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Come Join Us!

Clearbox Decisions Inc, the company behind Cloverpop,
is on a mission to transform business decision-making.

Each year, hundreds of billions of dollars and millions of hours are lost or wasted because of bad decisions. We’re here to fix that. Through our software platform and decision services, we provide enterprise clients with solutions to structure, collaborate, automate and learn from decisions. We focus primarily on marketing, sales and strategy decision areas. Thanks to our proven technology and process, we remove human biases, increase stakeholder buy-in and drive decision speed and quality.

We are a venture backed start-up led by experienced entrepreneurs and thought leaders in the space of behavioral science, AI and the future of work. Our clients include Fortune 100 companies in the consumer goods, pharmaceutical and technology industries.

Clearbox Decisions Inc (CLX) is proud to be an Equal Employment Opportunity and affirmative action employer. We celebrate diversity and do not discriminate based on race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability status, or any other applicable characteristics protected by law.

Career Opportunities

Marketing Lead

Decision making can be a broad, abstract topic. We are looking for an expert communicator that can drive Clearbox Decision’s efforts in educating potential clients and more broadly, business leaders, on the importance of effectively managing the decision process, the impact and how our Cloverpop platform can drive those results. In this role you will develop and drive our company’s marketing strategy. This will include coordinating the development and deployment of thought leadership articles, podcasts, webinars, marketing collateral and advertising tactics. You will manage our top-of-funnel pipeline, driving awareness and converting to qualified sales leads.

How you will grow:

This position will give a driven, ambitious marketer the opportunity to shape the marketing function at Clearbox Decisions. In addition to driving strategy, establishing the infrastructure, you will be responsible for building out the marketing team as we grow as a company. You will be working directly with our advisors and clients who are senior level executives at leading companies; this will provide a unique learning and networking opportunity.


  • Develop our marketing strategy, ensure it is aligned with overall business strategy and objectives
  • Translating marketing strategy into a tactical plan and calendar
  • Own the tactical plan, directing and coordinating the marketing efforts
  • Work with leadership team to define marketing budgets and defining ROI measurements
  • Work with our leadership team, advisors to support developing thought leadership content
  • Manage and build-on our existing marketing tech platform (primarily Hubspot)
  • Maintain our various marketing channels, overseeing social media marketing strategy,
  • content marketing and website
  • Develop, manage and measure advertising campaigns
  • Hire, mentor and grow marketing team
  • Support sales and lead generation efforts

Skills and Qualifications:

  • Bachelor’s degree in business, marketing, communications, or related field.
  • 5+ years working in marketing at a B2B software company
  • Proven experience developing marketing strategy and executing marketing campaigns
  • Effective time management skills and the ability to multitask
  • Excellent interpersonal, written and oral communication skills.
  • Strong copywriting skills
  • Proven ability to manage budgets
  • Proactive work ethic with a bias towards action
  • High competence in project and stakeholder management.
  • Experience with digital marketing forms such as social media marketing and content
  • marketing
  • Experience in marketing automation platforms such as Hubspot, Salesforce, etc...
  • Competency in Microsoft applications including Word, Excel, and Outlook.


  • Competitive Salary + Equity
  • Unlimited PTO
  • Remote work OK
  • Health insurance (vision and dental) and 401K
  • Senior level exposure

Marketing Lead - Apply Below

Director of Finance & Operations



Level: Senior Level (Member of the leadership team)

Date: December 2022 

Location: Chicago, IL 

Reporting To: Chief Executive Officer


Clearbox Decisions, Inc., creators of the Cloverpop Decision Intelligence platform is transforming enterprise decision-making. Each year, tens of billions of dollars are lost or wasted because of bad decisions, and we’re here to fix that. Through our software platform, Cloverpop (, we bring together the “art” and “science” of decision making by provide enterprise customers with the ability to automate, collaborate, track, and learn from decisions. Thanks to our proven technology and process, we bridge the data to decision disconnect, remove human biases, increase stakeholder buy in and drive decision speed and quality. We are a venture backed start-up led by experienced entrepreneurs and thought leaders in the space of decision intelligence, behavioral science, AI, and the future of work. Our clients include Fortune 100 companies in the consumer goods, pharmaceutical and technology industries. 


