18h ago
New
$93K – $110K • Offers Equity/yr

Senior Deal Desk Analyst - US

United StatesUnited States·Chicagofull-timesenior
Other
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Quick Summary

Overview

About UsPerk (formerly TravelPerk) 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,

Technical Tools
Other

About the Role

~1 min read
  • 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 escalate 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.

  • Accuracy, compliance, and SLA adherence across your deals.

  • Faster, smoother deal cycles for North America Sales.

  • Trust and positive collaboration with Sales, Legal, and Finance partners.

  • Improvements that reduce manual work for the team.

  • Typically 4+ years of experience in deal desk, sales operations, or commercial operations in B2B SaaS, ideally supporting both mid-market and enterprise deals.

  • Strong knowledge of pricing, discounting, and deal structuring, with good commercial judgement and the confidence to make recommendations.

  • Comfort reviewing contract terms and redlines, and knowing when to escalate to Legal or Finance.

  • Hands-on experience with Salesforce and CPQ or quoting tools.

  • Strong communication and stakeholder management skills, with the ability to work across Sales, Legal, and Finance.

  • Excellent attention to detail and the ability to stay organised in a fast-paced, high-volume environment.

  • A strong sense of ownership and curiosity about automation and AI to make deal execution faster.

What We Offer

~2 min read

Compensation for this role is a combination of salary and stock options. The anticipated base salary range is $93,000 - $110,000 per year. Actual compensation may vary based on specific qualifications, experience, and other job-related factors.

✓Receive competitive compensation and equity ownership in Perk
✓Rest and recharge with our generous allocation of 20 vacation days and 12 public holidays
✓Enjoy the flexibility of three medical plans to choose from, with company contributions and an HSA when enrolling in an HDHP medical plan
✓Take control of your physical health with additional comprehensive benefit plans, covering dental, vision, and Wellhub’s gym subscription from your start date
✓Rest assured that you’re covered by life and disability policies from your start date, with options to add extra protection through voluntary buy-up plans
✓Plan for your future with our 401(k) plan with company matching contributions
✓Care for your furry friends through partner discounts on pet insurance
✓Join our unforgettable Perk events, including our spectacular annual summer party
✓Always feel supported with Spring Health, our market-leading wellbeing partner, providing fast, comprehensive access to 12x therapy and 12x coaching sessions for you and your loved ones
✓Focus on your family with 12-16 weeks’ paid parental leave
✓Contribute to your community with 16 paid hours per year to spend volunteering for your dearest charitable causes
✓Broaden your horizons with up to 20 "Work from Anywhere" days per year
✓Follow your passions and take a four-week, fully paid sabbatical once you reach 5 years
✓Let us help you move to one of our hubs with relocation support

All official communication from Perk will always come from email addresses ending in @perk.com or @externalperk.com, our verified social media channels, or recruiters listed on our official LinkedIn page. We will never ask you to pay for equipment, training, or fees, request sensitive personal information such as bank details early in the process, or communicate through unofficial apps like WhatsApp, Telegram, or Signal. If you receive a message claiming to be from Perk that seems suspicious, please do not respond. Forward it to security [at] perk .com, and we will confirm whether it is legitimate.

#LI-Hybrid

Location & Eligibility

Where is the job
Chicago, United States
Hybrid, some on-site time required
Who can apply
US

About this job

Pay per year
$93,000–$110,000 a year
49% above the $67,995 median for Other jobs on Jobera (130,710 salaries).
Who can apply
United States
Posted
Today
Employer
has 135 open jobs on Jobera in 5 countries.

Listing Details

Posted
November 2, 2026
First seen
November 2, 2026
Last seen
November 2, 2026

Posting Health

Days active
0
Repost count
0
Trust Level
71%
Scored at
November 2, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust
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Senior Deal Desk Analyst - US$93K – $110K • Offers Equity