Enterprise Account Executive- Midwest

Datadome; Chicago (IL); Remote; USD 130,000 - 280,000; Full time

Benefits offered by this job

Fully remote position

Health benefits

Sports/fitness allowance

Learning & development

Team events & offsites

PTO 20 days + holidays

401K + matching

Job summary

DataDome is seeking an Enterprise Account Executive to own the Midwest territory from a fully remote US base. You will build and manage a robust pipeline, engage technical buyers, and drive new ARR by closing complex enterprise deals.

You’ll collaborate with Marketing, BDR, and Sales Engineering to move opportunities forward and maximize conversions. The role requires 5+ years in B2B SaaS sales, a hunter mindset, and a proven ability to close six-figure deals with multiple stakeholders.

Qualifications

• 5+ years of experience in B2B SaaS sales with a proven track record of exceeding quotas.
• Experience selling to CTOs, security and engineering leaders in complex enterprise cycles.
• Strong hunter mentality with ability to generate own pipeline and close six-figure deals.

Responsibilities

• Originate and grow a balanced pipeline by pursuing targeted Enterprise accounts in the Midwest.
• Qualify, pursue and progress opportunities through MEDDPICC and a defined customer journey.
• Lead negotiations and craft mutually beneficial ARR-driven agreements with stakeholders.

Skills

Enterprise SaaS sales

New business development

Pipeline management

Closing deals

Stakeholder management

Technical buyer engagement

Education

Bachelor's degree or equivalent

Tools

Salesforce

Job description

Join one of the fastest-growing cybersecurity companies protecting the world's largest digital brands from AI-driven fraud and automated attacks. You'll own a greenfield territory that includes many of the most innovative technology, ecommerce, and digital-native companies in the world. Our average enterprise deal sizes continue to grow, we are recognized as a Leader by Forrester, and our top performers have a clear path to strong overachievement through uncapped accelerators.

DataDome delivers real-time bot and agent trust management, giving businesses complete visibility and control over all traffic—human, bot, or AI. Named a Leader in The Forrester Wave™ for Bot And Agent Trust Management Q2 2026, DataDome is trusted by enterprises like Etsy, PayPal, and Soundcloud. Acting as a traffic control plane, DataDome's multi-layered AI engine leverages thousands of models and 5 trillion signals daily to analyze intent and stop fraud in under 2 milliseconds—letting legitimate users through seamlessly across websites, apps, APIs, and MCPs. Backed by a 24/7 SOC and expert threat researchers, DataDome stops 20k+ attacks every second. With 30+ global PoPs, and 80+ ready-made integrations, DataDome is a recognized Leader on G2 across several categories—delivering protection that outperforms.

About the team: Reporting directly to the Head of Sales, you will be joining a high-performing team of 17 professionals spread across the U.S., a group fully dedicated to bringing in new customers and fueling DataDome’s rapid growth. This team has been the driving force behind our exponential expansion in recent years—so get ready to join a rocket ship!

As an Enterprise Account Executive for the Midwest Region, one of our most dynamic and high-potential territories, you’ll play a key role in generating new Annual Recurring Revenue (ARR) by acquiring and growing relationships with Enterprise customers.

The position can be based preferably in the Chicago area, but would be open to Midwest candidates with the right experience.

#1 Originate and grow a strong, balanced pipeline:

• Develop and manage a robust pipeline through your own strategic hunting efforts within targeted Enterprise accounts.
• Engage with highly qualified leads generated by our Business Development team.
• Convert additional opportunities sourced through our Marketing and Channel Sales teams.

#2 Maximize conversion rates across your leads and opportunities:

• Qualify leads and prospects in alignment with DataDome’s step-by-step Customer Journey and the MEDDPICC methodology.
• Apply proven best practices from top-performing peers while proactively testing new, creative approaches.
• Collaborate cross-functionally with internal teams—Marketing, BDR, Sales Engineering, Technical & Product, and Sales Management to move deals forward efficiently.
• Maintain accurate and detailed records of your activities, progress, and insights in our CRM (Salesforce).

#3 Lead negotiations and closing Enterprise deals:

• Understand each prospect's pain points, business goals and expected ROI
• Use the Free Trial motion as an opportunity to dig deeper and demonstrate DataDome’s value
• Leverage DataDome's full offering to craft mutually beneficial agreements that drive long-term customer success and sustainable ARR growth.

It would be great if you...

• Hold a Bachelor's degree or equivalent professional experience.
• Bring 5+ years of experience in B2B SaaS sales with a proven track record of consistently exceeding quotas.
• Have experience selling to Technical personas (CTO, Security, Engineering leaders, etc.).
• Possess a strong background in complex Enterprise Sales cycles.
• Are a true hunter - self-motivated, proactive, and skilled at generating your own pipeline.
• You are a closer - with demonstrated success closing complex six-figure deals involving multiple stakeholders.
• Thrive in a fast-paced, constantly evolving environment, with a strong willingness to learn and adapt.

Bonus Points if you have…

• Experience in Bot Management or related technologies.
• A background selling to Cybersecurity personas or within the Cybersecurity industry

What’s in it for you?

• Fully remote position (US-based) with the flexibility to work from anywhere in+ $500 stipend to help you set up your ideal home workspace.
• Health Benefits: We offer medical, dental, & vision insurance options to keep you feeling your best.
• A $100 annual allowance is provided for a leisure activity of your choice in Sports.
• Professional Development: #Weaimhigh is part of our DNA, therefore we have invested in an internal Learning and Development platform and offer the opportunity to request additional training and support via your manager.
• Events & Team building: #We care and we have fun! We organize ****Annual Company-Offsite, Events, Drinks, Winter Party, Lunch & Learns and much more are part of our Culture
• Parent Care: Gifts & care packages to celebrate growing families.
• 401 K eligibility + matching.
• PTO: 20 days + 12 national holidays.

Compensation:

Base salary of $130,000–$140,000, plus uncapped commission with accelerators above quota. On-target earnings (OTE) of $260,000–$280,000. Top performers earn above OTE, as there is no cap on commission. Final offer depends on location, experience, and skills.

DataDome is an equal opportunity employer, and proud to be committed to diversity and inclusion. We will consider all qualified applicants without regard to race, color, nationality, gender, gender identity or expression, sexual orientation, religion, disability or age.