Remote Senior Enterprise Deal Strategy Architect

Five9; United States; Remote; USD 82,000 - 230,000; Full time

Benefits offered by this job

Health benefits

Stock options

Paid time off

401k matching

Job summary

Five9 is seeking a Senior Account Strategy Manager to directly support Sales Directors on complex Enterprise and Strategic deals. You will diagnose pursuit gaps, refine value narratives, and coordinate cross-functional teams to move opportunities toward closing.

The ideal candidate has 8+ years in strategic account or sales strategy roles, experience building executive-level proposals, and familiarity with frameworks like SPICED or Account-Based Selling.

Qualifications

• 8+ years of experience in strategic account management, deal strategy, or sales strategy roles directly supporting complex, Enterprise, multi-stakeholder pursuits.
• Experience building value-led narratives and executive positioning materials for C-level stakeholders.
• Experience supporting complex pursuits (RFPs, PoVs, multi-partner engagements) with Sales Directors and across internal and partner teams.

Responsibilities

• Directly support Sales Directors on high-value, complex opportunities — aligning approach to customer priorities and transformation goals.
• Help build value-led narratives and executive summaries with clear, outcome-focused value propositions for C-level stakeholders.
• Provide hands-on support across a portfolio of complex Enterprise deals — spend majority of time with Sales Directors on live pursuits.
• Apply engagement criteria to prioritize where direct support has greatest impact based on deal complexity and strategic importance.

Skills

Strategic account management

Deal strategy

Sales strategy

Executive engagement

Value storytelling

Cross-functional collaboration

AI tools in sales

Education

Bachelor's degree in business or related field

Tools

AI tools

Job description

Five9 is seeking a Senior Account Strategy Manager to directly support Sales Directors on complex Enterprise and Strategic deals. You will diagnose pursuit gaps, refine value narratives, and coordinate cross-functional teams to move opportunities toward closing.

The ideal candidate has 8+ years in strategic account or sales strategy roles, experience building executive-level proposals, and familiarity with frameworks like SPICED or Account-Based Selling.