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Chief Sales Officer
Weekday (YC W21). Develop and execute the overall sales strategy to drive revenue growth and expand enterprise market presence .
Core Competencies
Role fitCore Competencies
Use this summary to align your resume positioning with the role.
Demonstrates expertise in developing and executing sales strategies that drive revenue growth and expand market presence, with a strong focus on enterprise sales cycles and relationship management. Proven ability to negotiate high-value deals and build long-term partnerships with large corporates.
Highest-signal resume keywords
Technology Services SalesEnterprise Software SalesStrategic Account ManagementLarge Enterprise Client AcquisitionConsultative Selling and Negotiation
ATS Keywords
Tailor your resumeApplicant Tracking System Keywords
Tip: use these terms in your resume and cover letter to boost ATS matches.
Hard Skills
Sales Strategy DevelopmentRevenue GrowthSales Pipeline ManagementComplex Deal StructuresPerformance Metrics DefinitionValue Proposition DevelopmentAccount ExpansionCross-SellingUpsellingSales Forecasting
Soft Skills
Excellent CommunicationPresentation SkillsNegotiation SkillsRelationship BuildingCommercial Judgment
Industry Keywords
Enterprise Business DevelopmentStakeholder ManagementCXO Relationship ManagementMarket TrendsCompetitive Positioning
About the role
Key responsibilities & impact- Develop and execute the overall sales strategy to drive revenue growth and expand enterprise market presence
- Build and lead the sales function, establishing clear targets, processes, and performance metrics
- Identify high-potential industries, customer segments, and enterprise accounts to accelerate business growth
- Establish a scalable sales framework aligned with the organisation's long-term business objectives
- Drive new customer acquisition among large corporates, including banks, financial services firms, conglomerates, and multinational organisations
- Build and maintain relationships with senior decision-makers, business leaders, and enterprise stakeholders
- Identify opportunities to sell technology services, enterprise software, and related solutions to large organisations
- Develop strategic account plans to expand market penetration and establish long-term client partnerships
- Lead complex, high-value enterprise sales opportunities from prospecting and discovery through negotiation and closure
- Manage enterprise sales cycles involving multiple stakeholders, procurement teams, and commercial decision-makers
- Develop compelling value propositions and business cases tailored to customer requirements
- Negotiate commercial terms and close strategic deals that contribute to revenue and profitability targets
- Define sales targets, revenue forecasts, and key performance indicators
- Monitor pipeline development, conversion rates, deal sizes, and overall sales performance
- Identify opportunities to improve sales productivity, increase deal value, and accelerate closures
- Provide regular business updates and sales forecasts to senior leadership
- Build trusted relationships with enterprise clients to strengthen retention and long-term engagement
- Identify opportunities for account expansion, cross-selling, and upselling
- Work closely with delivery, product, and technical teams to ensure solutions align with customer expectations
- Maintain a strong understanding of enterprise customer needs, market trends, and competitive positioning
Requirements
What you’ll need- Proven experience selling technology services to large corporates, such as banks, financial institutions, large conglomerates, and multinational corporations; or demonstrated experience selling enterprise software with average deal sizes of US$100,000–150,000 or higher to comparable enterprise customers
- Strong understanding of enterprise sales cycles, complex deal structures, and strategic account development
- Excellent communication, presentation, negotiation, and relationship-building skills
- Demonstrated ability to generate new business, build a healthy sales pipeline, and close high-value deals
- Strong commercial judgment and a results-oriented approach to sales leadership
- Technology Services Sales
- Enterprise Software Sales
- Enterprise Business Development
- Strategic Account Management
- Large Enterprise Client Acquisition
- Consultative Selling and Negotiation
- Revenue Growth and Sales Strategy
- Stakeholder and CXO Relationship Management