Sales Director Jobs in Maryland
Sales Director jobs in Maryland concentrate in cybersecurity, defense contracting, federal IT services, healthcare technology, and financial services, with demand at every level from regional sales manager to VP-track enterprise sales leader. The heaviest hiring is in the Baltimore, Bethesda, and Annapolis corridors, where employers like Leidos, T. Rowe Price, and Northrop Grumman maintain large, established Maryland footprints. The most in-demand specialties right now are enterprise software sales, government solutions, and health IT account management. Scan the live roles below and apply to whichever ones fit.
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About Employee Navigator
Employee Navigator is a rapidly growing and profitable $100M+ ARR SaaS insurance & HR technology company that works with the nation's leading insurance carriers, payroll companies & insurance brokers. Our products are designed to make it easier for our customers to manage the complexity of employee benefits & HR including benefits administration, employee onboarding and much more. Employee Navigator is the dominant broker-centric benefits administration and HR platform in the US serving over 200,000 companies.
About the Role
Employee Navigator is on the hunt for a driven and strategic Director of Sales to lead from the front to guide a top-tier sales team. In this role, you'll be at the heart of our expansion efforts, working side-by-side with executive leadership and cross-functional teams to hit ambitious sales targets. Success will demand balancing mentorship and strategic planning aimed at driving revenue and accelerating Employee Navigator's market presence.
Here's What You'll Do Day to Day:
- Build and lead a sales team: hire strong reps, coach them through real deals, and help them run a full sales cycle on their own.
- Identify gaps in the sales motion and build repeatable playbooks, talk tracks, enablement, and processes to improve execution.
- Own the day-2-day operations of the sales team and ensure the team is running smoothly and scaling for future growth.
- Build strong operating rhythms around pipeline inspection, forecast accuracy, deal reviews, rep coaching, and productivity
- Coach reps in consultative selling, underwriting collaboration, and positioning Employee Navigator as a trusted partner. This includes 1:1s, call reviews and coaching debriefs.
- Partner with cross-functional teams (Sales, Marketing, Product, etc.) to drive strategy for our broker and integrated partner sales teams.
- Drive simple, practical changes that help the team perform better and keep prospective customers happy.
Qualifications:
- 7+ years of leading a SaaS sales team.
- A strong track record of quota achievement and team development.
- HCM or group benefits experience is a huge plus.
- Hands-on operating style with the ability to inspect details, build process, and move quickly in an ambiguous environment.
- Proven track record of building teams that consistently meet or exceed quota.
- An advanced degree or equivalent experience preferred.
About Employee Navigator
Employee Navigator is a rapidly growing and profitable $100M+ ARR SaaS insurance & HR technology company that works with the nation's leading insurance carriers, payroll companies & insurance brokers. Our products are designed to make it easier for our customers to manage the complexity of employee benefits & HR including benefits administration, employee onboarding and much more. Employee Navigator is the dominant broker-centric benefits administration and HR platform in the US serving over 200,000 companies.
About the Role
Employee Navigator is on the hunt for a driven and strategic Director of Sales to lead from the front to guide a top-tier sales team. In this role, you'll be at the heart of our expansion efforts, working side-by-side with executive leadership and cross-functional teams to hit ambitious sales targets. Success will demand balancing mentorship and strategic planning aimed at driving revenue and accelerating Employee Navigator's market presence.
Here's What You'll Do Day to Day:
- Build and lead a sales team: hire strong reps, coach them through real deals, and help them run a full sales cycle on their own.
- Identify gaps in the sales motion and build repeatable playbooks, talk tracks, enablement, and processes to improve execution.
- Own the day-2-day operations of the sales team and ensure the team is running smoothly and scaling for future growth.
- Build strong operating rhythms around pipeline inspection, forecast accuracy, deal reviews, rep coaching, and productivity
- Coach reps in consultative selling, underwriting collaboration, and positioning Employee Navigator as a trusted partner. This includes 1:1s, call reviews and coaching debriefs.
