Director, Regional Enterprise Sales

Dynatrace exists to make the world’s software work perfectly. Our unified software intelligence platform combines broad and deep observability and continuous runtime application security with the most advanced AIOps to provide answers and intelligent automation from data at an enormous scale. This enables innovators to modernize and automate cloud operations, deliver software faster and more securely, and ensure flawless digital experiences. That is why the world’s largest organizations trust Dynatrace® to accelerate digital transformation.

We're an equal opportunity employer and embrace all applicants. Dynatrace wants YOU—your diverse background, talents, values, ideas, and expertise. These qualities are what make our global team stronger and more seasoned. We're fueled by the diversity of our talented employees.

What You’ll Do

• Lead, coach, and develop a top‑performing Enterprise Acquisition 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 the Chicago Metro Area

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.
• 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.

• 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.

• 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.
• We also offer medical/dental benefits, and a company matching 401(k) plan for retirement.

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.