Deal Desk Representative

15 hours ago


Markham, Ontario, Canada Jonas Club Software Full time US$55,000 - US$90,000 per year

Job Description:

Deal Desk Representative
Jonas Club
The Company
Gary Jonas Computing Ltd was established in September 1990 with a mandate to be a client-oriented and technology-driven software application company with industry-related professionals. Jonas Software is the leading provider of enterprise management software solutions to the Private and Semi-private Club, Foodservices, Construction, Metal Service Centers, Moving & Storage and Attractions & Leisure, Fitness & Sports industries. Within these independent vertical markets, Jonas boasts 12 distinct brands, all of which are respected and longstanding leaders within their own domain. Jonas' vision is to be the branded global leader across the aforementioned seven vertical markets and to be recognized by customers and respective industry stakeholders as the trusted provider of Software for Life and as an ambassador for technology, product innovation, quality, and customer service. Jonas Software is the valued technology partner of over 8000 customers worldwide in 15 countries.

POSITION
The Deal Desk Representative plays a critical role in supporting the sales cycle by ensuring pricing accuracy, contract integrity, and operational alignment across the organization. This role serves as the central point of coordination between Sales, Product, Finance, and Legal to ensure every proposal and contract package is accurate, compliant with discount governance, and delivered correctly the first time. The ideal candidate is detail-oriented, process-driven, and comfortable collaborating across multifunctional teams to drive stronger deal value and streamline contract execution.

JOB RESPONSIBILITIES:

  • Review and validate all proposals and order forms before they are sent to customers, ensuring complete accuracy.
  • Enforce discount governance policies, ensuring all pricing, promotions, and exceptions align with corporate standards.
  • Identify areas of risk or non-compliance and proactively resolve issues with internal stakeholders.
  • Define and maintain product dependencies to ensure proposals accurately reflect required modules, add-ons, integrations, and billing relationships.
  • Own and manage the internal scoping tool, ensuring pricing, configurations, product bundles, and dependencies remain accurate and up-to-date.
  • Partner with Product and Operations to understand upcoming releases, platform changes, and updated scoping rules.
  • Work closely with Sales, Product, Client Services, and Finance to ensure proposals and contracts adhere to internal process requirements.
  • Ensure paperwork is presented correctly the first time by fully understanding internal operational workflows, contract requirements, and billing implications
  • Support Sales in deal structuring conversations to ensure accurate scoping and appropriate value positioning.
  • Identify and recommend cross-sell and upsell opportunities during the deal review process to enhance contract value.
  • Collaborate with Sales Leadership to strengthen overall deal strategy and improve average deal value.
  • Continuously refine deal desk processes to improve accuracy, streamline contract workflows, and reduce friction in the sales cycle.
  • Maintain documentation related to pricing rules, product dependencies, approval workflows, and governance standards.
  • Partner with Operations to improve the internal scoping experience and ensure reliable, consistent deal output.
  • Assist with extended work hours during peak business periods

JOB QUALIFICATIONS:

  • 2+ years in Deal Desk, Sales Operations, Pricing, Revenue Operations, or related roles.
  • Strong understanding of sales processes, contract structures, and pricing governance.
  • Exceptional attention to detail with the ability to interpret complex product configurations.
  • Experience with CPQ tools, pricing models, or scoping systems (preferred).
  • Excellent communication skills and the ability to collaborate across departments.
  • Analytical mindset with strong problem-solving abilities.
  • Ability to thrive in a fast-paced, cross-functional environment.
  • Capable of creating processes to create resource efficiency and manage through systems.
  • Ability to be a team player and encourage cooperation with peers to solve problems
  • Interpersonal Savvy, Relates well to all kinds of people, up, down, and sideways, inside and outside the organization
  • Strong sense of ethics/values: Adheres to an appropriate and effective set of core values and sets the right example by acting in line with those values.
  • Is dedicated to meeting the expectations and requirements of internal and external customers; obtains customer information and uses it for improvements in services and acts with customers in mind.
  • Makes decisions in a timely manner, sometimes with incomplete information and under tight deadlines and pressure; able to make a quick decision.
  • Very bottom-line oriented with a drive to exceed goals

Business Unit:

Jonas Club

Scheduled Weekly Hours:

37.5

Number of Openings Available:

1

Worker Type:

Regular

More About Jonas Software:
Jonas Software is a leading provider of enterprise management software solutions, serving a wide range of vertical markets including hospitality, healthcare, construction, education, personal care, fitness, leisure, moving and legal services, to name a few. Within these markets, Jonas is comprised of over 65 distinct brands, each a respected leader in its domain.

Jonas' vision is to be the branded global leader across these verticals and to be recognized by customers and industry stakeholders as the trusted provider of "Software for Life." We are committed to technology, product innovation, quality, and exceptional customer service.

Jonas Software supports over 60,000 customers in more than 30 countries. We employ over 6,000 skilled professionals, including industry experts and technology specialists. Across our broader network, we support a global workforce of more than 30,000 employees.

Headquartered in Canada, Jonas Software has a global footprint with offices around the world. We're a 100% owned subsidiary of Constellation Software Inc., based in Toronto, publicly listed on the TSX (CSU.TO), and a member of the S&P/TSX 60 Index.



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