Senior Director, Agent Sales

Posted 17ds ago

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Job Description

Senior Director, Agent Sales leading Zillow’s SMB and Mid-Market agent segments. Responsible for driving revenue growth and customer retention through effective sales strategies.

Responsibilities:

  • The Senior Director, Agent Sales will design and lead the go-to-market strategy for Zillow’s SMB and Mid-Market agent segments
  • Build culture and leadership at scale
  • Create clarity of direction, high standards , and accountability across a multi-layer sales organization
  • Role-model a culture that values learning, experimentation, and continuous improvement , especially as the team shifts to new products and sales motions
  • Coach senior leaders and managers to become multipliers who inspect effectively, diagnose performance, and develop their teams
  • Set multi-year strategy across segments
  • Design and evolve SMB and Mid-Market G&R strategies , including coverage models, account segmentation, and engagement plays across different customer needs and deal cycles
  • Build an integrated approach that spans high-velocity, in-week/in-month motions and more complex, multi-month, multi-stakeholder deals
  • Own revenue, retention, and growth outcomes
  • Establish and refine operating cadences for forecasting, pipeline inspection, and performance management focused on both retention and Added MRR
  • Use data to diagnose portfolio health, identify risk/opportunity, and prioritize where leaders and reps spend time
  • Define organizational structure , leadership layers, roles, territories, and capacity plans that can scale efficiently
  • Align compensation plans and incentives with desired behaviors across segments (e.g., balance of retention, upsell, cross-sell, and product mix)
  • Build, develop, and succession-plan senior leaders and frontline managers who can multiply impact across the org
  • Lead transformation from transactional to value-based, software-led selling
  • Guide the transition from primarily advertising-led selling to multi-product, software-led, value-based sales motions
  • Establish clear, repeatable sales frameworks and playbooks that work across SMB and Mid-Market but flex to segment needs
  • Drive data-driven operational excellence
  • Partner closely with Sales Operations on forecasting rigor, territory and coverage design, rules of engagement, and tooling
  • Define the core metrics and dashboards that senior leaders, managers, and reps rely on to run the business
  • Use insights from forecasting, churn, product usage, and sales performance to continually refine strategy and execution
  • Shape cross-functional strategy and partnerships

Requirements:

  • Enterprise-scale strategic leadership
  • Proven experience building multi-year GTM or sales strategies across multiple segments or business units
  • Demonstrated ability to set direction , not just execute on an existing plan
  • Hands-on leadership in both high-velocity SMB and more complex Mid-Market motions (from one-call closes to multi-month, multi-stakeholder deals)
  • Driving organizational transformation
  • Experience analyzing and redesigning org structures, sales motions, and coverage models
  • Track record leading teams through complex, multi-product or motion changes (e.g., advertising to software, transactional to consultative)
  • Comfortable operating in ambiguity and complexity at scale , making and communicating clear trade-offs
  • Data-driven operational excellence
  • Uses data and insights to diagnose business performance, shape operating models, and prioritize investments
  • Strong command of forecasting, pipeline health, churn, and expansion metrics ; able to connect them to strategic decisions
  • Communicates decisions and narratives anchored in metrics and trends , not anecdotes
  • Organizational talent architecture
  • Experience designing leadership structures, roles, and capacity plans that scale with the business
  • Proven ability to build, coach, and retain senior leaders and frontline managers , creating a strong internal pipeline
  • Executive-level influence with cross-functional partners
  • Demonstrated success influencing Product, Marketing, Sales Operations, Enablement, Finance, and HR at the executive level
  • Communicates in a way that guides decisions and aligns stakeholders, not just reports out on status
  • Proven success leading senior leaders — coaching Directors and Managers, raising the bar on leadership quality
  • Market and customer insight orientation
  • Deep understanding of how customer, market, and segment dynamics shape sales strategy, product mix, and engagement motions
  • Able to synthesize field feedback and customer insights into concrete recommendations for roadmap and GTM
  • Culture builder at scale
  • History of creating clarity, accountability, and cohesion across large, distributed organizations
  • Comfortable having tough conversations , making high-judgment calls, and holding the bar through change.

Benefits:

  • equity awards based on factors such as experience, performance and location

Zillow

Real Estate

Reimagining real estate to make it easier than ever to move from one home to the next.

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