About The Role:We're looking for an AI-native RevOps operator to own and evolve how Middesk's revenue organization runs. In this role, you'll build the automations, internal tools, and intelligent workflows that power our GTM engine, using AI as the primary lever to reduce manual work, surface insights faster, and give leadership real-time visibility into pipeline and performance. This is a high-autonomy role for someone who moves fast and thinks strategically.
We follow a hybrid work model, and for this role, there is an expectation of 3 days per week in our NYC office. Candidates should be based within a commutable distance, as we believe in the value of in-person collaboration and building strong team connections while also supporting flexibility where possible.
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
- Build AI-assisted analysis frameworks to surface win/loss trends, competitive insights, and sales performance signals faster and at greater depth than traditional approaches
- Develop automated reporting that connects product usage metrics to revenue outcomes, including consumption trends, activation rates, and expansion cohorts
- Proactively identify risks, bottlenecks, and opportunities across the full customer lifecycle, leveraging AI tooling to monitor signals at scale
- 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
- Smart, analytical, and strategic - you can break down ambiguous problems, identify the right question to ask, and translate data into clear recommendations
- You 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
- Ability to own the full RevOps surface area including systems, process design, reporting, and AI tooling, with high autonomy
- Exceptional project management skills, with experience leading complex, cross-functional initiatives
