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Enterprise Account Executive - Chicago

We are looking for a passionate sales professional with 7+ years of experience in a customer facing role selling SaaS or consulting with an ability to focus on the Enterprise space - not necessarily in the security and compliance space. Exceptional candidates are hungry to work in a fast-paced, entrepreneurial environment, and have a proven track record of success in their past roles and experiences!

This position is located in the Chicago area and requires that candidates live in region.

  • Responsible for bringing new customers on board and consistently growing revenue by exceeding revenue targets/quota

  • Develop and execute strategies for driving partnerships and revenue

  • Build and manage your pipeline of prospects; become an expert on a region and understanding the complexities of that specific market

  • Consult senior executives to discover their needs and educate them through an accelerated buying process

  • Identify opportunities to improve our product offering based on deep understanding of the needs of our customers

What you’ll bring:

  • 7+ years of experience in a customer-facing B2B SaaS Sales role, with at least 2 years in a closing new business capacity

  • Ability to focus on bringing in Enterprise accounts with 1K+ full time employees

  • Preferred background in the start-up space

  • Self-starter who brings ideas to life and takes pride in results

  • Resourceful, finding ways to get things done regardless of the obstacles

  • Organized and detail-oriented with an ability to handle a variety of different projects

  • A talented communicator and a “people person” who enjoys working with others. You are thoughtful about the ways you communicate and the impact that may have on a customer. You have the ability to sense when a conversation is progressing in a positive or negative way and have the confidence to address concerns.

  • Confident but always striving to do better. You are not afraid to ask for help. You value honest, action-oriented feedback and believe it is a tool to improve as a team.

Benefits:

  • Healthcare: 90-100% paid premiums for medical, dental, and vision plans for employee and dependents + on demand health care concierge

  • HSA, FSA, & DCFSA: Pre-tax savings plans for healthcare and dependent care, with up to a $600 annual employer contribution to the HSA plan (if enrolled in HSA medical plan)

  • 100% paid short and long term disability plus life + AD&D benefits

  • Learning & Development: $500 annually towards professional development opportunities + $250 annually towards personal development opportunities

  • Flexible Time Off: Flexible vacation policy for strong, fully charged batteries

  • 16 Weeks Paid Parental Leave: An inclusive policy to ensure you have time with your newborn, newly adopted, or foster child (available after six months of employment)

  • Work Remotely: Flexible hours and work from home + $1,000 annually to cover necessary business related items for your home office

  • 401K: Reach your financial goals while reducing your taxes

This role will receive a competitive base salary, variable compensation, benefits, and stock, typically in the form of Restricted Stock Units (RSUs).  The expected range of On-Target Earnings for this role is $270,000-$315,000.

A variety of factors are considered when determining someone’s leveling and compensation–including a candidate’s professional background and experience. These ranges may be modified in the future and final offer amounts may vary from the amounts listed above. 

Drata is on a mission to serve as the trust layer between great companies.

Drata is a trust management platform that uses AI-driven automation to modernize governance, risk, and compliance, helping thousands of businesses develop a more secure, proactive, and risk-aware organization to continuously maintain trust with customers.

We all recognize the importance of earning and keeping the trust of our customers when it comes to protecting their data. We know how burdensome achieving and maintaining a strong GRC posture can be with the rise in compliance regulations. It’s a manual, redundant, error-prone, and unscalable process - and it only grows more complex and expensive over time.

Our team of SaaS, security, compliance, and audit experts have built a better way - with automation

Employment at Drata is based solely upon individual merit and qualifications directly related to professional competence. We strictly prohibit unlawful discrimination or harassment on the basis of race, color, religion, veteran status, national origin, ancestry, pregnancy status, sex, gender identity or expression, age, marital status, mental or physical disability, medical condition, sexual orientation, or any other characteristics protected by law. We also make reasonable accommodations to meet our obligations under laws protecting the rights of the disabled.

Average salary estimate

$292500 / YEARLY (est.)
min
max
$270000K
$315000K

If an employer mentions a salary or salary range on their job, we display it as an "Employer Estimate". If a job has no salary data, Rise displays an estimate if available.

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Full-time, hybrid
DATE POSTED
October 22, 2025
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