Senior Level Regional Sales Director Jobs
Senior level regional sales director jobs put seasoned sales leaders in charge of regional strategy, revenue outcomes, and the teams and managers who execute on the ground. Openings concentrate in Technology & Software, Staffing & Recruiting, and Healthcare & Medical Services, with Jobot, Fivetran, and Garver among the employers hiring at this level now.
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INTRODUCTION
For over 20 years, Smartsheet has empowered teams to manage work seamlessly and scale solutions smarter. Now, in our most ambitious chapter yet, we are uniting human teams with AI agents. By orchestrating the work agents do best, automating manual tasks and uncovering insights at scale, we create the space for people to focus on what truly matters: judgment, creativity, and big thinking. That is magic at work, and it's what we show up for every day.
Smartsheet is seeking an experienced sales leader to lead a team of Account Executives as a Regional Director: Federal, Aerospace & Defense, and FSI's. The ideal candidate will have a history of building and leading teams to over-perform in quota attainment, close transformational transactions, and align strategically with Federal Civilian & DOD Agencies, Aerospace & Defense, as well as FSI accounts.
This role is based in the Washington D.C. area and part of the Public Sector Enterprise Sales Leadership team.
YOU WILL:
- Build and lead a Sales team to exceed quarterly and annual sales quotas
- Effectively predict and deliver sales results through accurate monthly, quarterly, and annual sales forecasting
- Serve as player/coach in the execution of a complex, solution-based sales process encompassing multiple groups within the Federal market and assigned list of A&D and FSI accounts
- Play a leadership role in developing new business opportunities by coaching Account Executives to build and execute account-focused strategies
- Drive Smartsheet senior executive engagement in target accounts
- Successfully execute across all disciplines of sales management, including Account/Opportunity/Relationship planning and sales methodology execution
- Partner with Sales Engineering, Consulting, Customer Success and Marketing management to identify and close software and professional services solutions
- Proactively identify and address issues that will increase growth velocity in the assigned sales region
- Other duties as assigned
- Travel as needed (30-50%)
YOU HAVE:
- 10+ years of experience in the software industry with current SaaS experience preferably on the business applications side
- 5-10 years experience in sales management providing the tools, training and support to ensure team success
- Demonstrated track record in leading Federal Gov't sales teams to exceed quotas by winning new business and driving substantial growth
- Proven ability to drive Strategic sales teams in executing "land-and-expand" sales strategies in accounts in the Federal Gov't
- Excellent communication and interpersonal skills and the ability to multitask, work cross-functionally within the organization, and thrive in a collaborative environment
- Motivate and lead; embody Smartsheet's core values; operate with integrity and a sense of urgency
- Demonstrated ability to execute value based sales methodologies (e.g. MEDDIC, Strategic Selling, others)
- Experience working in a fast-paced, evolving, high growth software company
- Bachelor's (BA/BS) degree preferred
GET TO KNOW US:
At Smartsheet, your ideas are heard, your potential is supported, and your contributions have real impact. You'll have the freedom to explore, push boundaries, and grow beyond your role. We welcome diverse perspectives and nontraditional paths—because we know that impact comes from individuals who care deeply and challenge thoughtfully. When you're doing work that stretches you, excites you, and connects you to something bigger, that's magic at work. Let's build what's next, together.
EQUAL OPPORTUNITY EMPLOYER:
Smartsheet is an Equal Opportunity (EEO) employer committed to fostering an inclusive environment with the best employees. It is our policy to provide equal employment opportunities to all qualified applicants in accordance with applicable laws in the US, UK, Australia, Germany, Costa Rica, Japan, Bulgaria, India, and Singapore. All qualified applicants will receive consideration without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, age, protected veteran or disabled status, or genetic information.
If there are preparations we can make to help ensure you have a comfortable and positive interview experience, please let us know.
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Find JobsSenior Level Regional Sales Director Job Market
Who's Hiring
- Jobot19

- Fivetran8

- Garver5

- Crum & Forster5

- Summit Therapeutics5

Top Industries Hiring
- Technology & Software24
- Staffing & Recruiting19
- Healthcare & Medical Services16
- Consulting & Professional Services15
- Construction & Real Estate12
Senior Level Regional Sales Director Jobs: Frequently Asked Questions
How do I get a senior level regional sales director job?
Employers hiring at this level look for candidates who have owned a regional P&L, built or restructured a sales team, and delivered consistent quota performance across market cycles. A strong candidacy demonstrates strategic thinking beyond quota, such as designing territory models or coaching managers. Showing progression from individual contributor to leading other leaders is the clearest signal of readiness for a senior regional sales director role.
Which companies hire senior level regional sales directors?
Companies hiring senior level regional sales directors right now include Jobot, Fivetran, and Garver, based on current listings on Migrate Mate as of September 2026. Hiring at this level tends to come from mid-to-large enterprises and fast-scaling companies that need experienced leadership to manage distributed field sales organizations across multiple territories.
Are there remote senior level regional sales director jobs?
Yes, though many roles carry travel expectations tied to field team oversight and key account visits. About 31% of senior level regional sales director openings are remote or hybrid as of September 2026, reflecting employer flexibility on home-base location for candidates who can cover their region. Fully remote arrangements are more common when the role centers on strategic planning rather than day-to-day field presence.
What makes a regional sales director role senior level?
Senior level regional sales director roles are defined by scope, ownership, and leadership depth. Rather than managing individual contributors alone, senior directors typically oversee other sales managers, own regional revenue targets as a business unit, and influence go-to-market strategy for their geography. They are expected to mentor the next layer of sales leadership, resolve complex escalations, and represent the region in executive planning conversations.
Which industries hire the most senior level regional sales directors?
Senior level regional sales director roles concentrate in Technology & Software, Staffing & Recruiting, and Healthcare & Medical Services, based on current listings on Migrate Mate as of September 2026. These sectors tend to have distributed customer bases, complex sales cycles, and field-driven revenue models that require experienced regional leadership to coordinate teams and maintain performance across multiple markets.