Jarrod Middleton on Building Scalable Revenue Teams at RedTeam

Written by BuildingYourBusiness.online | May 8, 2026 6:34:15 PM

Jarrod Middleton on Building Scalable Revenue Teams at RedTeam

Meta Title: Jarrod Middleton Leading Revenue Growth at RedTeam

Meta Description: Discover how Jarrod Middleton, CRO at RedTeam, is scaling high-performing revenue teams and transforming construction technology growth.

Jarrod Middleton’s Vision for Revenue Growth at RedTeam

In today’s rapidly evolving construction technology landscape, leadership matters more than ever. As Chief Revenue Officer at RedTeam, Jarrod Middleton brings a proven track record of building scalable go-to-market organizations, driving sustainable revenue growth, and developing high-performing sales cultures.

Jarrod’s leadership philosophy centers on a powerful belief: great revenue organizations are built at the intersection of people, process, and purpose. Throughout his career, he has consistently demonstrated the ability to scale teams, integrate acquisitions, improve operational performance, and create systems that support long-term business success.

Now leading revenue operations at RedTeam, Jarrod is focused on helping construction technology teams grow smarter, execute better, and deliver meaningful results while fostering a culture people are proud to be part of.

About RedTeam

RedTeam is a construction technology company built specifically for contractors, by contractors. The platform provides powerful collaboration and project management tools that give construction teams real-time access to critical project information from anywhere.

RedTeam’s ecosystem includes several industry-leading products designed to support contractors of all sizes:

RedTeam Flex

RedTeam Flex is a highly customizable construction management software solution designed for mid-sized to enterprise-level contractors. The platform helps construction companies manage projects from preconstruction through completion while improving visibility, collaboration, and operational efficiency.

RedTeam Go

RedTeam Go is designed for small to mid-size contractors seeking easy-to-use project management software that simplifies workflows, automates repetitive tasks, and standardizes operations to save both time and money.

Fieldlens by RedTeam

Fieldlens by RedTeam is an intuitive jobsite management solution that enables efficient, real-time collaboration between field teams, office staff, and trade workers. The platform helps reduce rework, eliminate communication gaps, and improve project execution.

Together, these products position RedTeam as a leading force in construction technology innovation.

A Revenue Leader Focused on Scalable Growth

Jarrod Middleton’s career has been defined by his ability to build and scale revenue organizations during periods of rapid growth and transformation.

From expanding Business Development organizations from 10 to more than 100 BDRs to aligning sales organizations through multiple acquisitions, Jarrod has repeatedly demonstrated a talent for creating clarity, accountability, and consistent execution.

His leadership approach combines strategic planning with operational discipline. Rather than focusing solely on short-term wins, Jarrod prioritizes building systems and cultures that create sustainable long-term success.

This philosophy has produced measurable results throughout his career, including top-decile Gallup Manager Engagement scores and significant year-over-year revenue growth.

Leading Revenue Operations at RedTeam

In April 2026, Jarrod Middleton joined RedTeam as Chief Revenue Officer.

In this role, he is responsible for overseeing the company’s revenue strategy, sales performance, business growth initiatives, and go-to-market execution. His experience scaling organizations and integrating teams makes him uniquely positioned to help RedTeam accelerate growth in the construction software market.

As construction companies continue adopting digital tools to improve productivity and project outcomes, RedTeam is strategically positioned to support contractors with modern, collaborative technology solutions.

Jarrod’s leadership is expected to further strengthen RedTeam’s ability to deliver value to contractors while expanding market reach and customer success.

Building High-Performing Teams Through Leadership

One of Jarrod Middleton’s defining strengths is his commitment to people development.

He believes that successful organizations are built by developing strong leaders, creating clear growth paths, and fostering cultures where teams are both competitive and collaborative.

