Regional Sales Director, Public Sector - DoW

Triwill Group; Northern (KY); Hybrid; USD 148,000 - 248,000; Full time

Benefits offered by this job

Health benefits

Flexible PTO

Equity compensation

Remote work

Growth & Development Fund

Job summary

GitLab is seeking a Director of Regional Sales for the DoW federal business. You will lead a field-based team, drive new and expansion revenue, and guide large, complex deals with distributors and government partners.

You will own forecasting, deal qualification, and executive-level negotiations while collaborating across Renewals, Success, Marketing, Product, and ecosystem partners to deliver a cohesive customer experience and long-term growth.

Qualifications

• Experience building and leading regional, field-based sales teams in open source software, DevOps, or related enterprise technology environments.
• Background in process- and data-driven sales operations with Salesforce and CRM tooling to run trackable, repeatable sales motions.
• Experience selling or leading teams in regulated or compliance-driven environments (e.g., FedRAMP) or quickly ramping in regulated markets.
• Proven success selling complex enterprise deals into large public sector accounts with long cycles and multiple stakeholders.
• Familiarity with MEDDPICC or similar pipeline, qualification, forecasting, and deal inspection methodologies.
• Ability to coach, hire, and develop sales talent while fostering an inclusive, accountable team culture.
• Experience managing C-level and senior stakeholder relationships, including executive-level meetings and negotiations.
• Alignment with GitLab values and the ability to operate in an asynchronous, remote environment.

Responsibilities

• Lead, recruit, hire, and coach a high-performing team of Account Executives covering DoW to achieve regional revenue targets.
• Drive strategy and execution for new business and expansion across key DoW accounts.
• Own regional forecasting, opportunity hygiene, and MEDDPICC-based deal qualification for visibility and improved win rates.
• Lead complex federal procurement motions with distributors and partners, navigating contracting vehicles and funding cycles.
• Drive go-to-market strategy for regulated environments and FedRAMP offerings across priority accounts.
• Collaborate with Renewals, Customer Success, Marketing, Product, and ecosystem partners to align account plans and campaigns.
• Drive land-and-expand motions within large federated organizations to balance near-term revenue with long-term adoption.
• Engage in field meetings and travel as needed to accelerate deal cycles while operating in GitLab's asynchronous environment.

Skills

Team leadership

FEDRAMP/regulatory sales

Enterprise sales

MEDDPICC

Forecasting

C-level negotiations

Remote team management

Account planning

Tools

Salesforce

CRM tools

Job description

GitLab is the intelligent orchestration platform for DevSecOps. GitLab enables organizations to increase developer productivity, improve operational efficiency, reduce security and compliance risk, and accelerate digital transformation. More than 50 million registered users and more than 50% of the Fortune 100 trust GitLab to ship better, more secure software faster.

The same principles built into our products are reflected in how our team works: we embrace AI as a core productivity multiplier, with all team members expected to incorporate AI into their daily workflows to drive efficiency, innovation, and impact. GitLab is where careers accelerate, innovation flourishes, and every voice is valued. Our high-performance culture is driven by our values and continuous knowledge exchange, enabling our team members to reach their full potential while collaborating with industry leaders to solve complex problems. Co-create the future with us as we build technology that transforms how the world develops software.

Fortune 500® is a registered trademark of Fortune Media IP Limited, used under license. Claim based on GitLab data. Fortune 100 refers to the top 20% ranked companies in the 2025 Fortune 500 list, published in June 2025. Fortune and Fortune Media IP Limited are not affiliated with, and do not endorse products or services of GitLab.

An overview of this role

As the Director of Regional Sales, you will lead a high-performing, field-based sales organization focused on GitLab's rapidly growing Department of War (DoW) federal business. You'll be accountable for driving new and expansion revenue across the DoW, acting as a co-captain with senior leadership while managing, coaching, and growing a team of Account Executives. You'll spend meaningful time in the field with key accounts, own large deal strategy and C-level negotiations, and guide your team through complex federal procurement motions, including distributors, partners, contracting vehicles, and funding cycles. By partnering closely with Renewals, Customer Success, Product, and Marketing, you'll align our go-to-market approach for regulated environments, ensure our FedRAMP-authorized offerings and roadmap reflect agency needs, and build durable, land-and-expand growth across large, federated public sector organizations.

What you'll do

• Lead, recruit, hire, and coach a high-performing team of Account Executives covering Department of War (DoW) to achieve regional revenue and growth targets while fostering an accountable, inclusive, high-performance culture across an all-remote organization.

• Drive strategy and execution for new business and expansion, generating, progressing, and converting pipeline across key DoW accounts to meet or exceed quarterly and annual bookings targets.

