Regional Director - San Francisco

Upwind Security

$175K — $210K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years leading Enterprise sales teams in SaaS or cybersecurity sectors
  • Proven track record of exceeding sales targets in a regional setting
  • Experience selling to enterprise clients in Cloud, Security, or DevOps
  • Ability to recruit and retain top sales talent
  • Skilled in managing complex sales processes and closing enterprise deals
  • Familiarity with sales methodologies like MEDDPICC
  • Strong executive presence for engaging C-level stakeholders
  • Data-driven approach to forecasting and CRM practices
  • Adaptable in fast-paced startup environments
  • Knowledge of cloud security technologies and market trends

Responsibilities

  • Build and scale a high-performing Enterprise sales team
  • Develop and implement regional sales strategies for revenue growth
  • Coach and mentor Account Executives through the sales cycle
  • Engage directly in closing high-value enterprise deals
  • Establish relationships with C-level executives and key stakeholders
  • Collaborate with cross-functional teams to align on revenue goals
  • Manage disciplined sales processes including pipeline management
  • Expand relationships with channel partners for regional growth
  • Provide data-driven insights and updates to executive leadership
  • Refine go-to-market strategy based on customer and market input

Benefits

  • Work in a pivotal leadership role with significant growth potential
  • Opportunity to shape the company's go-to-market strategies
  • Be part of a collaborative and supportive sales culture
  • Engage with C-level executives and key decision-makers
  • Drive innovation in the fast-evolving cloud security marketplace
Full Job Description
Description

We are looking for a Regional Sales Director, Enterprise - West

To build, lead, and scale our Enterprise sales team across the West region.. This is a critical leadership role responsible for driving revenue growth, developing top-performing talent, and establishing Upwind as a category leader in cloud security. You will play a key role in shaping our go-to-market strategy, closing strategic deals, and building a high-performance, customer-first sales culture.

*This is a field leadership role open to qualified candidates located in San Francisco, CA.

Responsibilities

  • Build, lead, and scale a high-performing team of Enterprise Account Executives across the West region
  • Develop and execute a regional sales strategy to exceed revenue targets and drive consistent pipeline generation
  • Coach, mentor, and develop AEs through all stages of the sales cycle, elevating overall team performance and execution
  • Personally engage in and help close strategic, high-value enterprise deals
  • Establish strong relationships with C-level executives and key stakeholders within target accounts
  • Partner cross-functionally with Marketing, Sales Engineering, Customer Success, and Channel teams to drive alignment and revenue growth
  • Drive a disciplined sales process, including pipeline management, forecasting accuracy, and qualification methodologies (e.g. MEDDPICC)
  • Build and expand relationships with channel partners and ecosystem players to accelerate regional growth
  • Provide regular, data-driven insights and forecasting to executive leadership
  • Help shape and refine Upwind's go-to-market strategy based on customer and market feedback

Requirements

  • Proven experience leading and scaling Enterprise sales teams in high-growth SaaS or cybersecurity companies
  • Track record of consistently exceeding regional or team revenue targets
  • Strong background selling to enterprise customers in Cloud / Security / DevOps environments
  • Demonstrated ability to recruit, hire, and retain top sales talent
  • Experience leading complex, multi-threaded sales cycles and closing strategic deals
  • Deep understanding of sales methodologies (e.g. MEDDPICC) and disciplined pipeline management
  • Strong executive presence with the ability to engage and influence C-level stakeholders
  • Data-driven mindset with a commitment to forecast accuracy and CRM hygiene (SFDC)
  • Highly collaborative, adaptable, and comfortable operating in a fast-paced, early-stage startup environment
  • Strong understanding of cloud security concepts, technologies, and market landscape

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