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Accounting System Implementation Jobs in Chicago, IL

Lead the full implementation Certent, the company's equity accounting system * Oversee data migration of historical equity grant data, ensuring completeness, accuracy, and integrity of all records ...

Senior Manager, External Reporting

Chicago, IL · On-site

$143K/yr

Lead the full implementation Certent, the company's equity accounting system * Oversee data migration of historical equity grant data, ensuring completeness, accuracy, and integrity of all records ...

Lead financial system implementations and upgrades by defining business requirements, managing ... Bachelor's in Accounting or Business Administration with an Accounting focus required. * 2+ years ...

Lead financial system implementations and upgrades by defining business requirements, managing ... Bachelor's in Accounting or Business Administration with an Accounting focus required. * 2+ years ...

Work with a Top 20 CPA and advisory firm that Accounts for Anything. Aprio has 40 U.S. office ... system implementations, and file migrations, ensuring work is completed on time and within scope.

Support system implementations and implement processes and procedures to more effectively and efficiently use technology * Document accounting policies and procedures that impact both internal ...

Accounting Manager

Chicago, IL · On-site

$130K - $140K/yr

Evaluate and improve our current accounting systems (QuickBooks Enterprise / NetSuite etc.) * Build automated workflows that reduce manual errors and increase visibility * Implement tools for ...

Support system implementations and implement processes and procedures to more effectively and efficiently use technology * Document accounting policies and procedures that impact both internal ...

Staff Accountant II

Alsip, IL · On-site

$63K - $68K/yr

The Staff Accountant II is also responsible for preparing Corporate Compliance audits and special projects relating to process improvements, new system implementation, and other projects as assigned.

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Accounting System Implementation information

See Chicago, IL salary details

$37.6K

$92.5K

$144.2K

How much do accounting system implementation jobs pay per year?

As of Aug 16, 2026, the average yearly pay for accounting system implementation in Chicago, IL is $92,489.00, according to ZipRecruiter salary data. Most workers in this role earn between $71,100.00 and $115,400.00 per year, depending on experience, location, and employer.

What are the most common challenges faced during an accounting system implementation project?

One of the main challenges in an accounting system implementation role is managing the change process across departments while ensuring data accuracy and minimal business disruption. You’ll often coordinate with IT, finance, and operations teams to gather requirements, migrate data, and test the new system. Effective communication and problem-solving skills are essential, as unexpected technical issues or resistance to change can arise. Successfully navigating these challenges requires a balance of project management, technical acumen, and interpersonal skills.

What is the difference between Accounting System Implementation vs Bookkeeper?

AspectAccounting System ImplementationBookkeeper
Primary RoleDeploying and configuring accounting software, ensuring integration with existing systemsRecording and maintaining financial transactions, managing day-to-day bookkeeping tasks
Required SkillsTechnical knowledge of accounting software, project management, system analysisBasic accounting principles, data entry, attention to detail
Work EnvironmentConsulting firms, corporate IT departments, software vendorsSmall to medium-sized businesses, accounting firms

Accounting System Implementation focuses on deploying and configuring accounting software to optimize financial processes, often involving technical and project management skills. Bookkeepers handle daily financial record-keeping, emphasizing accuracy and familiarity with accounting principles. While both roles support financial management, their responsibilities and skill sets differ significantly.

What can you do with an accounting system implementation degree?

An accounting system implementation degree prepares individuals to configure, deploy, and maintain accounting software within organizations. Graduates can work as system analysts, implementation specialists, or consultants, often utilizing tools like ERP systems and gaining certifications such as CPA or CMA to enhance career prospects.

What are the key skills and qualifications needed to thrive in accounting system implementation, and why are they important?

To excel in Accounting System Implementation, you need a solid background in accounting principles, business process analysis, and project management, often supported by a degree in accounting, finance, or information systems. Familiarity with ERP software (such as SAP, Oracle, or QuickBooks), data migration tools, and relevant certifications like CPA or PMP are highly beneficial. Strong problem-solving, communication, and stakeholder management skills set outstanding professionals apart in this role. These competencies ensure accurate system configuration, smooth adoption, and alignment between technical solutions and business needs.

What is accounting system implementation?

Accounting system implementation is the process of installing and configuring accounting software to meet an organization's financial management needs. This process typically involves selecting the right software, migrating data from old systems, customizing features and workflows, training staff, and ensuring the new system integrates with other business processes. Successful implementation improves accuracy, reporting, and efficiency in managing financial transactions. It also involves ongoing support and troubleshooting to address any issues that arise after the system goes live.

