Account Executive (Chicago, IL)

Steno

$85K — $100K *
US-AnywhereRemote in United States
Legal & Accounting
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3-5 years of outside sales experience
  • Proven ability to learn new industries quickly
  • Strong skills in relationship building and networking
  • Experience with CRM tools
  • Ability to thrive in high-activity environments

Responsibilities

  • Build and own your own book of business from day one
  • Develop long-term relationships with law firms
  • Expand accounts thoughtfully over time using a marketing budget
  • Drive predictable recurring revenue with strong product fit
  • Engage in face-to-face selling and networking at industry events

Benefits

  • Uncapped commission structure that increases with book growth
  • Dedicated marketing budget for account expansion
  • Flexible remote-based field sales role
  • Opportunity for significant growth in earnings
  • No ceiling on success based on book engagement
Full Job Description
Account Executive (Chicago, IL) / Remote-Based Field Sales

Competitive compensation + uncapped commission that grows over time

This is not a transactional, churn-and-burn role. It's a true land-and-expand opportunity where you:

  • Build and own your book of business from day one
  • Develop long-term client relationships with law firms in your market
  • Acquire and expand accounts thoughtfully over time with a dedicated marketing budget
  • Drive recurring revenue in a predictable model with great product-market fit
  • Increase earnings as your book of business grows


You'll be in the field at least 3 days per week, building real relationships - not just sending emails. If you love face-to-face selling, networking, attending industry events, and being a visible presence in your market, you'll thrive here. There is no ceiling on your success. The larger and more engaged your book becomes, the more you earn.

You'll crush this role if you have 3-5 years outside sales experience, you've demonstrated the ability to learn a new industry and translate insights to subject-matter experts, you thrive in high-activity, high-agency roles, and you have experience with CRM tools.

Base Salary and Commission - Your Growth Potential

  • Salary: $85k-$100k
  • Commission: 5% on Steno revenue from completed jobs
    • Example: a rep with a $2m book of business earns $100,000 in annual commission
  • Expected first-year OTE: $125k - $150k+
  • Potential second-year OTE: $165k - $200k+
  • Potential third-year OTE: $175k - $275k+


Application Information

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