Operations Analyst
Inspire11
Posted: May 11, 2026
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Quick Summary
Operations Analyst at Inspire11 in Chicago, IL, USA
Required Skills
Job Description
Operations Analyst – Inspire11
Elevens, as we call ourselves here, are passionately curious, highly collaborative, and unabashedly authentic. At Inspire11, we believe everyone drives change, everyone takes ownership of their career, and no idea is too odd to embrace. Our team learns from each other by pushing the boundaries of what’s possible.
We partner with our clients to define their strategies to optimize their business in all things data and digital. Whether that be modern data architecture, custom application development, or design thinking, and this is just scratching the surface. We are a team of puzzle solvers who take the various pieces that the client already has and assemble them in a way that reveals the bigger picture.
We believe that the most impactful and innovative work includes and fosters a range of diverse perspectives. We’ve created a work environment in which you can expect:
• Individualized Professional Growth: You will have the opportunity to engage in growing the team and there are ample opportunities to define your path and develop your skillset
• Sustainable Career Building: We want the best of the best to have a long career at Inspire11. We also have a passion for retaining our talent and creating the space for them to live the best version of their life. To accomplish that, we offer self-managed time off to take the time you need to do your best work, flexible work hours, and a supportive team environment
• Vibrant company culture: We love to keep things light-hearted, both within our client work and at companywide events
Job Summary:
The Operations Analyst is a critical, detail-obsessed partner to Inspire11's Internal Operations Manager and plays a key role in keeping our business running smoothly behind the scenes. This role has full, end-to-end ownership of our invoicing process with minimal oversight, in addition to data validation, project administration, and cross-system integrity work that ensures our operations run cleanly and reliably, freeing leadership to focus on strategy and growth.
This is a high-impact role for someone who treats data accuracy as non-negotiable, takes complete ownership of their work, and has the discipline to catch what others miss. Every number, entry, and reconciliation you touch reflects directly on our financial integrity.
This is also a highly independent role within a small operations team. While you will collaborate closely with the Internal Operations Manager, you will be expected to own your workstreams end-to-end, manage your priorities and timelines, and proactively troubleshoot issues as they arise without requiring direction at every step.
Key Responsibilities:
Billing & Accounts Receivable (~30%)
• Own the invoicing process completely and independently from end to end — this includes every client type, every billing cycle, and every submission — with little to no oversight from leadership. Accuracy, timeliness, and clean audit trails are your responsibility alone
• Manage vendor portals including account setup, invoice submission, and reconciliation with internal systems, ensuring every entry is validated before submission
• Perform detailed timesheet and expense reconciliations across projects, including true-ups and investment tracking, with a zero-tolerance approach to unresolved discrepancies
• Monitor approvals and submissions to ensure deadlines are consistently met, flagging issues before they become problems by maintaining a clear and organized audit trail across all billing activity
Project Administration & Data Integrity (~25%)
• Set up new projects with accurate financial structures including rates, roles, and tracking fields, verifying every data point before a project goes live
• Maintain ongoing project data integrity, ensuring updates are reflected consistently across all systems and discrepancies are resolved promptly
• Track billed vs. budgeted work, allocations, and utilization, surfacing discrepancies and trends and communicating findings clearly and proactively
• Support reporting accuracy by ensuring clean, structured, and reliable upstream data across all systems
Operational Standards & Compliance (~25%)
• Serve as the operational pulse of the organization, proactively monitoring timesheet submissions, approval cycles, expense signoffs, and invoice completions to ensure nothing falls through the cracks
• Drive accountability across all levels by maintaining visibility into open items, sending targeted follow-ups, and escalating unresolved compliance issues with clear timelines
• Fulfill internal support requests including timesheet adjustments, team updates, and ad-hoc reporting needs, triaging priorities and resolving tickets accurately and efficiently
• Track and file all client paperwork including Statements of Work, Change Orders, MSA’s, and NDA’s
Systems, Onboarding, & Process Improvement (~20%)
• Own new client system setup and new hire onboarding coordination end-to-end, ensuring all access, data entry, and process steps are completed on schedule
• Partner on internal initiatives to improve processes and operational efficiency
• Support audits, data cleanup efforts, and ad-hoc operational projects
• Document processes and contribute to building scalable, repeatable workflows
• Explore and pilot AI tools to improve operational workflows, with an initial focus on invoicing and billing processes, and help scale successful approaches across the team
Required Qualifications:
• 3 to 5 years of experience in operations, finance, billing, or a similar analytical role (consulting or professional services preferred)
• Impeccable attention to detail is a firm requirement for this role. Candidates must demonstrate a proven track record of catching and resolving data discrepancies, maintaining error-free work products under deadline pressure, and holding themselves to a higher standard than what is asked of them. This is not a role where close enough is acceptable.
