Enterprise Account Executive

at Lakeside Software
  • Remote - United States

Remote

Sales

Senior

Job description

Lakeside Software is ushering in a new era of proactive IT with SysTrack, the industry’s most powerful AI-driven Digital Employee Experience (DEX) platform. Trusted by Fortune 500 companies worldwide, Lakeside SysTrack dramatically reduces IT costs, prevents system failures before they occur, and drives strategic decision-making through unparalleled visibility.  Lakeside’s excellence is recognized by industry experts, earning us the title of AI Company of the Year by CIOReview, and leader status in the Gartner® Magic Quadrant™ for Digital Employee Experience Management Tools and The Forrester Wave™: End-User Experience Management. Join us in transforming IT operations and delivering exceptional digital experiences to companies globally.

The Role

We are seeking a highly motivated, results-oriented sales professional with an entrepreneurial mindset to join our Enterprise Sales team in the U.S. As an Enterprise Account Executive (known as a Global Accounts Director at Lakeside), you will play a critical role in acquiring new clients, expanding relationships with existing customers, and driving our growth in the regional enterprise market. Leveraging a value-based selling approach, you will identify, engage, and close opportunities with large enterprise accounts, delivering tailored solutions that align with customer needs and business objectives.

What You’ll Do

The core functions of this role include:

  • Developing and executing new business and expansion strategies in your territory, managing complex enterprise sales cycles
  • Identifying, qualifying, and closing sales opportunities, consistently exceeding revenue target
  • Building multi-threaded relationships with decision-makers (CXO, VP, etc.) to drive new business and expansion
  • Collaborating with cross-functional teams and the Global Partner team to maximize opportunities and deal value
  • Maintaining accurate revenue forecasts and effectively managing time, accounts, and pipeline
  • Supporting Sales team success through teamwork and shared goals

What You’ll Bring to Lakeside

The key requirements for this include:

  • 8+ years of experience selling SaaS/Cloud solutions to large enterprises, ideally in Digital Employee Experience (DEX), End User Computing (EUC), Automation or Digital Workspace solutions.
  • Proven success in enterprise verticals (e.g., Financial Services, Healthcare, Public Sector) and partnerships with strategic channel partners or GSI’s.
  • Expertise in value-based selling, articulating ROI, and financial impact of SaaS solutions
  • Strong track record of achieving quota targets, effective pipeline management, and accurate forecasting
  • Exceptional relationship-building skills with stakeholders at all levels, including C-suite executives
  • Collaborative team player with excellent time management, account planning, and problem-solving skills
  • Proficient in Salesforce (CRM) and Sales/Marketing engagement tools

Additional Details

  • Location:  Remote, U.S. (with a preference to be based East or Central)
  • Travel:  Up to 25%

*Please note that we are not partnering with staffing agencies on this search.

#LI-Remote #LI-LP1

Lakeside Software is committed to pursuing a diverse and talented team and offering an inclusive environment for all employees and candidates. We are particularly interested in receiving candidate applications from a broad spectrum of individuals, including women, historically marginalized groups, individuals with disabilities, members of the LGBTQIA+ community, veterans, and any other legally protected group. Lakeside is dedicated to providing equal access and opportunity, as well as reasonable accommodation, for individuals with disabilities in employment, its services, activities, and programs. Lakeside is an Equal Opportunity Employer and does not make hiring or employment decisions on any basis protected by applicable local, state, or federal laws or prohibited by Company policy.  If reasonable accommodation is needed to participate in the job application or interview process, to perform required job functions, or to receive other benefits and privileges of employment, please contact [email protected].

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Lakeside Software

  • 201-500 employees
  • Founded in 1997
  • 2 remote jobs

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