Sales Director (Chicago)

We are looking for strong sales leaders with excellent sales experience to lead us through our growth phase.


Start finding ways to use data to solve important problems.


Sales Director

Location: Chicago, IL


Greater Chicago Area preferred

We are currently seeking to hire a Director of Sales to join our team! You will be responsible for selling into a 7-8 state territory to drive company revenue. Travel 1-2 days a week - overnights not necessary. Remote position in the Chicago-land area preferred.

Are you eager to work for one of the fastest growing startups and hit the ground running to a career filled with growth and opportunity?  If so and if you match the desired skills below, we are eager to talk to you!

Ideal Candidate Characteristics:

  • Demonstrate strategic thinking, analysis and insight abilities that lead to new logo acquisition from prospecting, nurturing and building opportunity pipeline
  • Be effective in leading enterprises through evaluation and adoption of in a 6-9 month selling cycle with deal sizes of ranging from $200-$500K in ARR
  • Manage Enterprise Sales cycle from initial pitch, testing/POC, to Ongoing Partnership
  • Build and foster C level (CIO’s, Chief Underwriters) relationships ensuring Executive "buy in" during the Enterprise Sales cycle
  • Direct customer and stakeholder relationships with confidence and ease driving to key revenue goals to reach Sales quota
  • Understand your client’s business goals, identify trends, anticipate future needs and help determine ideal solutions and in turn, effectively communicate the benefits of DataCubes' solutions at all levels
  • Orchestrate a broad set of internal resources (Product, Solutions Engineering, Marketing, etc.) to achieve your new logo acquisition goals and drive platform innovation to capture market opportunity
  • Demonstrate that you have effectively performed sales forecasting in a quarterly and annual planning rhythm with high levels of predictability, quality and accuracy on both a quarter and annual basis


  • 10+ years
  • Must be a strategic thinker and planner
  • Must be able to use Solution Selling process (hunter/farmer)
  • Must be a closer
  • History of high performance in a related field (sold to Insurance carries a HUGE plus)
  • Ideally selling Enterprise Software

 Skills to be successful:

 Sales | Sales Strategy | Sales Management | Analytical Skills | Cross Selling | Closer | Enterprise Software | Independent Contributor

 Why work here?

Amazing leadership | Career Growth | Unlimited Commission | Great Benefits.

Medical Insurance | Dental Insurance | Vision Insurance | 401k Life Insurance | Unlimited PTO




Join our Team and Help Change the way Insurance Companies Do Business.

Open PTO Policy.

Health Coverage.

Flexible Work Hours.

Choose Your Equipment.

Holiday Party.

Happy Hours.