Connect Search, LLC

Assistant Controller

Chicago, IL • Posted 2 days ago
Hybrid Full Time Financial Services

A growing financial services organization in downtown Chicago is seeking an experienced Assistant Controller to join its Finance & Accounting team.


This is a high-visibility role reporting directly to the Corporate Controller and partnering closely with senior leaders across Finance, FP&A, Risk, and other areas of the business.


The position will play a key role in the firm's accounting and reporting function, with a particular emphasis on sponsor entity accounting / Vertical Risk Retention (VRR). The Assistant Controller will also help lead close and reporting activities, strengthen accounting processes and controls, and support continued growth across a complex, multi-entity organization.


Key Responsibilities

  • Help lead monthly, quarterly, and annual close processes
  • Oversee accounting for sponsor entities / Vertical Risk Retention (VRR)
  • Prepare and review journal entries, account reconciliations, and supporting schedules
  • Partner with FP&A on variance analysis and financial reporting
  • Support accounting and transaction reporting for senior leadership
  • Identify opportunities to streamline and automate accounting processes
  • Strengthen internal controls, accounting procedures, and data integrity
  • Partner cross-functionally with FP&A, Risk, Operations, and other business teams
  • Support special projects and strategic initiatives as the organization continues to grow


Ideal Background

  • 6–10+ years of progressive accounting experience
  • 1+ year of management / supervisory experience
  • Financial services industry experience required
  • Sponsor entity accounting / Vertical Risk Retention (VRR) experience required
  • CPA required
  • Bachelor's degree in Accounting, Finance, or related field
  • Experience working within a complex, multi-entity environment


Compensation & Highlights

  • $160K–$190K base + ~15% bonus (may flex for the right candidate)
  • Hybrid schedule – 2 days per week in Chicago office
  • Strong medical, dental, and vision insurance + unlimited PTO
  • Direct exposure to the Controller and senior finance leadership
  • Growing organization with strong long-term advancement potential


Assistant Controller in Chicago at Connect Search, LLC

This position is listed as full time and hybrid. It was posted 2 days ago.

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