Revenue Operations Associate

About the role

We are seeking an AI-native RevOps operator to lead the evolution of Middesk's revenue organization. This role involves building and scaling AI-powered workflows that reduce manual work, accelerate GTM execution, and provide real-time visibility into pipeline and performance.

This is a high-autonomy role for someone who thrives in a fast-paced, strategic environment. We operate under a hybrid work model, with expectations for 3 days per week in our NYC office. Candidates must be based within a commutable distance due to our belief in the value of in-person collaboration and team-building.

What You'll Do

• Own and expand Middesk's AI-powered RevOps capabilities, identifying, building, and scaling workflows that reduce manual work and accelerate GTM execution
• Use tools like Claude, Salesforce, Gong, BigQuery, and Slack to build internal tools, automations, and prompt-driven systems that improve how revenue teams operate
• Design and automate core operational processes, including business planning, reporting, and ongoing GTM operations management, with AI as the primary driver
• Develop AI-assisted analysis frameworks to surface win/loss trends, competitive insights, and sales performance signals faster and at greater depth than traditional approaches
• Build automated reporting that connects product usage metrics to revenue outcomes, including consumption trends, activation rates, and expansion cohorts
• Maintain Salesforce as the system of record, translating business requirements into scalable solutions and building intelligent automation that reduces rep burden and improves data quality
• Evaluate and optimize the broader GTM tech stack with an eye toward AI-native tooling, and build dashboards that give leadership real-time visibility into pipeline and revenue performance
• Stay current on the AI tools landscape and bring a strong point of view on where investment creates the most leverage for the revenue organization

What We're Looking For

• 2-4 years of experience in a rigorous, fast-paced environment – RevOps, Bizops, strategy, consulting, or a comparable role where you owned complex cross-functional work
• Genuinely AI-native: you don't just use AI tools, you build with them. Automations, internal tools, prompt systems, or integrations that solve real problems without needing an engineer
• Skillset: Smart, analytical, and strategic – you can break down ambiguous problems, identify the right question to ask, and translate data into clear recommendations
• Ability: Move fast, context-switch well, and thrive in environments where the work isn't always defined for you. Strong communicator with executive presence who is comfortable presenting recommendations and framing trade-offs to senior stakeholders
• Experience: Exceptional project management skills, with experience leading complex, cross-functional initiatives