Head of Sales Execution

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Greenwood Village, CO, USA
In-Office
165K-213K Annually
Senior level
Marketing Tech • Real Estate • Software • PropTech
Engrain’s advanced integrations and technical flexibility offer solutions for any real-estate stack.
The Role

Description

Engrain builds map-based tech that’s redefining how real estate works. Our interactive, unit-level maps and powerful data integrations help over 1,000 companies—and 20,000 properties—to make smarter decisions, streamline leasing, and deliver better renter experiences. From prospect to renewal, our products give properties a spatial brain and a visual edge when it comes to property marketing and management. And it’s working: our churn rate is just 5%, and we’ve been putting up double-digit growth numbers every year.

We’re not your typical proptech company. We move fast, we stay curious, and we don’t do stale or corporate fluff. Backed by successful Seed and Series A rounds, we’re entering a phase of serious scale.

As the Head of Sales Execution at Engrain, you will be responsible for driving the day-to-day performance of our sales organization, ensuring that our team is executing at a high level and hitting revenue goals. Reporting directly to the CEO, you will focus on optimizing processes, coaching sales reps, and ensuring deal velocity, rather than leading overall sales strategy. If you thrive in a hands-on, execution-focused role and love driving results through team enablement and process optimization, this is an opportunity to make a significant impact.

What you'll do...

Sales Execution & Team Performance

  • Drive the operational success of our sales team, ensuring reps have the structure, tools, support and accountability to hit targets.
  • Establish key performance indicators (KPIs) to measure and continuously improve the efficiency, accuracy, and timeliness of Engrain’s sales operations workflows, including contract generation, job starts, and audits.
  • Rethink and optimize how we close sales—from contract finalization to job initiation to invoicing—driving speed, accuracy, and visibility into every transaction
  • Work closely with the CEO to ensure sales processes align with company objectives. 
  • Work closely with cross-functional teams to embed a customer-first philosophy into every sales execution process, and interaction, ensuring that sales, finance, and legal teams align to create an entirely frictionless sales execution experience.
  • Own and refine sales workflows to minimize any bottlenecks and inefficiencies.

Revenue Growth & Pipeline Management

  • Ensure effective execution of account penetration and new logo acquisition strategies.
  • Work with revenue operations to track and improve key sales funnel metrics, such as lead-to-opportunity conversion rates and sales cycle length.
  • Align sales execution with customer needs in the multifamily, senior living, and self-storage markets.
  • Work with revenue operations to implement technologies and workflows that optimize sales metrics including pipeline velocity, deal close rates, and forecast accuracy.

Sales Process Optimization & Enablement

  • Implement best practices to improve rep productivity, onboarding speed, and overall sales effectiveness.
  • Develop and roll out sales playbooks, training programs, and coaching frameworks to elevate team performance.
  • Work closely with revenue operations to oversee CRM utilization and sales technology to ensure accurate reporting and forecasting.

Revenue Operations Coordination & Data-Driven Sales Management

  • Work closely with the revenue operations team to utilize data and analytics to identify performance gaps and opportunities for improvement.
  • Own key sales KPIs, ensuring visibility and accountability.
  • Provide regular reporting on team performance, sales efficiency, and sales execution effectiveness.

Requirements

What You Offer Us…

  • Experience & Expertise: At least 5 years of experience in an operations, sales leadership, or sales enablement role within a B2B SaaS company.
  • Sales Execution & Efficiency: A proven ability to improve efficiency by optimizing processes and managing performance. You have a track record of enhancing pipeline velocity, forecasting accuracy, and sales productivity through data-driven insights and coaching.
  • Cross-Functional Collaboration: You're a strong collaborator with experience working seamlessly across sales, marketing, and customer success to align efforts and drive shared goals.
  • Technical Proficiency: You have a deep familiarity with CRM tools like Salesforce or HubSpot, as well as various sales analytics platforms.
  • Education: A bachelor's degree in Business, Sales, or a related field.

What we offer you...

  • Salary Disclosure for Colorado: base salary of $165,000 and an OTE of $213,000. Final offer amount is determined by factors including years and depth of candidate’s experience, certifications, and skill set alignment to the job requirements
  • 100% coverage of employee’s health, dental and vision insurance with basic plan
  • Up to 12 weeks of paid parental leave
  • Up to 18 days annually of PTO & 10 holidays per year
  • Dog-friendly office
  • 401(k) match up to 4 percent
  • Annual stipend for personal growth through our Grow475 program
  • On-site amenities including a professional fitness center, flexible & modern workspace, coffee bar, happy hour taps & team member lounge

All qualified applicants will receive consideration for employment without regard to race, color, sex, sexual orientation, gender identity, religion, national origin, disability, veteran status, age, marital status, pregnancy, genetic information, or other legally protected status.

Skills Required

  • At least 5 years of experience in operations, sales leadership, or sales enablement within a B2B SaaS company
  • Proven ability to improve efficiency through process optimization and performance management
  • Track record of improving pipeline velocity, forecasting accuracy, and sales productivity through data-driven insights and coaching
  • Experience collaborating across sales, marketing, and customer success
  • Familiarity with CRM tools such as Salesforce or HubSpot and sales analytics platforms
  • Bachelor's degree in Business, Sales, or a related field

Engrain Compensation & Benefits Highlights

The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Engrain and has not been reviewed or approved by Engrain.

  • Healthcare Strength — Health coverage is highlighted with employee-only premiums fully covered on at least one plan, plus HSA options and mental-health support. This combination indicates robust, cost-friendly core healthcare.
  • Parental & Family Support — Paid parental leave is described as up to 12 weeks for primary caregivers and 6 weeks for secondary caregivers, alongside resources like an onsite Mother’s Room and family medical leave. These elements point to meaningful caregiver support.
  • Leave & Time Off Breadth — Time off includes about 18 days of PTO plus 10 paid holidays. This breadth offers predictable rest and complements the leave structure.

Engrain Insights

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The Company
HQ: Greenwood Village, CO
195 Employees
Year Founded: 2009

What We Do

Engrain’s mission is to fundamentally transform the way people find, lease and manage property. A recognized leader in next-generation touring technology and map-based data visualization software, Engrain’s advanced integrations and technical flexibility offer solutions for any real-estate technology stack.

Why Work With Us

Imagine a company that offers more than just a desk & a place to work. Our success is built upon a team of talented individuals working collaboratively in a refreshingly friendly environment. Open workspaces, a casual dress code & resources dedicated to supporting employee's overall happiness & professional development.

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