The Land Geek
Head of Sales
1mo ago
9000 –120000 USD / yearWorldwideLeadRemotecrmhubspotsales coachingsales forecastingperformance metricslead generation
The Land Geek is a company focused on teaching land investing for passive income. The Head of Sales is responsible for building and leading a scalable, high-performance sales function converting qualified leads into customers, combining strategy, operations, and coaching.
About the company
- At The Land Geek, we’re all about helping people ditch the rat race and build real freedom through land investing.
- We teach a simple, repeatable system proven by thousands of investors to create passive income without tenants, toilets, or termites, just raw land.
- Our values include Focus & Flow, Real Work & Relationships, Excellence Always, and Evolve Constantly (Kaizen mindset).
Responsibilities
- Own and improve core sales KPIs: booked revenue, call numbers and show-up rate, call closes, total pipeline value.
- Diagnose performance gaps in lead quality, show rate, call quality, and follow-up; resolve bottlenecks impacting conversion and revenue.
- Establish forecasting discipline and pipeline visibility.
- Audit and redesign the full sales process from lead intake to close.
- Improve segmentation between setters and closers to maximize efficiency and conversion.
- Standardize sales workflows, scripts, and best practices.
- Build repeatable systems for lead routing, prioritization, follow-up cadence, pipeline management, call review, and performance feedback.
- Own and optimize CRM (HubSpot) ensuring accurate tracking, reporting, adoption, and data integrity.
- Evaluate and implement sales enablement tools like call recording and analytics.
- Lead, coach, and develop a team of sales contractors (setters and closers).
- Establish clear performance expectations and accountability systems.
- Implement regular call reviews and feedback loops to improve consistency and reduce performance variance.
- Support reps who lack formal sales training.
- Make hiring, role design, and performance management recommendations.
- Define standards for sales call quality, including discovery, objection handling, offer alignment.
- Ensure ethical, high-integrity sales aligned with customer outcomes.
- Personally close deals (~10% capacity) to model excellence.
- Partner with Marketing to improve lead and application quality, messaging alignment, and create clear handoffs.
- Collaborate on funnel optimization and support event strategy to improve conversion and upsell pathways.
- Translate frontline sales insights into recommendations for Product and Coaching.
- Build and maintain dashboards and reports for leadership visibility.
- Identify trends and run experiments to improve show rates, close rates, and upsell rates.
- Maintain a culture of iteration and accountability in the sales team.
Requirements
- Proven ability to improve close rates and team performance.
- Experience managing setters/closers or multi-stage sales funnels.
- Strong coaching instincts, especially with non-traditional sales backgrounds.
- Ability to diagnose complex funnel issues and build/refine sales processes in ambiguous environments.
- Comfort owning CRM systems and data quality.
- Skilled at giving direct, actionable feedback.
- Ability to raise team performance floor and ceiling, holding contractors accountable.
- Experience working closely with Marketing and Product, translating sales insights into recommendations.
- Strong communication and alignment skills.
- Balance short-term revenue and long-term scalability, identifying leverage points across the funnel.
Success Profile
- Experience in high-ticket sales, ideally info products, coaching, or education.
- Background in startups or fast-moving environments.
- Experience leading remote sales teams.
- Strong operator able to build and execute systems.
- Comfortable with imperfect data and building clarity over time.
Conditions
- This is a 1099 contractor role offering a $9,000 monthly retainer and up to $120,000 in performance-based incentives (up to $228,000 total annual compensation).