Deal Desk Manager

ABOUT LEGION TECHNOLOGIES

Legion Technologies is committed to revolutionizing workforce management through innovative, AI-driven solutions.

JOB OVERVIEW

The Deal Desk Manager is a critical role in building a mature and scalable revenue operations function at Legion Technologies. Reporting to the Head of Revenue Operations, this person will help to create and lead Legion's first formal Deal Desk — establishing the foundation, tools, and processes that enable fast, compliant, and profitable deal execution.

The ideal candidate has a strong operational mindset, deep experience structuring complex SaaS deals, and a proven track record of building or scaling Deal Desk operations in a high-growth environment. This person will serve as the connective tissue between Sales, Finance, Legal, and Customer Success, helping to streamline quote-to-close workflows, enforce pricing governance, and accelerate revenue realization.

RESPONSIBILITIES AND DUTIES

Serve as the central point of contact for Sales, Finance, Legal, and Customer Success during deal review and approval cycles.
Structure and review deals to ensure compliance with pricing, margin, and contract policies while balancing speed and creativity in deal-making.
Stand up and optimize the Deal Desk function, including defining processes, approval matrices, SLAs, and documentation standards.
Partner with RevOps leadership to implement and enhance CPQ and CLM systems, ensuring seamless integration with Salesforce CRM.
Develop reporting and dashboards that provide visibility into discount trends, approval turnaround times, and deal velocity.
Provide deal analysis and insights to support executive decision-making and forecast accuracy.
Collaborate with Legal and Finance to streamline contracting, order processing, and revenue recognition alignment.
Create training materials, guides, and enablement sessions to ensure sales teams understand quoting tools, pricing policies, and approval workflows.
Continuously assess and improve deal processes to reduce friction, improve data accuracy, and drive scalability.

REQUIRED SKILLS AND QUALIFICATIONS

5–8 years of experience in Deal Desk, Revenue Operations, or Sales Operations within a B2B SaaS company.
Demonstrated experience building or scaling a Deal Desk function in a fast-paced, high-growth environment.
Deep understanding of SaaS pricing, discounting, and contracting best practices.
Strong analytical and problem-solving skills with high attention to detail.
Proficiency with Salesforce CRM and CPQ tools; experience with CLM systems is a plus.
Excellent communication and stakeholder management skills across Sales, Legal, Finance, and GTM leadership.
Proven ability to drive cross-functional alignment and execute efficiently under tight timelines.

PREFERRED QUALIFICATIONS AND ATTRIBUTES

Experience supporting the rollout of new pricing and packaging models or complex SKU structures.
Operates with a builder's mindset — proactive, resourceful, and eager to create clarity from ambiguity.
Strong personal ownership, high integrity, and a focus on outcomes over activity.
Ability to balance strategic thinking with hands-on execution.
Thrives in a collaborative, mission-driven environment and embraces change with enthusiasm.

SALARY RANGE:

Base Salary Range $95,000 - $120,000 + Bonus + Stock Equity

At Legion, we offer competitive compensation and benefits packages to all employees. As a fully remote employer, pay for positions is determined using local, national, and industry-specific survey data.

Our posted salary range is done so in good faith based on national data and may be refined for a candidate's region/town/cost of living. We strive to make competitive offers allowing employees room for future growth. Salaries will be based on the applicant's location, level of experience, education, and specialized knowledge and skills. Additionally, we consider the external market rate, the amount we have budgeted internally, and internal equity within the company for the same position.

BACKGROUND AND OPPORTUNITY

ABOUT LEGION

Join Legion's mission to turn hourly jobs into good jobs. We're a remote, mission-driven team seeking exceptional talent to propel this vision. Embrace a culture that's collaborative, fast-paced, and entrepreneurial. With us, you'll grow your skills, work closely with experienced executives, and contribute significantly to our mission. Our award-winning AI-native workforce management platform is intelligent, automated, and employee-centric and proven to deliver 13x ROI. We help labor-intensive organizations maximize labor efficiency and employee engagement simultaneously. Legion has earned recognition for its innovation, including spots on the Inc. 5000 list, Forbes' Next Billion Dollar Startups, and awards for our AI technology. Backed by leading investors such as Norwest Venture Partners, Stripes, First Round Capital, XYZ Ventures, Webb Investment Network, Workday Ventures, and NTT DOCOMO Ventures, we're making real change.

If you're ready to make an impact and grow your career, Legion is where you belong. Join us in making hourly work rewarding and fulfilling.

BACKGROUND AND OPPORTUNITY

There are almost 75 million hourly workers in the United States, representing more than half of the entire workforce. Historically, managing hourly employees has been difficult due to high attrition (average of 60%) and high replacement costs (average of $3,200 per employee in retail). The ongoing labor shortage and competition from the gig economy, make it more difficult to attract and retain hourly employees. The top reasons hourly employees leave their jobs are a lack of schedule empowerment, poor communication with employers, and an inability to get paid early. Gen Z and the millennial workforce demand gig-like flexibility, modern technology, and compelling work options. Legion's mission is to turn hourly jobs into good jobs, serving the hourly workers who make up the majority of the US workforce. We believe in empowering employees and helping employers be efficient and innovative by enabling intelligent automation powered by Legion's Workforce Management platform to optimize labor efficiency and enhance the employee experience simultaneously.

Legion WFM was built for the cloud with AI at the core and is designed to handle the complexity of modern businesses and meet the needs of today's hourly employees. Our team is composed of dedicated individuals from all backgrounds and experiences, globally distributed across all time zones.

For more information, visit https://legion.co

COMPENSATION & BENEFITS

We strive to make competitive offers allowing employees room for future growth. Salaries will be based on the applicant's location, level of experience, education, and specialized knowledge and skills. Additionally, we consider the external market rate, the amount we have budgeted internally, and internal equity within the company for the same position.

Benefits include, but are not limited to:

Health Benefits
Paid Time Off and Paid Holidays
Parental Leave
Equity
Monthly Wellness Reimbursement
Monthly Lunch on Legion

EQUAL EMPLOYMENT OPPORTUNITY

Legion Technologies is proud to be an equal opportunity employer and is committed to maintaining a diverse and inclusive work environment. All qualified applicants will be considered for employment without regard to race, color, religion, sex, age, disability, marital status, familial status, sexual orientation, pregnancy, genetic information, gender identity, gender expression, national origin, ancestry, citizenship status, veteran status, and any other legally protected status under federal, state, or local anti-discrimination laws.

DISABILITY ACCOMMODATION

For individuals with disabilities who need additional assistance at any point in the application and interview process, please email recruiting@legion.co

Legion is an equal opportunity employer. All applicants will be considered for employment without attention to race, religion, color, sex, sexual orientation, gender identity, age, national origin, veteran, disability status, or any other basis covered by appropriate law.

Legion Technologies

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