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SAAS Sales Director - Chicago

Remote, USA Full-time Posted 2026-06-17

Company Overview: Our success lies at the powerful intersection of people and technology. Bringing innovative training and education solutions to more than 2 million customers a year, Certus enables lifelong learners at every level — from trusted industry brands, such as Amazon, Siemens, Geico and Chick-fil-A, to individual learners seeking to enter, sustain or advance their careers. Our people come with a get-it-done spirit and a desire to impact a rapidly growing industry. Certus is committed to continuously evolving to ensure a culture where employees can be themselves, do their best work, and thrive, both professionally and personally. Innovative, brave, kind and diverse are defining traits of our team. Our talent is positioned in numerous roles, with opportunity for internal mobility, such as software engineers, instructional designers, creative writers, consultative sales professionals, innovative marketers and more. Job Overview: The Sales Director will lead a sales team focused on organically growing Certus’ digital skills-based training. The successful candidate will be responsible for creating revenue-generating opportunities, managing sales processes, and increasing market share through the team. In addition, the Sales Director will develop and facilitate the lead-to-contract process through pricing development, proposal review, contract negotiations, and client presentations. Overall, the successful candidate will lead our training-focused sales team with a positive attitude to differentiate Certus from the competition to increase revenue and profitability. Responsibilities:

  • Lead sales teams to achieve team goals, increase engagement & coordinate with operations.
  • Evaluate market conditions, prepare sales plans, and develop cost-effective business strategies to achieve objectives.
  • Maintain positive and collaborative relationships with peers and other departments.
  • Engage with customers to develop relationships.
  • Presenting solutions via online meetings.
  • Suggest and implement improvements in the sales process.
  • Understand client needs and requirements to present effective value propositions.
  • Report and monitor sales metrics for continuous improvement.
  • Prepare sales forecasts regularly.
  • Ongoing interaction with Operations and Marketing to identify key Strategic Initiatives to drive growth.

Supervisory Responsibilities:

  • Lead and mentor a high performing team of Account Executives to achieve revenue targets.
  • Develop a key understanding of growth in new accounts to help develop our land and expand strategy.
  • Set, track, and meet sales targets for your team.
  • Coach, train, and mentor Account Executives to continue improving employee engagement and professional development.
  • Lead forecasting processes to deliver consistent, scalable growth.
  • Please note, this position will require approximately 30% travel.

Requirements:

  • 5+ years of leading a high performing sales team in service-based or Software-as-a-Service industry required.
  • Ability to provide accurate sales forecasts and relevant reporting based upon realistic timelines.
  • General trade skills understanding is a plus.
  • Experience in a consultative, value-based, driven sales methodology.
  • Ability to penetrate and sell to executive-level decision-makers.
  • Ability to work proactively and act independently.
  • Must always display professional and ethical conduct.
  • Competitive nature with a need to succeed well working in a team environment.
  • The ability to work with little supervision. Excellent verbal and written communication skills.
  • Experience with Salesforce and Microsoft products.
  • Note employment is contingent upon background checks.

Physical Requirements:

  • Prolonged periods of sitting at a desk and working on a computer.
  • Will require 30% travel for customer and internal stakeholder meetings. Candidates should live close to a major airport.

Performance Expectations:

  • Achievement of sales targets and revenue growth for the corresponding sales team.
  • Effective leadership and development of individual contributing sales team.
  • Strategic sales planning and pipeline management to drive growth in the organization.

Please note this position is base pay plus quarterly bonuses. Base pay will be between $125,000 - $160,000 based on experience. Commissions are expected to be between $40,000 - $48,000 annually based on the team meeting sales quotas. EEO Statement: Certus provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. Apply tot his job Apply To this Job

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