Role Description: As the Director of Finance and Operations, you will play an integral role within the organization, establishing and leading the finance function and scaling up critical operations across the company including HR, Strategic Planning, etc... This position will work closely with the executive leadership team as well as the board of directors and our investors.


You’re Impact: As the Director of Finance and Operations, you will be the founder of our organizations finance and operations functions. The processes and reporting capabilities you will establish will be critical to the organizations strategic planning, decision-making and realization of our long-term vision. The capabilities you build will help shape and define our go-to-market strategy, ways of working and talent strategy.






  • Advise CEO on topics related to strategy development, opportunities to increase shareholder value, deploy and conserve capital and mitigate our operational risk
  • Represent the organizations Finance, HR and Operations interests in leadership team deliberations
  • Own budgeting, financial planning and long-range strategic modeling
  • Partner with CEO on investor relations and lead reporting activities including materials required for board meetings
  • Coordinate, prepare and review monthly, quarterly and annual company performance reporting


Finance & Accounting:


  • Direct all aspects of accounting operations, overseeing all transactions related to general ledger, receivables, payables, payroll and financial reporting
  • Develop accounting policies and ensure records are maintained in accordance with generally accepted accounting principles.
  • Own all budgeting, forecasting and annual audits
  • Oversee all aspects of accounting and tax policy
  • Oversee and execute all aspects of contract-to-invoice, AR and AP
  • Handle all company insurance matters to ensure compliance
  • Oversee all full-time and contracted personnel related to function(s), including but not limited to contracted bookkeeper, Insurance Agent, Tax advisor, etc.
  • Manage all equity / options issuances, ensuring they are accurate and up to date through our equity management platform, Carta


  • Participate closely in contract pricing, negotiations, and related commercial decisions
  • Work with Commercial and Product teams to develop optimal pricing strategy for existing and new offerings
  • Ensure MSA’s and other related agreements are in place and up to date
  • Work with Sales and Decision Success team to translate high level forecasts to account plans
  • Own and drive gross margins through understanding and effective management of COGS
  • Oversee bookings and ARR regarding policy, consistency and accuracy
  • Manage and execute commissions in partnership with leadership
  • Advise leadership on potential partnership opportunities, assessing potential commercial value, risks, and opportunities for success





  • Oversee all aspects of HR, including implementation and execution of company policy, compensation and recruiting strategy
  • Establish CLX compensation strategy, defining level and pay-bands across various functions
  • Manage new-resource approval process and support hiring managers in process
  • Establish new hire on-boarding process, periodic performance reviews, employee engagement monitoring and exit process
  • Participate if/where needed in personnel matters that may arise
  • Lead recruitment of HR lead once appropriate


Skills and Qualifications: 

  • An accounting designation and/or Master's degree in Accounting, Finance or Business Administration/Commerce
  • 5-7+ years of progressively responsible experience in financial management
  • Experience working in a growing start-up environment strongly preferred
  • Experience in SaaS software, Analytics / AI, is a huge plus
  • Problem solving and recommendation development – You will need to have a fine-tuned ability to lead a structured problem-solving process that results in concrete business recommendations
  • Strong communication skills – you will be working directly with executive leadership, investors and at times, customers; effective communication will be critical, well-structured e-mails, presentation skills, consistent and timely follow up will all play a critical role to your success. 
  • Solution knowledge – You will need to spend time understanding all elements of our product offering and how they drive value for our clients. 



  • Competitive Salary
  • Equity Stock Options
  • Unlimited PTO
  • Remote work OK
  • Health insurance (vision and dental) and 401K

Director of Finance and Operations - Apply Below