- Partner with cross-functional teams (Sales, Marketing, Product, etc.) to drive strategy for our broker and integrated partner sales teams.
- Drive simple, practical changes that help the team perform better and keep prospective customers happy.
Qualifications:
- 7+ years of leading a SaaS sales team.
- A strong track record of quota achievement and team development.
- HCM or group benefits experience is a huge plus.
- Hands-on operating style with the ability to inspect details, build process, and move quickly in an ambiguous environment.
- Proven track record of building teams that consistently meet or exceed quota.
- An advanced degree or equivalent experience preferred.
See All 41 Sales Director Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
Find Sales Director JobsSales Director Jobs by City in Maryland
Where Maryland roles are concentrated, by current openings.
Sales Director Job Market in Maryland
A snapshot from current Maryland openings, updated as new roles post.
Who's Hiring
Top Industries Hiring
- Food & Beverage
What Maryland Employers Look For
The qualifications that appear most often in sales director jobs across Maryland.
- Bachelor's degree in business, marketing, or a related field required
- Seven or more years of progressive B2B or enterprise sales experience
- Demonstrated ability to build and lead high-performing sales teams
- Experience selling to federal government, defense, or healthcare clients preferred
- Proficiency with CRM platforms such as Salesforce or HubSpot required
- Strong network within Maryland's technology, defense, or financial services sectors
Sales Director Jobs in Maryland: Frequently Asked Questions
How do you become a sales director in Maryland?
Sales directors in Maryland do not require a state-issued license, but most employers expect a bachelor's degree in business, marketing, or a related discipline alongside extensive sales leadership experience. Given Maryland's concentration of federal contracting and defense work, a security clearance and familiarity with government procurement cycles significantly strengthen a candidacy. Many Maryland employers promote from senior account executive or regional sales manager roles internally before hiring externally.
How much do sales directors make in Maryland?
Sales directors in Maryland earn a median of about $137,150 a year, based on May 2025 Bureau of Labor Statistics wage data, ranging from around $67,270 for the lowest 10% to over $257,350 for the top 10%. Pay rises with experience, specialty, and employer.
Which companies hire sales directors in Maryland?
Companies currently hiring sales directors in Maryland include Sodexo, AT&T, and Havtech, per current listings on Migrate Mate as of November 2026. Maryland's mix of defense primes, health IT firms, and financial services companies means demand for sales directors stays consistent well outside traditional economic cycles.
Which Maryland cities have the most sales director jobs?
Baltimore, Columbia, and Rockville have the most sales director openings in Maryland. Baltimore drives volume through its healthcare, financial services, and port-adjacent logistics sectors, while Bethesda and the I-270 technology corridor attract enterprise and federal-focused sales roles tied to the high concentration of government contractors and consultancies operating near the nation's capital.
Are there remote sales director jobs in Maryland?
Yes, and more than most fields. About 67% of sales director openings tied to Maryland are remote or hybrid as of November 2026, reflecting the broader shift toward distributed enterprise sales leadership. Strategic and management-heavy parts of the role, such as pipeline forecasting, team coaching, and executive presentations, are most frequently performed remotely, while key account visits and regional team meetings typically remain in person.
How can I get hired as a sales director in Maryland with little or no experience?
The most realistic path is moving up from a senior individual contributor role such as enterprise account executive, regional sales manager, or business development manager at a Maryland employer. Large defense and IT contractors like Leidos and SAIC run structured leadership development programs that fast-track high performers into director-level roles. Earning a PMP or obtaining a government security clearance gives candidates a measurable edge when competing for director seats at Maryland's many federal-facing organizations.
Where can I find and apply to sales director jobs in Maryland?
You can find and apply to sales director jobs in Maryland on Migrate Mate, which lists current Maryland openings updated regularly. Search the available roles, identify the ones that match your background and target sector, and apply directly to the ones that fit.
See All 41 Sales Director Jobs in Maryland
Find roles in Maryland that match your experience and apply in just a few clicks.
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