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Sales Director, Majors – TOLA
CloudflareSales Director driving growth in Fortune 500 accounts leveraging Cloudflare's AI-powered sales intelligence. Leading a team across the TOLA region with significant quota responsibilities.
Tech Stack
Tools & technologiesCloudSFDC
About the role
Key responsibilities & impact- Drive and manage the US Enterprise Majors sales team covering the TOLA region.
- Drive revenue across Fortune 500 accounts by combining modern value-selling with Cloudflare's AI-powered sales intelligence platform.
- Develop top-tier sales talent, coach complex deals, forecast with precision, and deliver predictable revenue while maintaining Cloudflare's builder culture.
- Maintain >90% forecast accuracy through disciplined weekly pipeline inspection using Salesforce, BoostUp, and Cloudflare's internal deal intelligence layers.
- Meet or exceed quarterly and annual targets with predictable, repeatable execution.
- Execute modern GTM strategies for Fortune 500 companies navigating digital transformation, security modernization, and AI infrastructure needs.
- Serve as a strategic deal coach and executive escalation point on complex, multi-million dollar platform deals.
- Guide reps through competitive displacement and large-scale platform adoption scenarios.
- Orchestrate cross-functional deal teams, partnering with Solutions Engineering, Customer Success, Product, and Legal to secure resources and drive technical wins.
- Navigate complex buying centers and coach reps on multi-threaded engagement across technical, economic, and executive stakeholders.
- Recruit, onboard, and develop top-tier enterprise sales talent; build a high-performance, inclusive team culture.
- Mentor reps from ramp to top performer, providing hands-on coaching on discovery, value selling, executive engagement, and negotiation.
- Build bench strength by developing future leaders and promoting from within.
- Foster Cloudflare's unique culture—maintain our builder mentality, customer obsession, and collaborative approach even at scale.
- Develop territory plans that identify whitespace, prioritize accounts, and align resources for maximum impact.
- Leverage data-driven insights from Cloudflare's AI-assisted sales tools to optimize pipeline coverage, accelerate deal velocity, and improve win rates.
- Cultivate executive relationships at the CIO, CISO, and VP of Infrastructure levels across strategic accounts.
- Drive account expansion by building multi-year growth strategies that deepen platform adoption and increase customer lifetime value.
Requirements
What you’ll need- 10+ years in B2B Enterprise SaaS/software sales, with deep expertise selling platform solutions to Fortune 500 companies.
- 3+ years as a First Line Sales Manager, building and leading top-performing enterprise teams (minimum 5 direct reports).
- Consistent 100%+ quota attainment with a proven track record as both an individual contributor and a team leader.
- Multi-million dollar deal experience, including a history of managing and closing $1M+ ARR contracts with Global 2000 organizations.
- Deep knowledge of security, networking, application delivery, or edge computing, with the ability to articulate complex platform value to technical and executive audiences.
- Experience selling to CIO, CISO, or VP of Infrastructure buyer personas; comfortable navigating both technical and economic buying centers.
- Solid understanding of modern enterprise infrastructure (e.g., cloud migration, Zero Trust security, SASE, application modernization, or edge computing).
- Expert-level proficiency in strategic sales methodologies such as MEDDPICC, Challenger, or similar value-selling frameworks with an emphasis on business outcomes and financial justification.
- Strong Salesforce.com competency; a daily user who leverages CRM data for pipeline management, forecasting, and rep coaching.
- Proficiency with a modern sales technology stack (e.g., Gong, Outreach, BoostUp, LinkedIn Sales Navigator).
- A data-driven mindset with the ability to analyze pipeline health metrics, conversion rates, deal velocity, and team performance indicators.
- Proven talent developer with a track record of coaching reps to promotion or top-performer status (including team members recruited into leadership roles elsewhere).
- Exceptional coaching and mentoring skills, with the ability to diagnose rep performance gaps and develop targeted improvement plans.
- High executive presence; comfortable engaging with C-level buyers and representing Cloudflare in high-stakes situations.
- Entrepreneurial spirit and a startup mentality; thrives in ambiguity, adapts quickly to change, and drives results in high-growth environments.
- Collaborative cross-functional leadership style that builds trust and partnership across sales, engineering, product, support, and finance teams.
Benefits
Comp & perks- Medical/Rx Insurance
- Dental Insurance
- Vision Insurance
- Flexible Spending Accounts
- Commuter Spending Accounts
- Fertility & Family Forming Benefits
- On-demand mental health support and Employee Assistance Program
- Global Travel Medical Insurance
- Short and Long Term Disability Insurance
- Life & Accident Insurance
- 401(k) Retirement Savings Plan
- Employee Stock Participation Plan
- Flexible paid time off covering vacation and sick leave
- Leave programs, including parental, pregnancy health, medical, and bereavement leave
ATS Keywords
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Hard Skills & Tools
B2B Enterprise SaaS salesplatform solutions salesquota attainmentmulti-million dollar deal managementsecurity knowledgenetworking knowledgeapplication delivery knowledgeedge computing knowledgestrategic sales methodologiespipeline management
Soft Skills
coachingmentoringleadershipexecutive presencecollaborationadaptabilityentrepreneurial spirittrust buildingcommunicationteam development