Senior Director, Sales

Housecall Pro; Northern (KY); Hybrid; USD 155,000 - 190,000; Full time

Benefits offered by this job

Health Insurance

Equity

401(k)

Tech reimbursement

Job summary

Housecall Pro is seeking a Senior Director of Sales to design and lead a high-velocity go-to-market engine, balancing human talent with automated agents. You will architect systems, coach AI-enabled workflows, and drive rapid sales cycles while growing second-line leaders.

You will report to executive leadership and own the critical metrics driving revenue growth. The role emphasizes RevOps mindset, real-time coaching, and cross-functional collaboration with operations, finance, and product

Qualifications

• Ten+ years in sales leadership, RevOps, or GTM strategy within fast SaaS sales cycles.
• Experience leading large teams (50+), developing leaders and talent.
• Proven ability to drive efficiency with AI tools and automation.

Responsibilities

• Architect the overarching sales strategy balancing human and AI-driven funnels.
• Define what work is performed by humans versus automated agents.
• Coach automated agents and optimize workflows to boost conversions.
• Implement real-time coaching metrics for sales reps.
• Analyze GTM data to identify bottlenecks and drive systemic improvements.
• Build leadership pipelines by hiring, training, and developing supervisors.
• Provide direction to cross-functional ops and sales enablement teams.
• Collaborate with executives to align tech scaling with budget and performance.
• Establish KPIs to measure human-to-agent operational efficacy.
• Foster a culture of hyper-learning and resilience across the org.

Skills

Sales Leadership

RevOps

GTM Strategy

Team Leadership

AI Tools & Automation

CRM Platforms

SaaS Sales

Education

Bachelor's degree or equivalent

Tools

CRM platforms

Content Management Systems

Data Insight tools

Job description

Help us build solutions that build better lives. At Housecall Pro, we show up to work every day to make a difference for real people: the home service professionals that support America's 100 million homes. We're all about the Pro, and dedicate our days to helping them streamline operations, scale their businesses, and-ultimately- save time so they can be with their families and live well.

While our headquarters are based in Denver, Colorado, our team spans the globe, with teammates across Brazil, Poland, the Philippines, Mexico, and beyond. We care deeply about our customers and foster a culture where our company, people and Pros grow and succeed together-no matter where they're based. Leadership is as focused on growing team members' careers as they expect their teams to be on creating solutions for Pros.

We also offer:

• A generous benefits program that supports the whole you with medical, dental, vision, life, disability, and 401(k)
• Paid holidays and flexible, take-it-as-you-need-it paid time off
• Monthly tech reimbursements
• A culture built on innovation that values big ideas, no matter where they come from
• Equity in a rapidly growing startup backed by top-tier VCs

Role Overview

As a Senior Director, Sales, you are the chief architect of our high-velocity go-to-market engine, sitting at the intersection of business acumen, systemic design, and frontier technology. You are not just a leader of people, but a designer of systems who determines the optimal operational orchestration between human talent and automated agents. You possess a distinct RevOps mindset, deeply understanding how to analyze the end-to-end transactional funnel, coach automated systems, and execute rapid sales cycles while maintaining an uncompromising commitment to human leadership development. You are responsible for closing the critical gap between traditional operators and technical system architects, building an environment where advanced data feedback loops deliver real-time metrics directly to representatives while developing second-line leaders across a high-growth infrastructure.

Our team is passionate, empathetic, hard working, and above all else focused on improving the lives of our service professionals (our Pros). Our success is their success.

What you do Each Day

• Architect the overarching sales strategy, balancing human intervention and AI agency to maximize high-velocity transactional funnel efficiency
• Design the structural framework for determining what work is performed by human representatives versus automated agents
• Coach automated agents and optimize their workflows to maximize conversion rates within a compressed sales cycle
• Implement technical feedback infrastructure that delivers real-time coaching metrics directly to sales representatives
• Analyze complex GTM data and sales funnels to identify operational bottlenecks and engineer systemic improvements
• Hire, train, and develop sales supervisors and managers to construct a scalable leadership pipeline
• Provide macro-level direction to cross-functional operations and sales enablement teams to optimize territory and pipeline systems
• Collaborate with executive leadership to align technological scaling with department financial performance and budget allocations
• Establish key performance indicators to monitor the efficacy of the human-to-agent operational matrix
• Cultivate a culture of hyper-learning curiosity and resilience across a large-scale sales organization

Qualifications

• 10+ years of experience in Sales Leadership, RevOps, or GTM Strategy with a proven track record operating within a fast sales cycle SaaS environment
• Experience leading large teams of 50 or more, demonstrating an aptitude for managing substantial growth and fostering the professional development of sales teams
• Proven ability to lead, hire, and train not only managers but also contribute strategically to the overall leadership development within the organization
• Proven experience driving team efficiency or output quality through the strategic use of AI tools and automation
• Demonstrated capacity to serve as an operator and architect who builds technical workflows rather than simply managing traditional teams
• Mastery of modern sales tech stacks, advanced CRM architectures, and automated funnel analysis platforms (i.e. Customer Relationship Management, Content Management Systems, Data Insight tools)
• Bachelor's degree or equivalent work experience

What will help you succeed in this role

• A rich portfolio of active, self-directed exploration showing either an exceptional breadth of cross-functional interests and profound depth of specialized mastery; alongside the personal resilience to learn from scratch, and successfully thrive in ambiguity
• Exceptional business acumen with an intrinsic understanding of how technical funnel inputs impact downstream revenue outputs
• High emotional intelligence coupled with a dedicated passion for human coaching, culture creation, and second-line leadership development
• Deep systems thinking capability with a demonstrated history of successfully avoiding enterprise stagnation in favor of high-velocity growth dynamics

This role is open to candidates and the expected on target earnings range for this role is $155,000-$190,000 (base + bonus) + Equity. The specific salary for the successful candidate will be determined based on permissible, non-discriminatory factors such as skills, experience, and geographic location. This role is also eligible to participate in Housecall Pro's equity plan and the following benefits: health care insurance (medical, dental, vision, disability), employee assistance program, 401(K), flexible time off, paid parental leave, tech reimbursement, and other company benefits. Housecall Pro is growing fast and we're scaling our team to help enable and accelerate our growth.

Founded in 2013, Housecall Pro helps home service professionals (Pros) streamline every aspect of their business. With easy-to-use tools for scheduling, dispatching, payments, and more, Housecall Pro enables Pros to save time, grow profitably, and provide best-in-class service.

Housecall Pro's brand portfolio includes Business Coaching by Housecall Pro, a business coaching solution for home services businesses. Our brands are united by a singular mission to champion our Pros to success.

We support more than 50,000 businesses and have over 2,000 ambitious, mission-driven, genuinely fun-loving teammates across the globe. If you want to do work that impacts real people, supported by a team that will invest in you every step of the way, we'd love to hear from you.

Housecall Pro celebrates diversity and we are committed to creating an inclusive environment. We are an equal opportunity employer and do not discriminate on the basis of gender, race, religion, national origin, ethnicity, disability, gender identity/expression, sexual orientation, veteran or military status, or any other category protected under the law. #LI-Remote

Use of Artificial Intelligence in Hiring and Engagement Processes: we may use artificial intelligence (AI)-powered tools to support the review and evaluation of employment and independent contractor applications, including screening and qualification assessments. All final hiring and engagement decisions are made by human representatives, not AI tools.