Vice President of Sales

Vice President Of Sales

Workyard is a growing SaaS startup developing an industry changing workforce management platform for the trades. Trusted by over 50,000 tradespeople, our platform helps businesses save time, increase profits, and improve crew accountability through a suite of solutions focused on automated time tracking, job scheduling, cost management, and compliance.

We are looking for a Vice President of Sales to lead and scale Workyard's revenue engine as we grow from $6M to $50M+ ARR over the next 3 years. You will own the sales strategy, drive predictable revenue growth, and build a high-performing team across high-velocity inbound sales and scalable outbound motions. Reporting to the CEO, you will partner closely with Marketing, Product, and Revenue Operations to ensure inbound channels are optimized for maximum conversion while building a robust, repeatable outbound engine. You will balance hands-on leadership with building the systems, processes, and culture required for long-term scale.

Responsibilities

Build and execute sales strategy

Develop and implement a comprehensive sales strategy to achieve aggressive ARR growth targets

Optimize a high-velocity inbound sales process for speed, quality, and conversion rate improvement

Build a predictable outbound sales motion targeting high-value accounts in core verticals

Align sales efforts with Workyard's ICP and market expansion priorities

Lead, manage, and scale the sales team

Recruit, train, and develop a high-performing inbound and outbound sales organization

Establish clear goals, KPIs, and accountability frameworks for the team

Foster a culture of performance, collaboration, and continuous improvement

Drive predictable pipeline and revenue growth

Partner with Marketing to maximize lead quality, velocity, and handoff efficiency

Ensure strong pipeline management, forecasting accuracy, and consistent quota attainment

Implement strategies for expansion and upsell within the existing customer base

Optimize sales processes and systems

Collaborate with Revenue Operations to refine CRM workflows, reporting, and analytics

Establish scalable sales processes for both inbound and outbound motions

Leverage data-driven insights to inform decision-making and continuous optimization

Requirements

You are a proven sales leader with a track record of scaling B2B SaaS revenue teams and balancing high-volume inbound optimization with predictable outbound pipeline generation. You thrive in high-growth, entrepreneurial environments and can execute short-term priorities while building for long-term scale.

7+ years in SaaS sales leadership roles, including managing both inbound and outbound teams

Demonstrated success scaling revenue from ~$5M$10M ARR to $50M+ ARR

Expertise in optimizing high-velocity inbound sales funnels and building repeatable sales processes

Demonstrated ability to build and maintain outbound sales motions from scratch

Proven ability to recruit, coach, and inspire top sales talent

Data-driven decision-making with experience in CRM optimization and sales analytics

Excellent communicator and collaborator across functions

Preferred : MBA or equivalent advanced business education

Bonus points : Experience in the Construction Technology industry