Controller

Attain•Chicago, IL

About The Position

Attain is seeking a hands-on Controller to own and scale the company’s accounting function and drive its operational and technical transformation. The role spans the monthly close, financial reporting, accounting operations (including AP, AR, billing, and collections), tax compliance, audits and controls, and the accounting technology stack. The Controller is expected to improve efficiency and scalability through technology and automation, including designing NetSuite workflows, building integrations between systems such as Salesforce and NetSuite, and automating billing, reconciliations, and other workflows with modern AI tools. The Controller will lead and develop the current three-person accounting team, establish clear ownership and standards across accounting domains, and serve as the primary escalation point for accounting decisions and technical solutions. The role will help reduce senior Finance’s routine involvement in close activities, systems troubleshooting, and operational issues, allowing senior Finance to focus on strategic work. Attain describes its platform as enabling consumers to access savings tools, earned wages, and rewards without cost or hidden fees in exchange for permission to use real-time data for research, insights, and targeted advertising. The company’s mission is to build a more equitable and efficient data-sharing ecosystem.

Requirements

  • Significant accounting leadership experience, ideally as a Controller or in a comparable senior accounting role.
  • Strong U.S. GAAP and technical accounting expertise.
  • Experience leading audits and working directly with external auditors.
  • Experience with modern accounting systems such as NetSuite, Ramp, or comparable ERPs.
  • Demonstrated ability to improve processes and systems, not just operate them.
  • Comfort working with data, APIs, code, and automation.
  • Willingness to use AI coding tools such as Claude and ChatGPT in day-to-day work.
  • Ability to operate independently in a fast-moving, complex environment.
  • Sound judgment about when to build internally, use automation, engage consultants, or involve engineering.

Nice To Haves

  • CPA strongly preferred.

Responsibilities

  • Own and continuously improve the monthly financial close process, financial reporting, and accounting operations.
  • Oversee AP, AR, billing, collections, tax compliance, audit management, controls, and accounting systems.
  • Lead and develop the accounting team, currently consisting of three people.
  • Establish clear ownership, standards, and documented processes across accounting domains.
  • Serve as the primary escalation point for accounting decisions, technical accounting solutions, systems troubleshooting, and operational accounting questions.
  • Design NetSuite workflows and build cross-system integrations, including between Salesforce and NetSuite.
  • Use technology, automation, and AI tools to reduce manual accounting work, including automating billing, reconciliations, and reporting.
  • Lead and resolve close items, reconciliations, and accounting questions.
  • Work with external auditors and establish a documented control environment that supports future audit and regulatory requirements.
  • Partner with Finance and other leaders on complex technical accounting questions and transactions.
  • Identify process bottlenecks and opportunities to build or automate solutions.
  • Develop a knowledgeable accounting team with documented processes and distributed institutional knowledge.
  • Modernize and integrate the accounting technology stack, including Salesforce, NetSuite, Ramp, and other tools.
  • Independently own routine and complex accounting conclusions and establish processes for tax compliance, audit management, AP/AR operations, and accounting systems.
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