Remote Enterprise Account Executive: SaaS Growth Leader

Tech Sales Jobs; Chicago (IL); Remote; USD 324,000 - 396,000; Full time

Job summary

Rippling is seeking a Strategic Enterprise Account Executive to drive growth with large, multi-stakeholder deals across HR, IT, and Finance platforms. This remote-friendly role supports a national US footprint with key hubs in SF, NY, and Chicago.

You will own top opportunities above 1000 employees, develop account plans, run discovery calls and demos, and coordinate with Implementation and Sales Engineering to win complex deals.

Qualifications

• 6+ years of experience selling SaaS/HCM/Payroll/Financial or Platform solutions to C-levels.
• Experience carrying a $1M+ annual quota.
• Track record among the top 10% of sales org.
• Experience outbound acquisition sales.
• Experience negotiating with C-suite executives.
• Programmatic lead generation within assigned accounts.
• Strong verbal and written communication skills.

Responsibilities

• Sell into our largest, strategic prospects above 1000 employees.
• Become a product expert across Rippling platform and understand the competitor landscape.
• Develop strategy for prioritizing, targeting, and closing key opportunities.
• Perform account planning with SDR to generate pipeline.
• Run sales calls with discovery, qualification, and product demos.
• Collaborate with sales engineering for up-market insights.
• Lead pre-sales and align internal resources for sales cycles.
• Utilize MEDDPICC to qualify opportunities and navigate cycles.
• Manage pipeline in Salesforce and forecast revenue monthly/quarterly.
• Achieve quota attainment consistently.

Skills

SaaS sales

C-level engagement

Strategic selling

MEDDPICC

Pipeline management

Outbound acquisition

Tools

Salesforce

Job description

Rippling is seeking a Strategic Enterprise Account Executive to drive growth with large, multi-stakeholder deals across HR, IT, and Finance platforms. This remote-friendly role supports a national US footprint with key hubs in SF, NY, and Chicago.

You will own top opportunities above 1000 employees, develop account plans, run discovery calls and demos, and coordinate with Implementation and Sales Engineering to win complex deals.