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Vice President of Sales Operations (VPSO)

We are looking for a VP of Sales Operations (VPSO) who shares these values and is ready to lead by example.

Job Summary

We are seeking a Vice President of Sales Operations (VPSO) to drive strategies for attracting and converting new leads into customers. This is a critical leadership role responsible for developing, optimizing, and scaling high-performing sales programs that ensure sustained growth.

The ideal candidate will be a data-driven, process-oriented leader who thrives on building scalable and programmatic sales strategies, implementing effective lead management systems, and ensuring every aspect of the sales funnel is optimized for efficiency and conversion.

Together with the CRO this person will own the full sales funnel, ensuring that the team operates at maximum efficiency—from lead generation to conversion—while maintaining a relentless focus on winning, accountability, and continuous improvement.

The VPSO will collaborate closely with cross-functional teams, including marketing and operations, to ensure that all sales efforts are aligned with the company’s overall goals.

Key Performance Outcomes

Lead Funnel Management & Optimization

The VPSO will oversee and optimize every stage of the lead funnel to ensure high conversion rates and sustainable growth.

• Goal Achievement
  • Successfully drive the sales team to consistently meet and exceed growth targets across all brands and regions.
  • Establish a best-in-class training program that ensures all business development reps have the necessary skills, resources, and knowledge to succeed.
  • Recruit, mentor, and retain top-tier sales talent, ensuring that every leader and business development representative operates at peak performance.
• Top of Funnel (Lead Generation & Acquisition)
  • Identify where leads are coming from and assess the effectiveness of different lead sources.
  • Evaluate outbound marketing campaigns for effectiveness, measuring Return on Ad Spend (ROAS) by campaign and lead source.
  • Optimize brand visibility across lead sources, ensuring Awayday is maximizing opportunities from all potential homeowner acquisition channels.

• Middle of Funnel (Lead Nurturing & Engagement)
  • Monitor and improve call-answering rates to ensure inbound leads are promptly addressed.
  • Track sales projections and ensure that outbound efforts align with growth goals.
  • Design and implement structured follow-up campaigns (email, direct mail, and phone outreach) to engage leads and improve conversion rates.

• Conversion & Closing
  • Analyze sales team performance to identify high-performing team members and those needing coaching or support.
  • Assess whether sales projections align with actual conversion rates and adjust strategies accordingly.
  • Implement systems to ensure business development (BD) representatives follow up consistently, schedule meetings, re-engage lost or cold leads, and develop relationships for referral growth.

• Acquisition Integration:
• Installation of on the ground business development functions and playbooks into newly acquired businesses.

Sales Performance Analytics & Insights

• Develop a data-driven approach to sales by tracking key metrics such as:
  • Optimize marketing spend for high-LTV brands.
  • Identify where CAC needs to be lowered and implement cost-effective strategies. Also, identify where CAC needs to be increased in order to meet goals.
• Lead Source Performance: Conversion rates by source and campaign effectiveness.
• Sales Team Performance: Individual BD rep effectiveness, follow-up rates, and closing success.
• Client Acquisition Cost (CAC) vs. Lifetime Value (LTV):
• ROAS by Marketing Campaign: Ensure marketing dollars are allocated to the highest-yielding strategies.

Sales Process & Systems Optimization

• Implement programmatic, repeatable, scalable, and high-performing sales processes.
• Leverage CRM and automation tools to enhance efficiency and lead tracking.
• Experience designing and leading a CRM migration.
• Establish rigorous reporting and dashboards to track real-time sales and marketing performance.
• Work closely with marketing and business development teams to align strategies and ensure a seamless homeowner acquisition experience.

Who We’re Looking For

We are seeking a strategic, detail-oriented leader who embodies the following traits:

• Humble & Empathetic – Understands team dynamics and prioritizes collaboration.
• Curious & Analytical – Obsesses over data, insights, and optimization.
• Process-Driven & Detail-Oriented – Loves building programmatic, scalable, repeatable systems.
• Autonomous & Gritty – Self-motivated, problem-solving, and resourceful.
• Customer-Obsessed & Service-Minded – Prioritizes homeowner needs in every decision.
• P&L Focused & ROI-Driven – Always seeking to maximize return on investment.
• Fast-Moving & Thoughtful – Can balance rapid execution with strategic decision-making.
• Ownership Mentality & Servant Leadership – Leads by example and fosters a culture of accountability.

Qualifications

• 10+ years of experience in sales leadership roles, preferably in a high-velocity, short sales cycle environment (e.g., SaaS, PropTech, Real Estate, Home Services, Hospitality, or B2C sales).
• Experience in scaling a fast-growing sales organization.
• We are looking for a candidate accustomed to high-volume sales with a large number of leads.
• Candidate will have management responsibilities and will be a part of the executive team and work closely with the executive team.
• Candidate must be a “doer.” Candidate will be strategic, data-driven, and hands on.
• Proven track record of scaling and optimizing large sales teams (20+ reps) while achieving aggressive revenue targets.
• Expertise in sales process development, CRM management (Salesforce, HubSpot, or similar), and performance optimization.
• Deep experience in sales training, coaching, and enablement programs to drive skill development and consistency.
• Strong analytical and financial acumen, with experience in forecasting, pipeline management, and sales data analytics.
• Ability to attract, recruit, and retain top-tier sales talent.
• Bachelor’s degree required; MBA preferred.

Compensation & Benefits

• Competitive base salary with performance-based incentives.
• Equity opportunities based on company performance.
• Comprehensive benefits package, including health, dental, and vision insurance.
• 401(k) with company match.
• Remote flexibility with travel to key markets.

#LI-DNI #LI-BF1

Bachelor’s Degree