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We are looking for a Senior Account Strategy Manager to directly support Sales Directors on Five9’s most complex, opportunistic Enterprise and Strategic deals. Reporting to the Senior Director, Account Strategy, this leader will provide hands-on support on live pursuits and help carry out the frameworks and programs for deal strategy.
The Senior Account Strategy Manager diagnoses where a pursuit needs intervention, challenges the existing approach when it isn’t working, strengthens the customer value narrative and helps remove barriers to progress.
This role works directly alongside Sales Directors on complex, multi-stakeholder pursuits, helping build value-led narratives.
In the most complex pursuits this role helps coordinate internal and partner teams and supports activity across milestones and deliverables, working in partnership with the Senior Director, Account Strategy. This also means working across Sales, Solution Consulting, Professional Services, Product, and Marketing, Account-Based Selling, and Path to Partnership, to bring consistency to how Five9 supports these engagements.
The ideal candidate has supported complex, multi-stakeholder Enterprise or Strategic accounts before and is comfortable staying hands-on across many moving pieces at once.
Key Responsibilities
Supporting Complex Opportunities & Executive Positioning
- Directly support Sales Directors on high-value, complex opportunities — helping align approach to customer priorities and transformation goals, and bringing structure to positioning, executive engagement, and deal approach.
- Help build value-led narratives and executive summaries — supporting Sales Directors with clear, outcome-focused value propositions and win themes for C-level stakeholders.
- Provide hands-on support across a portfolio of complex Enterprise and Strategic deals — spending the majority of time working directly with Sales Directors on live pursuits.
- Apply clear engagement criteria — prioritizing where direct support can have the greatest impact based on deal complexity, strategic importance, competitive pressure, AI opportunity, and wider account potential.
Supporting Complex Pursuits
- Support Sales Directors on RFPs, PoVs, and multi-partner engagements — coordinating inputs across Five9 and partners, and structuring activity across milestones and deliverables.
- Pressure-test the deal before it advances — refining the deal structure, modeling pricing options, building the business case, and shaping the negotiation plan, then presenting to senior approvers (Five9’s Delegation of Authority process) and engaging Partner Operations as needed.
- Contribute to core deal artifacts — proposals, implementation approaches, and commercial narratives — so Sales Directors can move pursuits with clarity and pace.
- Partner with Legal, Finance, and Revenue Operations in support of Sales Directors structuring, negotiating, and closing complex deals.
Cross-Functional Alignment & Repeatable Execution
- Help align Sales, Solution Consulting, Professional Services, Product, and Marketing around a shared understanding of the account and opportunity.
- Apply — and sharpen — frameworks such as SPICED, Account-Based Selling, and Path to Partnership — bringing consistent, repeatable support to complex enterprise engagements, and testing, refining, and improving those frameworks based on what actually works in the field.
- Support lifecycle alignment from pre-sale to post-sale — capturing and handing over customer priorities, value outcomes, commitments, implementation context, and future growth opportunities, so implementation, adoption, and Day 2 begin with a deliberate transition rather than re-discovery.
GTM & Collateral Support
- Support joint GTM propositions — helping develop clearer value propositions and a coherent narrative in partner-led opportunities.
- Contribute to sales collateral and reusable assets — feeding into and refining executive summaries, proposals, and other materials Sales Directors rely on.
- Turn field experience into scalable playbooks — identifying why pursuits are won or lost, translating lessons from live deals into case studies and practical field guidance, and sharing recurring insights with the wider Sales organization.
Partnership & Workload Management
- Partner with the Senior Director, Account Strategy to align day-to-day support with the broader account strategy approach.
- Balance multiple concurrent pursuits across Sales Directors and deal cycles — switching comfortably between priorities while maintaining sufficient depth to influence the strategy and outcome.
- Contribute to a network of competence — helping bring together the right stakeholders across Sales, Product, Professional Services, Partners, and Advisory teams.
Candidate Requirements and Experience
- 8+ years of experience in strategic account management, deal strategy, or sales strategy roles directly supporting complex, Enterprise, multi-stakeholder pursuits.
- Experience helping build value-led narratives and executive positioning materials for C-level stakeholders.
- Experience supporting complex pursuits — RFPs, PoVs, multi-partner engagements — alongside Sales Directors and across internal and partner teams.
- Experience partnering with technology or ecosystem partners (e.g., Google Cloud, system integrators such as Accenture or Deloitte) on joint GTM positioning is a plus.
- Familiarity with sales methodologies and frameworks such as SPICED, Account-Based Selling, or similar structured approaches to enterprise engagements.
- Comfort managing multiple concurrent deals across multiple Sales Directors, while maintaining the depth needed to influence strategy and outcome.
- Hands-on proficiency with modern AI tools, a clear point of view on applying them to account strategy and executive positioning work, and an understanding of how AI is changing customer priorities, competitive positioning, and Five9’s deal strategy — particularly on pursuits where AI opportunity is itself a reason for engagement.
- Bachelor’s degree highly recommended in business or a related field; equivalent experience considered.
Work Location: This role is fully remote for candidates who reside outside the 30 mile radius of one of our offices. For candidates who reside within a 30 mile radius of one of our offices, this role is Hybrid and would require 3 days a week (T, W, TH) in office.
As part of our continued commitment to diversity, equity, and inclusion, Five9 supports pay transparency during the entire recruitment process. Actual compensation packages are based on several factors that are unique to each candidate including, but not limited to: skill set, depth of experience, certifications, and specific work location. The range displayed reflects the minimum and maximum target for new hire salaries for the job across the United States. Your recruiter can share more about the specific compensation package during your hiring process.
Additionally, the total compensation package for this position may also include an annual performance bonus, stock, and/or other applicable incentive compensation plans.
Our total reward package also includes:
- Health, dental, and vision coverage, beginning on the first day of employment. Five9 covers 100% of the employee portion of the health, dental and vision coverage and shares a high portion of the dependent cost. We also offer Short & Long-Term Disability, Basic Life Insurance, and a 401k saving plan with employer matching.
- Access to an innovative mental health support platform that offers personalized care and resources in areas such as: therapy, coaching and self-guided mindfulness exercises for all covered employees and their covered dependents.
- Generous employee stock purchase plan.
- Paid Time Off, Company paid holidays, paid volunteer hours and 12 weeks paid parental leave.
All compensation and benefits are subject to the requirements and restrictions set forth in the applicable plan documents and any written agreements between the parties.
Five9 embraces diversity and is committed to building a team that represents a variety of backgrounds, perspectives, and skills. The more inclusive we are, the better we are. Five9 is an equal opportunity employer.
Five9 is committed to providing reasonable accommodations for qualified individuals with disabilities throughout the application and interview process. If you need assistance or an accommodation due to a disability, please contact us at accommodations@five9.com to request an accommodation. Requests will be handled confidentially and in accordance with applicable law.
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Note: Five9 will never request that an applicant send money as a prerequisite for commencing employment with Five9.