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Regional Director, West

Dropzone AI

Remote · USJob$200–215K/yrPosted todayStill listed today

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At a glance

Compensation
$200–215K/yr
Location
Remote · US
Work Authorization
Not specified

Olive focuses on jobs in the United States, including remote roles you can work from there.

Job overview

Dropzone AI is seeking a Regional Director to lead enterprise growth across the Western United States, reporting to the CRO and managing Regional Sales Managers. The role owns regional revenue planning, strategy, talent development, and operating cadence, while supporting managers, strategic accounts, and complex sales opportunities. The position is remote, with an expectation that the hire reside in the San Francisco Bay Area and travel as business needs require.

Skills & qualifications

RequiredNice to have

Skills

Sales Management, nice to haveCyber Security, nice to haveEnterprise Application Software, nice to haveRevenue Management, nice to haveTeam Management, nice to havePipeline Planning, nice to haveForecasting, nice to haveNegotiation, nice to haveValue Based Selling, nice to haveStrategic Communication, nice to haveEnterprise Software Sales, requiredCybersecurity Sales, requiredSales Leadership, requiredSales Manager Leadership, requiredTerritory Design, requiredOrganizational Design, requiredCoverage Planning, requiredResource Planning, requiredRecruiting, requiredTalent Development, requiredEnterprise Security Operations, requiredSIEM, requiredSOAR, requiredEDR, requiredXDR, requiredCloud Security, requiredThreat Intelligence, requiredSecurity Automation, requiredEnterprise Sales, requiredPipeline Management, requiredQualification, requiredExecutive Communication, requiredWritten Communication, requiredVerbal Communication, requiredPresentation Skills, requiredData-Driven Decision Making, requiredAdaptability, required

Qualifications

12+ Years Enterprise Software Sales, required5+ Years Sales Leadership, requiredMultimillion-Dollar Revenue Targets, requiredHigh-Growth Startup Experience, requiredEstablished West Network, requiredRegional Travel, required

Benefits

Medical Insurance
401(k) Match
Paid Time Off
Parental Leave

Full job description

About Dropzone AI Dropzone’s mission is to scale cybersecurity beyond human limits, and augment every single human security engineer/analyst with an army of AI security specialists. Humans alone cannot sufficiently protect our digital future, and AI augmentation is the only way for defenders to reclaim the high ground. We are an award winning company disrupting the $200B+ cybersecurity market.

Powered by Gen AI advancements, our technology offloads repetitive day-to-day work and frees human analysts to focus on real threats and higher-value projects. We are venture-backed, and our team has a rare blend of deep experience across cybersecurity, AI/ML, and SaaS product development. Join us if you want to be on the ground floor of using Gen AI to transform cyber defense. Learn more at www.dropzone.ai.

About the Role: We are seeking a Regional Director to lead and accelerate enterprise growth across the Western United States. This is a second-line sales leadership role, reporting directly to the CRO, responsible for managing and developing Dropzone’s Western US region, currently comprising of Regional Sales Managers. You will own the West region’s revenue plan, organizational strategy, talent development, and operating cadence. You will help Regional Sales Managers become exceptional leaders, maintain visibility into the business, and ensure they consistently build pipeline, execute complex opportunities, and deliver results. The ideal candidate has successfully led sales managers in a high-growth cybersecurity company. You know how to scale through leaders while remaining close enough to customers, people, and strategic deals to identify risks and create leverage. This role will be expected to reside within the San Francisco Bay Area, although it is a remote role.

What You’ll Do:

