Regional Director - Expansion Sales (Remote, Michigan or Ohio)

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Hiring Remotely in Detroit, MI, USA
Remote or Hybrid
Artificial Intelligence • Big Data • Cloud • Information Technology • Software • Big Data Analytics • Automation
Dynatrace delivers answers and intelligent automation from data.
The Role
Your role at Dynatrace

At Dynatrace, we’re transforming how enterprises accelerate innovation, optimize performance, and deliver flawless digital experiences. We’re looking for a Regional Director, Expansion Sales who’s passionate about leading teams, driving growth, and unlocking new value within our customer base.

In this role, you’ll lead a team of five Enterprise Expansion Account Executives, empower their success, and execute strategic expansion motions across a high‑potential territory.

What You’ll Do

  • Lead, coach, and develop a top‑performing Expansion Sales team with a focus on consistency, execution, and excellence
  • Build and sustain a healthy expansion pipeline that aligns to regional and corporate revenue goals
  • Drive regional GTM strategy—territory planning, whitespace mapping, and customer engagement plays
  • Lead forecast and pipeline execution using Salesforce to ensure predictability and accuracy
  • Share market and competitive insights to help shape field strategy
  • Partner closely with Marketing, Pre-Sales, Partner Sales, Account Executives, Regional Directors, and Customer Success to accelerate growth and deliver customer outcomes

What You Bring

  • Proven experience leading Enterprise SaaS sales or expansion teams
  • A track record of developing talent and elevating team performance
  • Strong operational rigor and forecasting discipline
  • Ability to build strategic territory plans and influence cross‑functional teams
  • Understands how to tie our platform to the business needs of our customers
  • Based in Ohio or Michigan
What will help you succeed

Minimum Requirements:

  • HS diploma or GED.
  • A minimum of 8 years of experience in closing large enterprise technology sales.
  • A minimum of 5 years managing a high performing sales team.

Preferred Requirements:

  • You have a few years of enterprise technology sales management experience.
  • You feel comfortable in building and mentoring a team of successful sales hunters.
  • You have experience with the sales cycle; prospecting, qualification, verbal presentation, and closing using a repeatable process.
  • You have proven experience in generating sales revenue through new logo wins.
  • You are methodical, action-oriented, results-oriented.
  • You possess MEDDIC experience.
  • You bring extensive consultative selling methodologies in managing sales cycles (eg. Challenger Sales, MEDDIC).
  • You show a history of closing business opportunities consistently meeting and/or exceeding quota.
  • You are confident in attaining revenue and performance goals.
Why you will love being a Dynatracer
  • Dynatrace is a leader in unified observability and security.
  • We provide a culture of excellence with competitive compensation packages designed to recognize and reward performance.
  • Our employees work with the largest cloud providers, including AWS, Microsoft, and Google Cloud, and other leading partners worldwide to create strategic alliances.
  • The Dynatrace platform uses cutting-edge technologies, including our own Davis hypermodal AI, to help our customers modernize and automate cloud operations, deliver software faster and more securely, and enable flawless digital experiences.
  • Over 50% of the Fortune 100 companies are current customers of Dynatrace.
Compensation and Rewards

The base salary range for this role is $166,000 - $207,000. When determining your salary, we consider your experience, skills, education, and work location.

Our total compensation package includes unlimited personal time off, an employee stock purchase plan, and a reward system.

Equal Employment Opportunity

All your information will be kept confidential according to EEO guidelines.

We offer competitive compensation, company-sponsored premium benefits, medical, dental, vacation/holidays, company matching 401(k) Plan, etc. Dynatrace is an Equal Opportunity/Affirmative Action employer. All qualified applicants will receive consideration for employment without regard to race, sex, color, gender identity, religion, national origin, ancestry, citizenship, physical abilities, age, sexual orientation, creed, disability status, veteran status, pregnancy, genetic status, or any other characteristic protected by law. If your disability makes it difficult for you to use this site, please contact [email protected]. Dynatrace participates in E-Verify, participant information in English and Spanish. Right to work information in English and Spanish. EEO is the Law. To be considered for this position, please upload your resume/CV.

What the Team is Saying

Michael Polter
Jamie Mallett
Trevor Ealy
Hannah Fleming
Kristen Hanlan

Dynatrace Compensation & Benefits Highlights

  • Healthcare Strength — Health insurance options, including BCBS PPO/HDHP plans and a Kaiser HMO in California, are described as solid, and company materials note it pays all or part of certain health, life, and disability premiums. Feedback suggests healthcare is a relative strength of the package.
  • Leave & Time Off Breadth — U.S. employees have unlimited PTO alongside four company-wide paid Wellness Days, with flexibility and recharge time highlighted. Feedback suggests time off and wellness days are distinctive benefits.
  • Retirement Support — Eligible U.S. employees are offered a company‑matched 401(k), and filings confirm the program’s availability. Feedback suggests retirement support is a meaningful component of total rewards.

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The Company
HQ: Boston, MA
5,600 Employees
Year Founded: 2005

What We Do

Dynatrace lets customers understand their business like never before, so they can see beyond the complexity, find and fix problems faster and automate manual tasks with Al — so they can focus on what truly matters: running their business.

Why Work With Us

In a world that runs on software, our Al-driven insights cut through the noise, allowing you to focus on what truly matters by automating manual tasks and resolving issues with pinpoint accuracy. Our culture, fueled by curiosity, openness, and authenticity, drives our pursuit of innovation and excellence in crafting the Dynatrace platform.

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About our Teams

Dynatrace Offices

Hybrid Workspace

Employees engage in a combination of remote and on-site work.

Majority of roles are hybrid with flexibility. Please speak with our recruiting team for specific details on hybrid work.

Typical time on-site: 2 days a week
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