Chief Operating Officer (COO)

CloudShare is a fast-growing AI-first SaaS company delivering virtual hands-on labs that help organizations drive customer acquisition, product adoption, skill development, and retention through realistic software experiences. Trusted by hundreds of enterprise organizations, CloudShare enables customers to deliver demos, training, POCs, onboarding, and certifications through secure, scalable virtual environments.

The Chief Operating Officer will serve as the operational leader of CloudShare, partnering closely with the CEO and executive leadership team to execute the company’s strategic vision, accelerate growth, improve scalability, and drive predictable business performance.

The COO will lead company-wide operating cadence, business performance management, customer lifecycle operations, organizational scalability, and cross-functional execution. This executive will play a key role in ensuring CloudShare can efficiently scale revenue, improve retention, maximize customer outcomes, and deliver operational excellence across the organization.

The ideal candidate combines strong SaaS operational leadership experience, commercial acumen, customer-centric thinking, and a proven ability to scale high-growth companies from $10M–$50M ARR and beyond.

Responsibilities:

• Partner closely with the CEO and executive leadership team to drive company strategy, operational alignment, and scalable business execution.
• Lead company-wide operational cadence, including business reviews, performance management, cross-functional planning, and execution tracking.
• Build and optimize scalable processes, systems, and operational frameworks to support continued company growth.
• Align Sales, Marketing, Customer Success, Product, and Operations teams around shared company goals, revenue performance, and customer outcomes.
• Drive operational excellence across the customer lifecycle, including onboarding, adoption, retention, expansion, and overall customer experience.
• Partner with Finance on forecasting, budgeting, resource planning, and operational performance management.
• Establish and track key SaaS operational metrics, ensuring data-driven decision-making across the organization.
• Improve organizational efficiency, scalability, and cross-functional collaboration while driving accountability and execution consistency.
• Lead, mentor, and develop high-performing teams and managers while fostering a culture of transparency, ownership, and customer focus.
• Support CloudShare’s growth and organizational evolution by helping scale teams, operational structure, and internal processes.

Requirements:

• 10+ years of executive leadership experience in SaaS or enterprise software environments.
• Proven experience scaling high-growth SaaS companies, ideally from $10M–$50M ARR and beyond.
• Strong operational leadership experience across customer-facing and cross-functional business functions.
• Deep understanding of SaaS business models, operational metrics, forecasting, and growth drivers.
• Proven ability to lead and align cross-functional teams in fast-paced, scaling environments.
• Track record of improving operational efficiency, customer retention, and overall business performance.
• Experience working closely with executive leadership, board members, and investors.
• Strong strategic thinking and execution capabilities, with a hands-on and data-driven approach.
• Excellent leadership, communication, and organizational management skills.
• Ability to build scalable processes and teams while maintaining agility and operational efficiency.

Nice to have:

• Experience in customer education, learning technologies, virtual labs, cybersecurity, developer platforms, or technical enablement environments.
• Experience across both operational and commercial leadership functions.
• Familiarity with operational frameworks such as EOS, OKRs, or similar scaling methodologies.
• Experience working with enterprise customers and customer success-driven SaaS organizations.

We offer a competitive compensation package including:

• Medical, Dental, Vision benefits
• 401K
• Flexible PTO
• 12 Paid Holidays
• Hybrid work (3 days in office) with modern downtown Denver location
• Free Parking
• Onsite Gym

Compensation Range: $200,000-$225,000 annual base salary + 20% bonus

In accordance with applicable pay transparency laws, the compensation range listed above reflects the anticipated base salary range for this role. Final compensation will be determined based on factors including experience, skills, qualifications, and internal equity.