We are looking for a self-starting, growth-minded leader to guide our Contractor Business Unit — the core of GiddyUp’s mission to help contractors run better businesses.

As a Business Unit Leader, you will be responsible for the success of our contractor segment, leading the strategy, operations, and team that deliver exceptional value to roofing and home improvement contractors. You’ll work closely with sales, marketing, product, and customer success to drive adoption, retention, and expansion.

This role is ideal for someone who thrives in a fast-paced SaaS environment, loves building teams, and enjoys working directly with contractors to help them grow.

• Own the Contractor Business Unit strategy, growth, and results

• Align marketing, sales, and customer success efforts specific to contractor needs

• Serve as the “voice of the contractor” to influence product roadmap priorities

• Develop and manage onboarding, training, and adoption programs

• Track performance through KPIs such as ARR growth, churn, and customer satisfaction

• Build and lead a high-performing cross-functional team

• Represent GiddyUp in industry events, trade shows, and partnerships

• Identify new opportunities and strategic initiatives within the contractor market

• Collaborate closely with the Supply Chain Business Unit for joint initiatives

• Perform other duties as assigned 

• Bachelor’s degree or equivalent experience required
• 5–8 years of experience in SaaS, construction technology, or contractor services
• Proven experience leading a customer-facing or business unit team
• Strong leadership, organizational, and communication skills
• Ability to manage strategic and tactical responsibilities simultaneously
• Deep understanding of contractor workflows and business challenges
• Be a self-motivated, collaborative team player
• Be a problem solver with a “get it done” attitude
• Be career-minded and committed to long-term success
• Experience in the roofing or home improvement industry is a plus