  • Own the West region’s revenue target, sales strategy, forecasting, and overall execution.
  • Lead, coach, and develop a team and hold them accountable for the performance of their respective territories.
  • Establish clear regional priorities, territory strategies, account plans, pipeline targets, and operating rhythms.
  • Build a consistent management system across teams while allowing leaders to adapt to the needs of their markets and people.
  • Assess organizational capacity and partner with sales leadership and recruiting to develop hiring and coverage plans.
  • Maintain a strong leadership bench and create development and succession plans for managers and high-potential sellers.
  • Review regional performance, identify gaps early, and work through managers to implement focused action plans.
  • Ensure forecasts are accurate, evidence-based, and supported by a clear understanding of deal risks and next steps.
  • Provide executive sponsorship for strategic accounts and engage directly in complex or high-impact opportunities.
  • Build trusted relationships with CISOs, security operations leaders, technology executives, channel partners, and other senior stakeholders.
  • Partner with sales engineering, business development, marketing, customer success, product, and executive leadership to improve pipeline creation, conversion, and customer outcomes.
  • Expand the region’s channel and technology-partner ecosystem to create leverage and accelerate growth.
  • Represent Dropzone AI at executive meetings, customer events, industry conferences, and partner engagements.
  • Bring market, competitive, and customer insights back to the organization to influence product and go-to-market strategy.
  • Create a culture of accountability, intellectual honesty, urgency, collaboration, and continuous improvement.

Requirements

  • 12+ years of enterprise software sales experience, including significant experience selling cybersecurity solutions.
  • 5+ years of sales leadership experience, including demonstrated success leading frontline sales managers.
  • Experience overseeing multiple sales teams across a large, complex region.
  • A consistent record of meeting or exceeding multimillion-dollar regional revenue targets through multiple leaders and teams.
  • Experience designing territories, organizational structures, coverage models, and resource plans.
  • A strong record of recruiting, developing, and retaining high-performing sales managers and enterprise sellers.
  • Experience building or scaling a regional business within a high-growth startup or emerging technology category.
  • Strong knowledge of enterprise security operations and technologies such as SIEM, SOAR, EDR, XDR, cloud security, threat intelligence, or security automation.
  • Experience providing executive leadership across complex, multi-stakeholder enterprise sales cycles.
  • Credibility and an established network among CISOs, security executives, partners, and enterprise buyers in the West.
  • Strong command of pipeline management, forecasting, qualification, negotiation, and value-based selling.
  • The ability to coach managers without bypassing them or taking ownership away from their teams.
  • The judgment to determine when to remain at the leadership level and when direct involvement will materially improve an outcome.
  • Excellent written, verbal, presentation, and executive communication skills.
  • Comfort operating with autonomy, ambiguity, and high expectations in a rapidly evolving market.
  • Willingness to travel throughout the region as business needs require.
  • Early-stage startup mindset. You thrive on ambiguity and move with lightspeed execution
  • Being data-driven is part of your DNA.

Work Environment/Travel We are a 100% remote company where you will work from your home with company-provided equipment to set you up for success. Semi-frequent travel to professional office settings and other events locally and nationally; some overnight travel expected.

Compensation In the spirit of pay transparency, we are excited to share the base salary range below, exclusive of fringe benefits or potential bonuses. If you are hired at Dropzone your final base salary compensation will be determined based on factors such as geographic location, skills, education, and/or experience. In addition, all compensation packages include significant above market new hire equity grants because we believe in rewarding long term value creation. If you are hired at Dropzone your final base salary compensation will be determined based on factors such as geographic location, skills, education, and/or experience. In addition to those factors, we believe in the importance of pay equity and consider internal equity of our current team members as a part of any final offer. Please keep in mind that hiring at the maximum of the range would not be typical to allow for future and continued salary growth. We also offer a generous benefits package, including company paid health insurance, 401K Plan with employer match, Self-Managed PTO, parental leave, and more. The base pay range for this role is: $200,000—$215,000 USD

The variable pay for this role is: $200,000—$215,000 USD

How this job compares

Set against the 2,938 open Sales Leadership jobs on Olive Jobs, counted November 14, 2026.

Pay
  • This posting$200–215K/yr
  • California median$183–300K/yr290 salary ranges
  • US median$156–244K/yr2,284 salary ranges

This range's midpoint, $208K, is 17% below the California median midpoint ($250K) — in the middle half of Sales Leadership salary ranges in California.

Openings
Olive Jobs lists 347 open Sales Leadership jobs in California and 2,938 across the US. 19% of them nationwide are listed as remote or flexible.
Hiring the most in California
Experience
This posting asks for at least 12 years of experience — more than three in four Sales Leadership postings that state a minimum ask for (median 8 years, across 2,453 postings).
Education
581 of the 2,938 open Sales Leadership jobs (20%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 14, 2026. Figures based on too few postings are left out.

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