Revenue Operations Director

Dealerware•Austin Downtown, TX

1d•Hybrid

About The Position

About Dealerware Dealerware transforms the automotive retailers of today into the mobility network of tomorrow. Launched in 2016, Dealerware manages tens of thousands of vehicles at dealerships in North America across every major manufacturer brand. Dealerware is committed to being a people-first culture and a great place to work for all, with flexible scheduling, unlimited PTO, extensive benefits, a core value of Diversity, Equity & Inclusion, and a leadership and management team that defaults to being supportive and accessible. In 2026, Dealerware was recognized by Built In as one of their Best Startups to Work for in Austin for the fifth consecutive year. We are looking for a strategic, execution-oriented Director of Revenue Operations to join our team. This role is responsible for driving revenue predictability, operating rigor, and cross-functional alignment across Sales, Marketing, Customer Success, and Finance. The Director of Revenue Operations helps design and scale the revenue operating model, owning forecasting, analytics, and performance visibility to ensure leadership has a clear, actionable view into results, risks, and opportunities. Partnering closely with executive leadership, this individual operates at the intersection of data and strategy—shaping how Dealerware scales our go-to-market across OEMs, Dealer Groups, and Dealerships. We are hiring for a hybrid role in either Austin, Texas, or Ann Arbor, Michigan.

Requirements

7+ years of experience in Revenue/Sales/GTM Operations and/or GTM Engineering within growth stage, SaaS companies ($25–$75M+ ARR).
Proven ownership of CRM systems, revenue analytics, and GTM reporting at scale.
Experience partnering closely with Sales leadership and Finance on forecasting process, planning, and executive reporting.
Strong analytical judgment with the ability to translate data into executive-level insights and recommendations.
Demonstrated track record of influencing cross-functional leaders and driving durable change without direct authority.
Proficiency in Salesforce, Hubspot, and Outreach with experience implementing and scaling best-in-class AI technologies across the go-to-market stack.

Responsibilities

Define and operationalize Dealerware’s go-to-market operating cadence, including pipeline reviews, forecasting cycles, and executive reporting, creating consistency and accountability across go-to-market teams.
Drive improvements in sales productivity, pipeline health, and sales velocity through disciplined deal inspection, coaching insights, and data-driven recommendations.
Own forecasting methodology, pipeline management, scenario modeling, and variance analysis in partnership with Sales leadership and Finance, improving forecast accuracy and process.
Provide leadership with clear visibility into revenue performance, risk, and upside to support faster, higher-quality decision-making at the board and management level.
Own the strategy, optimization, and scalability of the revenue technology stack (CRM, sales engagement, outreach, marketing automation, analytics, etc.).
Design and continuously improve scalable GTM processes across the full customer lifecycle, from pipeline creation through renewal and expansion.
Build and automate workflows that improve efficiency, pipeline hygiene, and predictability as the business scales.
Evaluate, pilot, and scale best-in-class AI technologies across go-to-market stack to improve team efficiency, demand generation, sales velocity, and pipeline yield.
Align Sales, Marketing, Customer Success, and Finance around shared goals, metrics, definitions, and execution standards.
Translate performance data into actionable insights and recommendations for GTM and executive leadership, influencing strategy, resourcing, and priorities.
Partner with Enablement and GTM leaders to drive adoption of tools, processes, and operating standards.
Build and lead the Revenue Operations function over time, including hiring, developing, and scaling the team to support long term growth.