What are popular job titles related to Accounting System Implementation jobs in Chicago, IL?

For Accounting System Implementation jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Accounting System Implementation jobs in Chicago, IL look for?

The top searched job categories for Accounting System Implementation jobs in Chicago, IL are:

Infographic showing various Accounting System Implementation job openings in Chicago, IL as of August 2026, with employment types broken down into 78% Full Time, 11% Part Time, and 11% Temporary. Highlights an 100% In-person job distribution, with an average salary of $92,489 per year, or $44.5 per hour.

Senior Manager, External Reporting

Sunnyside*

Chicago, IL • On-site

Full-time, Part-time

Medical, Dental, Vision, Life, Retirement, PTO

Re-posted 2 days ago


Job description

JOB SUMMARY

Cresco Labs is seeking a Senior Manager, External Reporting, to join our corporate finance team in Chicago, IL. The Senior Manager, External Reporting, will report to the Director of External Reporting & Consolidations and lead a team of external reporting analysts. This role will own the month-end close for stock-based compensation (SBC) and other equity transactions, lead the full implementation of the company's equity accounting system, and own the monthly, quarterly, and annual filings as required under Canadian Securities Regulations and the SEC. Our ideal candidate must be a self-starter who is highly organized with great attention to detail and thrives in a fast-paced environment

CORE JOB DUTIES 

SEC Reporting  

  • Oversee the preparation and review of monthly, quarterly, and annual Canadian Securities Regulations and SEC filings 
  • Oversee the preparation of the earnings per share (EPS) calculations, including diluted share counts and weighted-average share activity  
  • Coordinate with auditors on audit requests 
  • Perform technical accounting research and prepare memos on complex equity and SBC transactions under U.S. GAAP 
  • Manage XBRL tagging 
  • Participate in special projects and ad-hoc requests as assigned 

Stock-Based Compensation - Month-End Close 

  • Own the full monthly close process for stock-based compensation, including calculation, journal entry preparation, and account reconciliation 
  • Maintain and reconcile the SBC sub-ledger to the general ledger on a monthly basis, ensuring accuracy and completeness 
  • Track and account for all equity award activity including grants, vesting, forfeitures, expirations, and modifications 
  • Calculate and record expense for all equity award types including stock options and RSUs using Certent 
  • Coordinate with VP of Compensation & Workforce Strategy and payroll on new hire, termination, and modification events impacting equity awards 
  • Maintain effective internal controls over the equity close process and support SOX compliance documentation 

Equity Accounting System Implementation 

  • Lead the full implementation Certent, the company's equity accounting system  
  • Oversee data migration of historical equity grant data, ensuring completeness, accuracy, and integrity of all records transferred to the new system 
  • Configure system award types, vesting schedules, valuation inputs, and accounting treatment to align with company policy and U.S. GAAP 
  • Document the business processes, system workflows, and internal control procedures for Certent 
  • Design and validate system-generated accounting outputs, ensuring accurate integration with the general ledger and financial reporting systems 
  • Build and test automated reconciliations between the equity platform, payroll, and the general ledger 
  • Serve as the primary system administrator and subject matter expert post-implementation, managing ongoing configuration and updates 

People Management 

  • Lead, mentor, and develop a team of external reporting analysts 
  • Set clear expectations for each team member around their individual roles and responsibilities 
  • Foster a culture of accountability, professional judgment, and continuous improvement  

REQUIRED EXPERIENCE, EDUCATION AND SKILLS  

  • Bachelor's Degree in accounting or finance 
  • 7+ years of accounting experience (public accounting and/or external reporting at a publicly traded company) 
  • CPA required 
  • Strong interpersonal skills and consistent follow-through on assigned tasks 
  • Experience with equity system implementation 
  • Experience with financial and reporting systems preferred(e.g., Certent, Intacct, BPC, Workiva) 
  • Deep knowledge of U.S. GAAP and SEC reporting rules and regulations is required 
  • Advanced proficiency in MS Excel and MS Office required 
  • Ability to thrive within a post-start up, fast-paced, public company environment 
  • Ability to deal with ambiguity and change; able to act as a change agent 
  • Ability to work independently in a highly organized manner 

BENEFITS

Cresco Labs is proud to offer eligible employees a robust offering of benefits including, major medical, dental and vision insurance, a 401(K)-match program, FSA/HSA programs, LTD/STD options, life insurance and AD&D.  We also offer eligible employees paid holidays and paid time off.  Other rewards may include annual discretionary bonuses, stock options as well as participation in our employee discount program. Benefits eligibility for permanent positions may vary by full-time or part-time roles, location, or position.