Strategic AI Enterprise Sales Executive

Pegasystems; Massachusetts; On-site; USD 131,000 - 200,000; Full time

Benefits offered by this job

Equity

Uncapped commission

Bonus potential

Job summary

Pegasystems is seeking a Senior Client Executive to lead enterprise sales engagements, working with global brands to apply AI to transform critical workflows. You will own the full sales cycle from pipeline creation to close, targeting strategic Healthcare accounts and multi-level decision makers.

You will be expected to build trusted executive relationships, articulate business value, and lead cross-functional teams to deliver measurable outcomes at scale.

Qualifications

• 5+ years of enterprise software sales experience.
• Proven ability to close complex multi-stakeholder deals.
• Strong discovery, prospecting, and storytelling skills.
• Experience selling AI/workflow/platform solutions to Healthcare.

Responsibilities

• Lead cross-functional Client Growth team across the enterprise sales cycle.
• Open new buying centers via proactive hunting within strategic accounts.
• Shape opportunities from discovery to close with multiple stakeholders.
• Coordinate with ecosystem partners for co-sell opportunities.
• Translate client challenges into market insights to inform GTM.

Skills

Executive relationship building

Strategic selling

C-level engagement

Discovery & prospecting

Storytelling & influencing

Education

Bachelor's degree or higher

Tools

CRM tools

Sales enablement platforms

Job description

Pegasystems is seeking a Senior Client Executive to lead enterprise sales engagements, working with global brands to apply AI to transform critical workflows. You will own the full sales cycle from pipeline creation to close, targeting strategic Healthcare accounts and multi-level decision makers.

You will be expected to build trusted executive relationships, articulate business value, and lead cross-functional teams to deliver measurable outcomes at scale.