Senior Enterprise Sales Director

United StatesUnited StatesRemoteFull-timesenior
SalesOtherEnterprise Sales Director
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Quick Summary

Key Responsibilities

Drive new business development and expansion strategies within assigned territory, managing complex enterprise sales cycles from initial engagement to close.

Technical Tools
salesforcecustomer-successforecastingsaas

Lakeside Software is seeking a high-performing, strategic outside sales professional to join our Enterprise Sales team in the United States. This individual contributor role (Global Accounts Director) is focused on acquiring new enterprise clients and driving long-term adoption and retention of Lakeside’s cloud-based solutions. It is not a post-sale Account Executive, Management role or Customer Success role; instead, it requires a hunter mindset and a proven ability to build and expand relationships across enterprise organizations with growth opportunities.

Responsibilities

~1 min read
  • →Drive new business development and expansion strategies within assigned territory, managing complex enterprise sales cycles from initial engagement to close.
  • →Identify, qualify, and close opportunities with large enterprise organizations, consistently exceeding revenue targets.
  • →Build and maintain multi-threaded relationships across customer organizations, from end users to C-suite executives.
  • →Collaborate closely with Lakeside’s Partner team and Global System Integrators (GSIs) to maximize deal value and strategic alignment.
  • →Deliver tailored, value-based solutions that align with customer needs and demonstrate clear ROI and business impact.
  • →Maintain accurate revenue forecasts and manage pipeline, accounts, and time effectively.
  • →Contribute to team success through strategic collaboration and shared goals.

Requirements

~1 min read
  • Minimum 8 years of experience selling cloud-based SaaS solutions to large enterprise organizations.
  • Experience in Digital Employee Experience (DEX), digital monitoring, or End User Computing (EUC) highly preferred.
  • Proven success in selling to enterprise verticals such as Financial Services, Healthcare, and the Public Sector.
  • Demonstrated experience partnering with large, strategic Channel Partners and GSIs to drive joint success.
  • Expertise in value-based selling, with the ability to articulate financial impact and business outcomes.
  • Strong track record of quota achievement, pipeline development, and accurate forecasting.
  • Exceptional collaboration and relationship-building, with strong personal accountability, across internal and external stakeholders at all levels.
  • Proficient in Salesforce (CRM) and other modern Sales and Marketing engagement tools.

What We Offer

~1 min read
✓Medical, Dental & Vision Insurance
✓Flexible Spending
✓Short & Long Term Disability Insurance
✓Company Paid Life & Voluntary Life & AD&D Insurance
✓401(k) matching
✓11 Days Observed Holidays
✓20 Days PTO
✓5 Days Paid Sick Time
✓Opportunities for career development and growth
✓A collaborative and supportive team culture

Location & Eligibility

Where is the job
United States
Remote within one country
Listed under
United States

About this job

Posted
384 days ago
Employer
has 4 open jobs on Jobera in 3 countries.

Listing Details

Posted
September 26, 2025
First seen
April 3, 2026
Last seen
October 15, 2026

Posting Health

Days active
195
Repost count
0
Trust Level
32%
Scored at
October 15, 2026

Signal breakdown

freshnesssource trustcontent trustemployer trust

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 that gives organizations visibility across their entire digital estate.

Employees
201-500
View company profile
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Senior Enterprise Sales Director