This people-first leadership style has helped him:

  • Scale business development organizations successfully
  • Improve sales coaching and performance management systems
  • Align teams across multiple acquisitions
  • Enhance lead conversion rates and sales execution
  • Drive employee engagement and accountability

His leadership philosophy is especially valuable in the construction technology sector, where operational complexity and customer demands require both strategic vision and disciplined execution.

Transformational Leadership at ConstructConnect

Before joining RedTeam, Jarrod spent more than seven years at ConstructConnect, where he held several senior leadership positions.

Vice President of Sales

As Vice President of Sales from November 2023 to March 2026, Jarrod oversaw all new business acquisition efforts within the contractor segment.

During 2024, he implemented:

  • New performance management policies
  • Process improvements across sales operations
  • Enhanced sales coaching systems
  • Advanced sales enablement tools

These initiatives led to:

  • 17% year-over-year bookings growth
  • Improved customer acquisition costs
  • Better sales team accountability and execution

Vice President of Business Development

In this role, Jarrod managed the integration of three acquired companies into ConstructConnect’s broader sales organization.

By implementing best practices and unifying teams, he helped improve lead conversion rates and operational consistency across the takeoff and estimating business units.

Director of Business Development

As Director of Business Development, Jarrod played a key role in integrating four business development teams into one unified organization during a period of rapid acquisition activity.

He managed multiple business development managers overseeing more than 80 representatives while leading prospecting and lead qualification efforts that supported broader revenue growth.

His ability to combine operational structure with strong team culture became a hallmark of his leadership approach.

Early Career Success at iSqFt

Prior to ConstructConnect, Jarrod built an impressive sales career at iSqFt.

As a Mid-Market Account Executive, he consistently exceeded sales quotas:

  • 2016: 166% of quota and ranked #1 Account Executive
  • 2015: 125% of quota
  • 2014: 105% of quota
  • 2013: New Sales Rookie of the Year

Later, as Manager of Business Development, he helped introduce the BDR/SDR structure into the organization’s sales department.

He recruited, hired, and trained the initial team before scaling the operation from 10 to 20 BDRs following early success.

During this period, Jarrod developed:

  • Sales enablement programs
  • Compensation and commission structures
  • BDR-to-AE operational processes
  • Sales forecasting systems
  • Funnel management strategies

These foundational systems significantly improved how the organization measured and forecasted sales performance.

Passion for Construction Technology

What makes Jarrod Middleton especially impactful in his current role is his passion for the construction industry.

He recognizes the unique challenges contractors face every day — tight deadlines, operational complexity, communication gaps, and the constant pressure to deliver projects efficiently.

That’s why he is particularly motivated by opportunities to help organizations improve outcomes in industries like construction, where technology can create measurable operational and financial impact.

Through RedTeam’s construction management solutions, Jarrod is helping contractors modernize workflows, improve collaboration, and drive better project performance.

The Future of Revenue Leadership at RedTeam

As the construction technology market continues evolving, companies need leaders who can combine strategic growth with operational excellence.

Jarrod Middleton brings exactly that combination to RedTeam.

His proven expertise in scaling revenue teams, integrating acquisitions, optimizing sales processes, and building strong organizational cultures positions him as a transformative leader in the construction software industry.

With RedTeam continuing to expand its suite of contractor-focused solutions, Jarrod’s leadership will play a critical role in shaping the company’s next phase of growth.

For organizations seeking modern construction management technology backed by experienced leadership, RedTeam continues to stand out as an innovative and forward-thinking partner.

 

Jarrod Middleton’s career reflects a consistent commitment to scalable growth, operational excellence, and people-centered leadership.

From building business development organizations to leading enterprise sales transformation initiatives, his experience aligns perfectly with RedTeam’s mission to empower contractors with better technology and collaboration tools.

As Chief Revenue Officer, Jarrod is helping drive a future where construction companies can operate more efficiently, communicate more effectively, and achieve stronger business outcomes.

His focus on building smarter teams, improving execution, and delivering meaningful customer impact continues to define his leadership journey and RedTeam’s evolving success story.

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