• Own regional forecasting, inspection rigor, opportunity hygiene, and MEDDPICC-based deal qualification so senior leadership has clear visibility into pipeline health, commit, and risk and the team improves win rates and shortens sales cycles.

• Lead and execute complex federal procurement motions, working with distributors and partners such as Carahsoft and systems integrators and navigating contracting vehicles, funding cycles, and agency-specific buying processes to secure new multi-year contracts and expansions.

• Drive go-to-market strategy for regulated environments, shaping FedRAMP-authorized offerings and mission-critical DevSecOps use cases across accounts to increase platform adoption and usage in priority accounts.

• Collaborate closely with Renewals, Customer Success, Marketing, Product, and our federal distributor and systems integrator ecosystem to align on account plans, translate field requirements into roadmap and campaigns, and deliver a cohesive customer experience that supports retention and expansion.

• Drive land-and-expand motions within large, federated organizations , securing new workloads, cross-sells, and upsells that balance near-term revenue goals with long-term platform adoption and multi-year growth.

• Engage directly in the field and travel as needed to support key customer meetings, large deal reviews, and team engagements, deepening executive relationships and accelerating deal cycles while operating effectively in GitLab's asynchronous environment.

What you'll bring

• Experience building and leading regional, field-based sales teams in open source software, DevOps, or related enterprise technology environments.

• Background in process- and data-driven sales operations, including advanced use of Salesforce and other CRM and marketing automation tools to run trackable, repeatable sales motions.

• Experience selling or leading teams in regulated or compliance-driven environments (for example FedRAMP, impact levels, or similar government software-as-a-service frameworks), or the ability to ramp quickly in highly regulated markets.

• Demonstrated success selling and guiding teams to sell complex enterprise deals into large public sector accounts, including long-cycle opportunities with multiple stakeholders.

• Familiarity with formal sales methodologies such as MEDDPICC or similar frameworks, including pipeline generation, qualification, forecasting, and deal inspection.

• Ability to coach, develop, and hire sales talent while fostering an accountable, collaborative, and inclusive team culture.

• Skill in managing C-level and senior stakeholder relationships, including running executive-level meetings and negotiations within large, federated organizations.

• Alignment with GitLab's values and leadership expectations, with openness to candidates from diverse backgrounds who bring transferable skills in enterprise technology sales and team leadership.

About the team

The Department of War (DoW) federal sales team is a field-based, all-remote organization responsible for driving adoption of GitLab's DevSecOps platform across DoW organizations, including regulated and classified environments. You'll lead a group of Account Executives who collaborate asynchronously across regions and work closely with Renewals, Customer Success, Marketing, Product, and our federal distributor and systems integrator ecosystem to deliver consistent, predictable growth. We focus on building long-term platform relationships with large, federated organizations, navigating complex procurement processes and contracting vehicles, and bringing clear feedback from the field back into GitLab's roadmap and go-to-market approach for government customers.

The base salary range for this role’s listed level is currently for residents of the United States only. This range is intended to reflect the role's base salary rate in locations throughout the US. Grade level and salary ranges are determined through interviews and a review of education, experience, knowledge, skills, abilities of the applicant, equity with other team members, alignment with market data, and geographic location. The base salary range does not include any bonuses, equity, or benefits. See more information on our benefits and equity. Sales roles are also eligible for incentive pay targeted at up to 100% of the offered base salary.

United States Salary Range

$148,000 — $248,400 USD

How GitLab Supports Full-Time Employees

• Benefits to support your health, finances, and well-being
• Flexible Paid Time Off
• Team Member Resource Groups
• Equity Compensation & Employee Stock Purchase Plan
• Growth and Development Fund
• Parental Leave

Country Hiring Guidelines: GitLab hires new team members in countries around the world. All of our roles are remote, however some roles may carry specific location-based eligibility requirements. Our Talent Acquisition team can help answer any questions about location after starting the recruiting process.

Privacy Policy: Please review our Recruitment Privacy Policy. Your privacy is important to us.

GitLab is proud to be an equal opportunity workplace and is an affirmative action employer. GitLab’s policies and practices relating to recruitment, employment, career development and advancement, promotion, and retirement are based solely on merit, regardless of race, color, religion, ancestry, sex (including pregnancy, lactation, sexual orientation, gender identity, or gender expression), national origin, age, citizenship, marital status, mental or physical disability, genetic information (including family medical history), discharge status from the military, protected veteran status (which includes disabled veterans, recently separated veterans, active duty wartime or campaign badge veterans, and Armed Forces service medal veterans), or any other basis protected by law. GitLab will not tolerate discrimination or harassment based on any of these characteristics. See also GitLab’s EEO Policy and EEO is the Law. If you have a disability or special need that requires accommodation, please let us know during the recruiting process.