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PagerDuty Regional Sales Director - Mid Market, East in Boston, Massachusetts

PagerDuty empowers teams of all kinds to do the critical work that moves business forward through the PagerDuty Operations Cloud.

Visit our careers site (https://careers.pagerduty.com/home) to explore life at PagerDuty, discover opportunities, and sign-up for job alerts!

PagerDuty seeks a dynamic and results-driven Regional Sales Director to lead our Mid-Market Sales team. Reporting to the RVP Sales, you will guide Account Executives focused on acquiring and growing business within organizations generating $50-500 million in revenue. Your team will drive new logo acquisition and "land-and-expand" strategies across this vital market segment.

As Regional Sales Director, you will build and enable a high-velocity sales team that excels in prospecting and closing new business opportunities. You'll oversee revenue growth by helping your AEs master a consultative sales approach while maintaining the pace required in the mid-market segment. The ideal candidate will have experience building and scaling teams that can effectively balance prospecting activities with opportunity management.

At PagerDuty, we recognize that our greatest asset is our team. Our sales leadership team is committed to creating an environment where Mid-Market AEs feel supported and empowered to drive results through strategic prospecting and efficient deal execution.

Key Responsibilities:

Leadership & Development:

  • Lead and mentor a team of Mid-Market AEs focused on new logo acquisition and initial account expansion within the $50-500M revenue segment.

  • Coach AEs on effective prospecting techniques, including leveraging tools like Outreach/SalesLoft, DemandBase/6Sense, and other modern sales technologies.

  • Support AEs in developing efficient sales processes that balance prospecting activities with opportunity management.

Strategy & Execution:

  • Develop comprehensive sales strategies aligned with mid-market segment dynamics and buyer behaviors.

  • Guide AEs in building effective prospecting and qualification approaches using the MEDDICC framework.

  • Establish frameworks for AEs to manage their territories while maintaining high levels of prospecting activity and opportunity progression.

Operational Excellence:

  • Drive adoption of PagerDuty's Command of the Message (COM) selling model and solution selling methodologies.

  • Implement structured pipeline management approaches that emphasize new logo acquisition and initial expansion opportunities.

  • Create systems for tracking and optimizing AE performance across prospecting, closing, and early expansion metrics.

Basic Qualifications:

  • 5+ years of quota-carrying field experience in mid-market software/SaaS sales

  • 1+ years of leading sales teams focused on new logo acquisition

  • Proven ability to coach AEs on prospecting techniques and opportunity management

  • Experience with modern sales tools (SFDC, Outreach/SalesLoft, DemandBase/6Sense)

  • Track record of accurately forecasting in a high-velocity sales environment

Preferred Qualifications:

  • Experience leading teams using solution-selling methodologies in the mid-market segment

  • Demonstrated success in building teams that consistently exceed both prospecting and closing targets

  • Strong background in developing efficient territory management strategies

  • Experience coaching teams on leveraging sales technology and automation tools

The base salary range for this position is 168,000 - 231,000 USD. This role may also be eligible for bonus, commission, equity, and/or benefits.

Our base salary ranges are determined by role, level, and location. The range, which is subject to change based on primary work location, reflects the minimum and maximum base salary we expect to pay newly hired employees for the position. Within the range, we determine pay for an individual based on a number of factors including market location, job-related knowledge, skills/competencies and experience.

Your recruiter can share more about the specific offerings for this role, as well as the salary range for your primary work location during the hiring process.

Not sure if you qualify?

Apply anyway! We extend opportunities to a broad array of candidates, including those with diverse workplace experiences and backgrounds. Whether you're new to the corporate world, returning to work after a gap in employment, or simply looking to take the next step in your career path, we are excited to connect with you.

Where we work

PagerDuty currently has offices in Atlanta, Lisbon, London, San Francisco, Santiago, Sydney, Tokyo, and Toronto. We offer a hybrid, flexible workplace. We also provide ample opportunities for in-person and virtual connection, like team offsites and volunteering events.

How we work

Our values are deeply embedded in how we operate and the people we bring on board. You will see our values ingrained in how we support our customers, collaborate with our colleagues, develop our products and foster an inclusive and empathetic work culture.

  • Champion the Customer | Put users first to design great products and experiences.

  • Run Together | Build strong teams that amplify our impact on users.

  • Take the Lead | Disrupt and invent to be the first choice for users.

  • Ack + Own | Take ownership and action to deliver more efficiently to users.

  • Bring Your Self | Bring your best self to build empathy and trust with users.

What we offer

One way we ensure our employees are inspired to do their best is through a comprehensive total rewards approach that supports them and their loved ones. As a global organization, our programs are competitive with industry standards and aligned with local laws and regulations. Learn more, including country-specific offerings, on our benefits site (https://careers.pagerduty.com/global-benefits) .

Your package may include:

  • Competitive salary

  • Comprehensive benefits package from day one

  • Flexible work arrangements

  • Generous paid vacation time

  • Paid holidays and sick leave

  • Dutonian Wellness Days - scheduled company-wide paid days off in addition to PTO

  • Company equity*

  • ESPP (Employee Stock Purchase Program)*

  • Retirement or pension plan*

  • Paid parental leave - up to 22 weeks for pregnant parent, up to 12 weeks for non-pregnant parent (some countries have longer leave standards and we comply with local laws)*

  • HibernationDuty - an annual company paid week off when everyone at PagerDuty, with the exception of a small, coverage crew, is asked to take a much needed break to truly disconnect and recharge

  • Paid volunteer time off - 20 hours per year

  • Company-wide hack weeks

  • Mental wellness programs

*Eligibility may vary by role, region, and tenure

About PagerDuty

PagerDuty, Inc. (NYSE:PD) is a global leader in digital operations management. The PagerDuty Operations Cloud revolutionizes how critical work gets done, and powers the agility that drives digital transformation. Customers rely on the PagerDuty Operations Cloud to compress costs, accelerate productivity, win revenue, sustain seamless digital experiences, and earn customer trust. More than half of the Fortune 500 and more than two thirds of the Fortune 100 trust PagerDuty including Cisco, Cox Automotive, DoorDash, Electronic Arts, Genentech, Shopify, Zoom and more.

Led by CEO Jennifer Tejada, PagerDuty’s Board of Directors is 50% female and 62% URP representation. We strive to build a more equitable world by investing 1% each of company equity, product, and employee volunteer time.

PagerDuty is Great Place to Work-certified™, a Fortune Best Workplace for Millennials, a Fortune Best Medium Workplace, a Fortune Best Workplace in Technology, and a top rated product on TrustRadius and G2.

Go behind-the-scenes on our careers site (https://careers.pagerduty.com/home) and @pagerduty on Instagram.

Additional Information

PagerDuty is committed to creating a diverse environment and is an equal opportunity employer. PagerDuty does not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, parental status, veteran status, or disability status.

PagerDuty is committed to providing reasonable accommodations for qualified individuals with disabilities in our job application process. Should you require accommodation, please email accommodation@pagerduty.com and we will work with you to meet your accessibility needs.

PagerDuty uses the E-Verify employment verification program.

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