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Senior Deal Desk Analyst

Job in Chicago, Cook County, Illinois, 60290, USA
Listing for: Perk Inc.
Full Time position
Listed on 2026-11-05
Job specializations:
  • Business
    Business Administration
  • Sales
    Business Administration
Salary/Wage Range or Industry Benchmark: 93000 - 110000 USD Yearly USD 93000.00 110000.00 YEAR
Job Description & How to Apply Below
Position: Senior Deal Desk Analyst - US
About Us

Perk (formerly Travel Perk) is the intelligent platform for travel and spend management. Built to tackle the time-consuming, manual work that gets in the way of real work, our tools automate everything from travel bookings to expenses, invoice processing, and more. By eliminating this shadow work that wastes hours, erodes morale, and saps innovation, we're on a mission to power real work, with real impact.

We're trusted by more than 12,000 companies worldwide, including Bolt, GoCardless, and Fabletics, and we're tackling the 7 hours of lost productivity per employee each week, a $1.7 trillion problem.

Founded in 2015, Perk has grown into a global company of more than 1,800 people across 12 offices globally, with headquarters in London and Boston. We combine innovation, control, and simplicity to transform how businesses work and how people feel at work.

At Perk, we're driven by our values, like being an owner, delivering a 7-star experience, and working as one team. We value curiosity, purpose, and mindset, not just knowledge, to unlock the power in your potential. Our talent team brings together leading minds from the travel, fintech, and SaaS industries, representing over 70 countries. If you're excited about having a real impact and shaping how millions of people experience work, we'd love you on the team.

Visit  to learn more.

Perk's Deal Desk is becoming a strategic function: one that shapes how our Sales organisation structures, prices, and closes its deals. We're investing in that transformation now, with a growing focus on automation and AI to take manual work out of deal execution.

We're hiring a Senior Deal Desk Analyst to support our North America sales team. You'll be the go-to commercial partner for Sales leaders and Account Executives in the region, helping them structure, price, and close deals quickly and with confidence. You'll report to the Deal Desk Team Manager and work closely with Sales, Finance, Legal, and Sales Operations.

This is a senior individual contributor role. You'll work independently on complex and non-standard deals, make sound judgement calls within pricing and approval guardrails, and help us improve how the Deal Desk operates as we scale.

What You'll Do

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 our CRM and CPQ tooling (such as 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.

What success looks like

Accuracy,…

Position Requirements
10+ Years work experience
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