• Demonstrated experience owning an invoicing or billing process independently, with accountability for accuracy and timeliness
• Proven ability to perform detailed data validation and reconciliation with consistency and precision
• Strong comfort working with data, systems, and reporting tools, Microsoft Suite required, familiarity with project management or billing platforms a plus
• Ability to manage multiple priorities simultaneously while maintaining accuracy and accountability across all of them
• Strong communication skills with a proactive, ownership-driven mindset
• Comfortable leveraging AI tools in day-to-day work and eager to explore how emerging technology can improve operational efficiency
Key Competencies:
• Exceptional attention to detail: not just as a working style but as a professional standard
• Strong analytical thinking with the ability to identify root causes, not just symptoms
• Fully self-directed: takes initiative, manages priorities independently, and does not require step-by-step direction
• Highly organized with consistent follow-through on every task and commitment
• Continuously looks for ways to improve processes and prevent errors rather than simply maintaining the status quo
• Comfortable operating in ambiguity and building structure where it does not yet exist
The compensation range for the Operations Analyst is between $70,000 - $85,000 depending on skills, ability and business needs.
For more information regarding our compensation and benefit offerings please see below:
U.S. Compensation & Benefits
Compensation at Inspire11
Inspire11 follows Title VII of the Civil Rights Act of 1964, the Equal Pay Act of 1963, the Illinois Human Rights Act, the Illinois Equal Wage Act, and the Illinois Equal Pay Act of 2003. We believe that people performing the same role at the same level, with similar levels of ability or experience, should be similarly compensated. We also believe that the most critical factors driving compensation should be an Eleven’s skill, experience, performance, responsibility, and effort. We may also consider an employee’s length of service, relevant education, training, or certification, and the requirements of a specific job. We may also consider whether the cost of living or competition for talent in specific markets requires adjustments in compensation for employees in those markets. Our goal is to fairly compensate all our Elevens based on these factors within the Company’s financial ability.
Compensation may be increased or decreased at Inspire11’s discretion based on an employee’s performance reviews, market conditions, and the Company’s financial performance. Inspire11 will always notify an employee in writing before any change is made to their compensation.
Bonuses
We may allow employees in Sales, Recruiting, or Leadership to earn periodic bonuses based on sales, revenue, client-specific or practice-specific targets. These targets are communicated to each eligible employee via offer letter or annual update. All such target-based bonuses are calculated based on the Company and an individual’s periodic performance and will only be awarded if: (a) the employee is meeting performance expectations and is an employee in good standing of the Company; (b) the target is met; and (c) the Company’s current financial performance and market conditions permit the bonus to be paid out. All periodic bonuses are discretionary and are earned only when paid out.
Each year, the Company will decide whether the Company’s financial performance, market performance, and business realities allow it to create an annual bonus pool. If the Company decides that annual bonuses may be awarded, then the Leadership Team, Market Directors, and Managing Directors will work together to grant annual bonuses to employees in good standing based on the same factors discussed in the previous paragraph while also considering employees’ diligence, performance, expertise, skill, judgment, and experience. To be eligible to participate in this annual bonus pool, an employee must be hired by no later than October 1st of the preceding year. Annual bonuses and merit increases may be prorated based on hire date. Employees eligible for target-based periodic bonuses are not eligible to participate in the annual bonus pool.
