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Technical Support Analyst

Denver, Colorado, United States
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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.

We are looking for a customer-focused and technically skilled Technical Support Analyst to join our growing global team. In this role, you will provide high-quality technical support and troubleshooting assistance to customers using CloudShare’s virtual lab and cloud environment platform. You will work closely with customers, Customer Success, Product, and Engineering teams to resolve technical issues, improve the customer experience, and ensure customers get the most value from our platform.

The ideal candidate is proactive, detail-oriented, and passionate about solving technical problems while delivering an exceptional customer experience in a fast-paced SaaS environment.

Responsibilities:

  • Provide technical support to customers via ticketing systems, email, Zoom, and other communication channels.
  • Troubleshoot, investigate, diagnose, and resolve platform, environment, connectivity, and user-related technical issues.
  • Take ownership of customer issues and drive them through resolution in a timely, professional, and customer-focused manner.
  • Collaborate closely with Engineering, Product, Customer Success, and Sales teams to escalate and resolve complex technical cases when needed.
  • Build strong customer relationships by educating customers on platform capabilities, best practices, and product functionality.
  • Monitor customer environments and identify recurring issues, trends, and opportunities for improvement.
  • Maintain accurate documentation of customer interactions, troubleshooting steps, resolutions, and internal knowledge base articles.
  • Support internal processes and contribute to improving support workflows, tools, and overall customer experience.
  • Continuously develop technical knowledge and product expertise to stay up to date with platform updates and new features.
  • Ensure timely communication and updates to customers throughout the support process.

Requirements:

  • Bachelor’s or Master’s degree in Computer Science or a related field.
  • 2+ years of experience in Technical Support, Escalation Engineer or a similar customer-facing technical role.
  • Experience working in a SaaS, cloud, or enterprise software environment.
  • Strong troubleshooting and analytical problem-solving skills.
  • Technical aptitude with the ability to quickly learn new technologies and systems.
  • Proven experience in troubleshooting and configuring networking (routing/DNS), operating systems (Windows/Linux), and virtual machine/hardware configurations in a cloud environment.
  • Ability to prioritize, manage, and escalate customer issues effectively when needed.
  • Excellent written and verbal communication skills in English, with the ability to clearly explain technical solutions to customers.
  • Customer-oriented mindset with a proactive, positive, and service-focused approach.
  • Comfortable working cross-functionally with Customer Success, Product, Engineering, and other internal teams.
  • Experience working with support/ticketing platforms such as Zendesk, Jira, Salesforce, or similar tools — advantage.
  • Highly organized, detail-oriented, and able to work effectively in a fast-paced environment.

Benefits:
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: $60,000 annual base salary + 10% discretionary annual bonus. 

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Chief Operating Officer (COO)

Denver, United States
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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.

Benefits:
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. 

Requirements

Benefits

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Director People Ops

Denver, Colorado, United States
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About Us:

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 Director of People Operations will own and lead all people-related initiatives across the company, helping us scale our teams, support our managers, and build a high-performing culture.This is a hands-on role that combines strategic thinking with day-to-day execution across performance management, employee experience, compensation, talent development, compliance, and workforce planning.

The ideal candidate is a trusted partner to leaders, enjoys building structure where needed, and knows how to balance employee needs with business priorities.

As a key member of the leadership team, this person will play an important role in shaping our culture, strengthening our organization, and supporting CloudShare’s next stage of growth.

Responsibilities:

  • Partner with executive leadership to align people strategy with business goals and support organizational growth.
  • Lead key people programs, including performance management, employee development, engagement, retention, and succession planning.
  • Drive workforce planning, organizational design, and talent strategies to support current and future business needs.
  • Oversee day-to-day office operations and employee experience initiatives for the Denver office.
  • Coach and support managers on leadership, employee development, organizational effectiveness, and change management.
  • Lead compensation, benefits, HR operations, compliance, and employee relations initiatives.
  • Develop scalable people processes, programs, and policies that support a high-performing culture.
  • Establish and track key people metrics to drive data-informed decisions and continuous improvement.
  • Serve as a strategic partner to leaders across the business while helping scale and strengthen the People function.

Requirements:

  • Bachelor’s degree in Human Resources, Business Administration, or related field.
  • HR certification preferred (e.g., SHRM-CP, SHRM-SCP, PHR, SPHR).
  • 7+ years of progressive HR experience, with demonstrated leadership of HR Business Partner teams.
  • Proven experience leading People programs in a high-growth technology or SaaS environment.
  • Strong knowledge of HR operations, employee relations, performance management, compensation, and employment law.
  • Experience partnering closely with executive leadership and influencing business decisions through a people lens.
  • Demonstrated success building and scaling people programs, processes, and organizational initiatives.
  • Experience supporting workforce planning, organizational development, and change management efforts.
  • Strong analytical and problem-solving skills, with the ability to leverage data to drive decisions and continuous improvement.
  • Hands-on approach with the ability to balance strategic thinking and day-to-day execution.
  • Excellent leadership, communication, and stakeholder management skills.
  • Experience implementing and optimizing HR systems, processes, and people operations infrastructure.

