Director, deal desk strategy & operations at Writer

Chicago, Illinois, United States

Writer Logo
$183,700 – $232,300Compensation
Senior (5 to 8 years), Expert & Leadership (9+ years)Experience Level
Full TimeJob Type
UnknownVisa
Technology, SaaSIndustries

Requirements

  • 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

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

Skills

GTM Strategy
Deal Desk Operations
Quote-to-Cash
Pricing Strategy
Deal Structuring
Revenue Operations
Sales Operations
Process Optimization
Team Leadership
Strategic Planning

Writer

AI platform for business process optimization

About Writer

Writer.com provides a platform that uses artificial intelligence to enhance business processes for various clients, including major companies. The platform integrates Large Language Models (LLMs), Natural Language Processing (NLP), and Machine Learning (ML) to tailor AI solutions to a client's specific brand and knowledge. LLMs generate human-like text, NLP helps computers understand human language, and ML enables learning from data. Writer's platform is built on secure, enterprise-grade LLMs called Palmyra, which are designed to be open and transparent, ensuring that client data is never used for training. This allows clients to self-host the models, giving them control and visibility over their data. The platform assists businesses in speeding up processes and generating customized outputs, such as summaries and insights, while adhering to legal and brand guidelines. Writer.com operates on a subscription-based model, where clients pay a recurring fee for access to its features.

San Francisco, CaliforniaHeadquarters
2020Year Founded
$317.1MTotal Funding
SERIES_CCompany Stage
Data & Analytics, Enterprise Software, AI & Machine LearningIndustries
1,001-5,000Employees

Benefits

Generous Paid Time Off
Medical Insurance
Dental Insurance
Vision Insurance
Paid Parental Leave
Fertility Treatment Support
Family Planning Benefits
Health Savings Account/Flexible Spending Account
Home Office Stipend
Phone/Internet Stipend
Wellness Program
Company Equity
Stock Options
401(k) Retirement Plan
401(k) Company Match

Risks

Increased competition from Logic, offering similar AI integration services.
Google's Gemini AI integration in Workspace could overshadow Writer's offerings.
High investor expectations may strain Writer's resources and focus.

Differentiation

Writer's Palmyra Creative model addresses the 'sameness problem' in AI-generated content.
Writer offers a secure, enterprise-grade platform with self-hosted LLMs for client control.
Writer integrates AI with brand-specific knowledge, enhancing business process customization.

Upsides

Writer raised $200M in Series C funding, boosting its enterprise AI leadership.
Growing demand for AI-driven content personalization aligns with Writer's offerings.
Writer's orchestrator agents enhance AI integration, appealing to enterprise clients.

Land your dream remote job 3x faster with AI