in B2B SaaS.
• Strong knowledge of pricing, discounting, and deal structuring.

Responsibilities

• Act as the main Deal Desk contact for North America Sales, supporting deals from quote to signature across SMB, mid-market and enterprise opportunities.
• Structure and price complex and non-standard deals, balancing commercial risk with deal velocity.
• Apply pricing and discounting guidelines, manage non-standard pricing approvals, and elevate exceptions with a clear recommendation.
• Review quotes, order forms, and contract terms for accuracy and compliance, and act as the first line of defence on non-standard terms and redlines before involving Legal or Finance.
• Keep deals moving through the pipeline with accurate, timely handling of tickets and approvals.
• Work closely with Sales Executives, Regional Team Leads, and Sales leadership to unblock deals and advise on commercial structure.
• Collaborate with Legal, Finance, and Sales Operations to resolve issues quickly and consider revenue recognition and business risk on non-standard deals.
• Be a trusted, credible voice for Deal Desk across time zones, communicating clearly and setting expectations.
• Share knowledge with colleagues on the team, including supporting newer analysts as needed.
• Use CRM and CPQ tooling (Salesforce) to run deal workflows, and flag where manual effort can be reduced.
• Contribute to process improvement, automation, and AI initiatives led by the Deal Desk Team Manager, including testing new tools and workflows.
• Support reporting and governance on SLAs, deal velocity, and policy adherence.

Skills

Deal desk experience

Sales operations

Commercial operations

B2B SaaS

Pricing knowledge

Discounting

Deal structuring

Salesforce

CPQ

Communication

Stakeholder management

Attention to detail

Ownership

Automation / AI interest

Tools

Salesforce

CPQ tooling

Quoting tools

Job description

Perk is hiring a Senior Deal Desk Analyst for North America, focusing on structuring, pricing, and closing deals with speed and confidence. You will partner with Sales, Legal, and Finance to drive scalable deal execution and automation.

You will work with the NA sales organization, handling complex deals end to end, from quote through signature, across SMB, mid-market, and enterprise opportunities. This is a senior IC role with room to influence processes.