Senior Enterprise Sales Director

Lakeside Software Open · verified Oct 24, 2026

Remote United States Full-time Director Sales Leadership

At a glance

Director-level Sales Leadership role at Lakeside Software. Remote, United States · full-time · no salary stated · we estimate $150,000–$240,375 across the United States.

Estimated pay

Lakeside Software has not published a salary for this role. The figure below is our estimate, not theirs.

$150,000 – $240,375

What the middle half of lead sales leadership roles in the United States paid, among postings that did state a salary.

Worked out from 850 postings that stated pay, median $192,500. Last updated Oct 24, 2026.

RoleSales Leadership

SeniorityDirector

LocationUnited States

WorkplaceRemote

EmploymentFull-time

PostedSep 26, 2025 · 1y ago

Role brief

remoteroles summary, based on the employer's posting.

What you'll do

Win new enterprise customers and grow existing opportunities across your assigned territory, from first contact through closing
Find and qualify large-company prospects, then turn them into closed deals while meeting revenue goals
Build relationships with people across customer organizations, including end users and senior executives
Work with partner teams and global systems integrators to strengthen deals and align on strategy
Shape solutions around customer needs, show business value, and keep forecasts and pipeline records current

What you bring

At least eight years selling cloud SaaS solutions to large enterprise customers
A record of meeting sales quotas, building pipeline, and producing reliable forecasts
Experience working with major channel partners and global systems integrators to pursue shared deals
Proficiency with Salesforce and other sales and marketing engagement tools

Who this fits

This suits a senior enterprise seller who prefers opening new accounts and expanding relationships over managing a team or focusing on post-sale customer success. You’ll work remotely in the United States as an individual contributor. Experience with DEX, digital monitoring or EUC is preferred, as is selling into financial services, healthcare or the public sector.

From the employer

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.

Key Responsibilities:

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

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.

Benefits