Options or Other Equity in Inspire11
Inspire11 has a legacy program that allowed certain high-performing employees to purchase shares of the Company through an affiliate. The Company also has a newer program that grants options annually to high-performing employees based on their performance reviews, their managers’ recommendation, and leadership approval. These options have a vesting period associated with them.
Benefits
Full-time employees are eligible for the following contributory benefits, where premiums are partially paid by the Company and partially by the employee:
• Medical insurance plans,
• Dental insurance plans, and
• Vision insurance plans.
Full-time employees are eligible for the following benefits provided wholly by the Company:
• Short-term disability, providing for a benefit of 60% of an employee’s salary up to a maximum of $2,000 per week for up to 11 weeks after a 7-day waiting period;
• Long-term disability, providing for 60% of an employee’s salary up to a maximum of $10,000 per month for the time period from the 91st day after a qualifying event through the earlier of the end of the disability or age 67;
• Life insurance, providing for a benefit of two times the employee’s annual salary, up to a maximum payout of $400,000;
• A connectivity stipend of $25 per month;
• Employee Assistance Program, providing for confidential counseling sessions, 24-hour crisis support, online peer support groups, skills training, behavioral health coaching, initial free legal consultations (and discounted rates on referred lawyers), online legal forms, assistance with eldercare and parenting services, among other things.
Full-time employees are also eligible to participate in the Company’s 401(k) plan, which allows employees to contribute to a standard or Roth IRA. According to a vesting schedule, the Company matches 100% of employee contributions on the first 3% of an employee’s salary and 50% of employee contributions from 3% to 5% of an employee’s salary.
Depending on eligibility and their elections, full-time employees may also have access to certain tax-advantaged savings accounts set up through the Company, into which employees contribute withheld funds:
• Flexible savings accounts,
• Limited-purpose flexible savings accounts,
• Healthcare savings accounts,
• Dependent care savings accounts,
• Commuter benefit accounts.
Paid Time Off and Leave
Inspire11 grants all eligible employees any statutory leave required by federal, Illinois, or other applicable law, such as FMLA, bereavement, sick leave, emergency leave, jury duty or witness leave, and VESSA leave.
In addition, Inspire11 has a self-managed paid time off policy (PTO) that does not set predetermined upper limits on the amount of PTO an employee may take. All PTO must be requested in advance and approved by the appropriate supervisor to ensure client work can continue. All full-time employees are expected to take a minimum of one week of PTO each year.
The Company also gives paid parental leave to full-time employees who have worked for Inspire11 for a year prior to taking leave, including up to 12 weeks of paid parental leave to birth parents and up to 6 weeks of paid parental leave to non-birthing parents. This paid leave can be taken within the first 6 months after the child’s arrival and is in addition to short-term disability leave (for eligible parents).
Lastly, Inspire11 has eight paid holidays.
Other Benefits
Inspire11 also maintains other programs that provide additional benefits to employees, such as:
• Impact to 11: a charitable giving matching program where, after being employed by Inspire11 for a year, employees may request that a qualifying charity receive up to $500 in matching donations each year.
• Professional development benefits for qualifying employees: a program allowing for reimbursement of certain course materials and costs on a discretionary basis for employees who have been at Inspire11 for at least 6 months, with supervisor’s approval.
• Regular gifts of Inspire11 clothes, office items, and swag.
Disclaimer
This document applies only to the United States and to Inspire11 LLC, not our worldwide partners.
Inspire11 reserves the right to change the benefits offered to employees in accordance with applicable law based on business needs, market conditions, and financial stability. Before changing any benefits, Company will notify all employees of the change and will update this document.
EEOC
Inspire11 is an Equal Opportunity Workplace and an Affirmative Action Employer. All qualified applicants will receive consideration for employment without regard to race, color, religion, sex, sexual orientation, gender identity, national origin, disability, or protected veteran status.