Director, deal desk strategy & operations
Share
Job Location:
Chicago, IL - USA
Monthly Salary:
$ 183 - 232
Posted on:
30 days ago
Vacancies:
1 Vacancy
Department:
Job Summary
About this role
Were looking for a strategic collaborative and results-oriented leader to build and guide our deal strategy & operations function. As the Director of deal desk strategy & operations you will be a player-coach responsible for shaping the functions long-term vision while simultaneously rolling up your sleeves to support complex high-value deals. You will lead a growing team define our strategic framework for deal execution and serve as a critical partner to our Go-To-Market (GTM) leadership all while operating at WRITER speed.
This is a unique opportunity to build a pivotal function from the ground up establishing the processes team and systems that will underpin our commercial success as we scale. You will be a key member of the GTM Strategic Ops leadership team driving initiatives that help us move faster adapt to change and win in the market. We are looking for a leader who embodies our company values of Connect Challenge and Own and who is passionate about building a world-class deal desk organization.
Your responsibilities:
Drive GTM strategy: act as a strategic partner to Sales Revenue Operations BizOps Finance Legal and Product leadership providing executive-level guidance on complex deal structures pricing and non-standard terms to maximize revenue and accelerate deal velocity.
Lead and mentor: build manage and develop a high-performing deal strategy & operations team fostering a culture of autonomy high-quality execution and continuous learning.
Build scalable processes: design implement and optimize the end-to-end quote-to-cash process. You will architect the systems and workflows that enable the team to operate efficiently at scale while maintaining accuracy and compliance.
Be a hands-on expert: serve as the ultimate point of escalation for the most strategic and complex deals getting deep in the weeds with your team to find creative solutions and ensure successful closure.
Generate actionable insights: leverage data from deal cycles to provide the executive team with critical insights that will shape our GTM strategy influence future pricing and packaging decisions and inform product development.
Develop strategic relationships: cultivate strong trust-based partnerships across the organization establishing the deal strategy & ops team as the central hub of expertise for all commercial matters.
Drive quote-to-cash systems strategy: advise on the evolution of our quote-to-cash technology stack ensuring our tools are optimized for our current needs and prepared for future scale.
Is this you
Proven experience in a deal desk sales operations or revenue operations leadership role preferably within a high-growth B2B SaaS environment.
A player-coach mindset with a demonstrated ability to lead and mentor a team while also directly contributing to hands-on operational work.
Deep expertise in structuring complex multi-product deals with a strong understanding of revenue recognition principles and commercial legal terms.
A problem-solving and strategic mindset with the ability to navigate ambiguity and build new processes and functions from the ground up.
Excellent interpersonal and communication skills with the ability to build consensus and act as a trusted advisor to senior leadership.
Extensive experience with Salesforce CPQ or other quote-to-cash systems.
A passion for creating an AI-driven operational powerhouse that drives business growth and a reputation for being a collaborative high-impact leader.
Experience working with revenue recognition principles and US GAAP.
Benefits & perks (US Full-time employees)
Generous PTO plus company holidays
Medical dental and vision coverage for you and your family
Paid parental leave for all parents (12 weeks)
Fertility and family planning support
Early-detection cancer testing through Galleri
Flexible spending account and dependent FSA options
Health savings account for eligible plans with company contribution
Annual work-life stipends for:
Home office setup cell phone internet
Wellness stipend for gym massage/chiropractor personal training etc.
Learning and development stipend
Company-wide off-sites and team off-sites
Competitive compensation company stock options and 401k
WRITER is an equal-opportunity employer and is committed to diversity. We dont make hiring or employment decisions based on race color religion creed gender national origin age disability veteran status marital status pregnancy sex gender expression or identity sexual orientation citizenship or any other basis protected by applicable local state or federal law. Under the San Francisco Fair Chance Ordinance we will consider for employment qualified applicants with arrest and conviction records.
By submitting your application on the application page you acknowledge and agree to WRITERs Global Candidate Privacy Notice.
Required Experience:
Director
Key Skills
- Business Development
- Marketing
- Pricing
- Analysis Skills
- Research Experience
- Project Management
- Research & Development
- Strategic Planning
- Financial Modeling
- Leadership Experience
- Management Consulting
- Analytics
About Company
Eliminate silos with an end-to-end agent builder platform, designed for collaboration—without compromise. Build, activate, and supervise agents.
