Account Executive - SMB / Mid-Market
About this role
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 driven, curious, and results-oriented Account Executive to join our growing sales team. This is a quota-carrying role for someone who enjoys building relationships, solving complex business challenges, and helping customers see the value of innovative technology. You'll own the full sales cycle, from prospecting and discovery through negotiation and closing, while partnering closely with cross-functional teams to deliver an exceptional customer experience.
The ideal candidate is a self-starter who thrives in a fast-paced, collaborative environment and takes ownership of every opportunity. You're naturally consultative, ask thoughtful questions, and know how to uncover customer needs before positioning solutions. You bring energy, resilience, and a strong sense of accountability, balancing persistence with professionalism.
- Own the full sales cycle from prospecting to close, including both inbound and outbound sales activities.
- Build, manage, and maintain a healthy sales pipeline while consistently meeting and exceeding revenue targets.
- Identify, engage, and develop relationships with prospective customers through strategic outreach, discovery, and consultative selling.
- Build trusted relationships with key decision-makers and stakeholders, understanding their business challenges and positioning CloudShare's solutions to deliver measurable value.
- Collaborate cross-functionally with Product, Engineering, Customer Success, and Marketing to deliver an exceptional customer experience and ensure customer feedback helps shape future product development.
- Maintain accurate pipeline forecasts and sales activity, providing visibility into opportunities and business performance.
Requirements
- Bachelor’s or Master’s degree
- 3+ years of experience in a quota-carrying Account Executive within a B2B SaaS company.
- Proven experience managing complex, consultative sales cycles from prospecting through negotiation and close.
- Experience selling to both SMB & Mid-Market organizations
- Experience targeting SMB level accounts with average deal size of 25K-75K
- Strong ability to engage, influence, and negotiate with senior executives and key decision-makers.
- Experience navigating complex buying committees and managing opportunities involving multiple stakeholders.
- Proficiency with Salesforce, HubSpot, or similar CRM platforms.
- Consistent track record of meeting or exceeding sales quotas and revenue targets.
- Highly organized, with strong time management skills and the ability to prioritize multiple opportunities in a fast-paced environment.
- Proactive, self-motivated, and able to work independently while taking ownership of results.
- Collaborative team player with excellent communication and relationship-building skills.
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: $80k annual base salary, plus $80k commission (OTE of $160k/year)
Please note that CloudShare considers various factors in determining pay, including, but not limited to geographic location, qualifications, licensures, certifications, experience, and other skills relevant to the needs of the business.
● Comprehensive and market-competitive benefits.
● Complimentary onsite parking in downtown Denver
● Collaborative team atmosphere that values the contributions of all employees
CloudShare is proud to be an Equal Opportunity Employer. All qualified candidates will be considered without regard to race, color, religion, national origin, age, disability, sex, marital or familial status, status as a protected veteran, or any other characteristic protected by law.
Company at a glance
CloudShare provides the world’s most advanced and versatile virtual hands-on labs, driving long-term value throughout the customer journey. We help prospects, customers, employees, and partners master even your most complex enterprise software.
Our market-leading cloud-agnostic/on-premise solution lets you easily create fully functional play & break simulations of your cybersecurity or business application products.
In safe, isolated environments with simple UX and integrated content, users can experience, explore and experiment or follow Guided Journeys defined by you. Built-in visual AI tracks engagement, satisfaction, and performance, supporting structured learning and formal certification.
CloudShare delivers rapid ROI: cutting lab deployment time from 5 hours to 5 minutes with API automations for environment and content creation, boosting staff utilization, controlling costs, and unlocking higher training revenue across VILT and self-paced programs.
We elevate customer enablement, optimizing onboarding, accelerating adoption, trimming time-to-value, slashing support costs, and encouraging feature uptake.
And we empower business growth, hosting compelling POCs that close more deals, while boosting revenue retention and minimizing churn.
Granular analytics, with out-of-the-box dashboards for operational and business data, reveal deep insights into user activity and resource use—so you can measure and maximize your training’s business impact.
Trusted by Salesforce, Atlassian, Motorola, Palo Alto Networks, Ping Identity, and more, CloudShare is about sharing environments, sharing knowledge, and sharing success.
Visit us via our other social channels!
Facebook: https://www.facebook.com/CloudShare
Instagram: https://www.instagram.com/cloudshare_labs
Twitter: https://twitter.com/CloudShare
YouTube: https://www.youtube.com/user/cloudsharecom
Top Benefits
- Medical
- Dental
- Vision
- 401k
- Flexible PTO
- 12 Paid holidays
- Hybrid work
- Free parking
- Onsite gym
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