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.

Benefits:
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: $110,000-$120,000 annual base salary +15% 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. 

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IT Support Administrator

Denver, Colorado, United States
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CloudShare is a fast-growing SaaS company delivering secure, scalable virtual environments that enable organizations to collaborate, train, develop, and operate in cloud-based digital workspaces. Our platform powers virtual desktops, immersive collaboration, and secure remote infrastructure for enterprise and mid-market customers worldwide.

We are looking for a proactive and service-oriented IT Support Administrator to join our growing team in Denver. In this role, you will be responsible for providing technical support across the organization, managing end-user systems, supporting cloud productivity platforms, and helping maintain a secure and efficient IT environment.

The ideal candidate is highly organized, customer-focused, and experienced in supporting both Google Workspace and Microsoft 365 environments within a fast-paced SaaS organization. You will work closely with employees across departments, ensuring a seamless technology experience while supporting security, compliance, and operational excellence.

Responsibilities:

  • Provide Tier 1–2 technical support for hardware, software, network connectivity, and account access issues.
  • Troubleshoot and resolve issues related to Windows, macOS, mobile devices, and peripheral equipment.
  • Manage workstation deployment, configuration, onboarding, offboarding, and device lifecycle management.
  • Administer Google Workspace (Gmail, Drive, Groups, Admin Console) and Microsoft 365 (Exchange Online, Teams, OneDrive, SharePoint).
  • Manage user accounts, permissions, MFA, and access controls across company systems.
  • Support SaaS applications, SSO integrations, and identity management platforms.
  • Assist with endpoint security management, patching, encryption, vulnerability remediation, and device compliance.
  • Support SOC 2 and ISO 27001 compliance initiatives, including evidence collection, control execution, and audit readiness.
  • Monitor and respond to security-related incidents, phishing reports, and suspicious activity.
  • Maintain inventory of laptops, software licenses, and IT assets.
  • Support conference room technology, AV equipment, and remote employee setups.
  • Create and maintain technical documentation, knowledge-base articles, SOPs, and onboarding/offboarding procedures.
  • Contribute to IT projects, system upgrades, process improvements, and technology rollouts.

Requirements

  • 3+ years of experience in Desktop Support, IT Support, Help Desk, or a similar role.
  • Hands-on experience administering both Google Workspace and Microsoft 365 environments.
  • Strong troubleshooting skills across Windows and macOS operating systems.
  • Experience supporting SaaS applications, user provisioning, and identity management platforms.
  • Familiarity with endpoint management and device administration tools such as JumpCloud, JAMF, or similar platforms.
  • Experience working with ticketing systems such as Jira or similar service management tools.
  • Working knowledge of security best practices and compliance frameworks, including SOC 2 and ISO 27001.
  • Excellent communication and customer service skills with a strong attention to detail.
  • Ability to prioritize multiple tasks and provide outstanding support in a fast-paced environment.
  • Experience supporting hybrid and remote work environments.

Nice to Have

  • Experience with Okta, Azure AD, or other identity and access management solutions.
  • Exposure to EDR, endpoint security, and vulnerability management platforms.
  • Experience supporting conference room technologies and AV systems.
  • Previous experience in a SaaS or high-growth technology company.

Benefits

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: $60,000-$75,000 annual base salary + 10% discretionary annual 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.

  • 3+ years of experience in Desktop Support, IT Support, Help Desk, or a similar role.
  • Hands-on experience administering both Google Workspace and Microsoft 365 environments.
  • Strong troubleshooting skills across Windows and macOS operating systems.
  • Experience supporting SaaS applications, user provisioning, and identity management platforms.
  • Familiarity with endpoint management and device administration tools such as JumpCloud, JAMF, or similar platforms.
  • Experience working with ticketing systems such as Jira or similar service management tools.
  • Working knowledge of security best practices and compliance frameworks, including SOC 2 and ISO 27001.
  • Excellent communication and customer service skills with a strong attention to detail.
  • Ability to prioritize multiple tasks and provide outstanding support in a fast-paced environment.
  • Experience supporting hybrid and remote work environments.

Nice to Have

  • Experience with Okta, Azure AD, or other identity and access management solutions.
  • Exposure to EDR, endpoint security, and vulnerability management platforms.
  • Experience supporting conference room technologies and AV systems.
  • Previous experience in a SaaS or high-growth technology company.
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