Revenue Operations Leader

Location: Remote | Reports to: VP of Sales | Stage: Series B ($52M raised | Hypergrowth

About Wander

Wander is a luxury vacation rental platform that directly operates premium properties and serves as a listing platform for property management partners. Following our $52M Series B, we're rapidly scaling operations across North America and internationally.

We're moving fast. In September alone—our most productive month ever—we added 610 new locations (+30% m/m), launched 400+ properties (inventory now doubling every two months), shipped a complete web and app redesign that lifted conversion 4×, brought major partnerships live, and maintained industry-leading NPS of 82.

The Role

We're seeking a strategic Revenue Operations Leader to architect and optimize our entire sales infrastructure. You'll work directly with our VP of Sales to dissect every element of our revenue engine—from lead generation to close—and build systems that drive predictable, efficient growth. This is a high-impact role for someone who turns complex data into actionable strategy and thrives in a hypergrowth environment where the playbook is being written in real-time.

What You'll Own

Strategic Analysis & Optimization

• Audit existing sales systems, processes, tech stack, and workflows to identify optimization opportunities

• Analyze and improve conversion metrics across the entire funnel

• Build revenue forecasting models, pipeline analytics, and executive dashboards

• Define and refine ICP based on performance data across operated and listed property segments

• Establish territory design, quota methodology, and capacity planning frameworks

Sales Operations & Systems

• Design lead routing, allocation, and cadence processes that maximize conversion and productivity

• Own sales tech stack architecture and drive continuous optimization (CRM, engagement platforms, analytics tools)

• Build sales playbooks, documentation, and standardized workflows

• Manage system integrations and ensure data quality across platforms

Budget & Resource Strategy

• Develop and manage sales operations budget with ROI focus

• Analyze marketing spend effectiveness and recommend channel allocation

• Track key efficiency metrics (CAC, sales cycle length, win rates, quota attainment)

• Build business cases for investments in tools, headcount, and programs

Revenue & Go-to-Market Strategy

• Partner with marketing to optimize lead generation strategy, targeting, and spend

• Analyze lead quality by source; refine MQL/SQL definitions and handoff processes

• Design compensation structures for operated and listed property deals

• Serve as strategic advisor on all revenue-related decisions

• Create executive reporting for leadership and board presentations

What You Bring

Required:

• 3-5 years in revenue/sales operations, strategy, analytics, or consulting

• Experience in high-growth startups/environments

• Experience building zero to one: something scalable from the ground up

• Tech industry experience

• Exceptional analytical skills; advanced Excel/Sheets and data visualization proficiency

• Strong CRM experience (HubSpot highly preferred) and sales engagement tools (Outreach highly preferred)

• Proven track record implementing process improvements that drive measurable results

• Strategic thinking + tactical execution—you design strategy and build the model

• Clear communication with ability to translate data into executive insights

• Self-starter who thrives in ambiguity and fast-paced environments

Preferred:

• Marketplace, platform, or two-sided business model experience

• Hospitality, real estate, or travel tech background

• Multi-product or multi-segment sales organization experience

• SQL or basic coding for data analysis

Success in This Role

Near term: Complete audit of sales systems and processes; identify top 3-5 quick wins
Intermediate term: Implement lead allocation improvements, establish reporting cadence, launch conversion optimization initiatives
Long term: Drive measurable funnel improvement, increase rep productivity, build predictable forecasting models

Why Join

We're at an inflection point—the kind of moment that defines careers. Your foundational work will scale with explosive growth. You'll have a broad mandate to drive change, work directly with leadership, and see immediate impact on revenue outcomes. The pace is relentless, the problems are complex, and the upside is massive. Competitive salary + meaningful equity. Fully remote.

Wander is an equal opportunity employer committed to creating an inclusive environment for all employees.