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Director Of Operations Remote Jobs in Chicago, IL

Origami Risk LLC

Director of Revenue Operations

Chicago, IL · On-site +1

$160K - $185K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Overview The Director, Revenue Operations is a senior player/coach leader responsible for Sales ... All full-time positions are hybrid, with many eligible to be completely remote * Fully Paid by ...

WovenX

Director of Clinical Operations

Chicago, IL · On-site +1

$165K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

About the role We're looking for a Director of Clinical Operations to lead the operational ... For exceptional candidates, we will consider a remote application. Collaboration, dependability ...

Loop

Senior Director, Revenue Operations

Chicago, IL · Remote

$180K - $275K/yr

Loop is hiring a Senior Director of Revenue Operations to help scale and strengthen our Go-To-Market organization as we enter our next phase of growth. This role is for an experienced RevOps leader ...

e2E

Director of Tax (Remote)

Chicago, IL · Remote

$105K - $120K/yr

  • Medical

  • Retirement

... remote and hybrid work arrangements. Applicants should either currently reside in the Kansas City ... The Director of Tax serves as e2E's primary tax expert and a trusted advisor to client ...

Huron Consulting Group

Senior Director, AI Operations

Chicago, IL · On-site +1

$205K - $295K/yr

  • Medical

  • Dental

  • Vision

Through a combination of strategy, expertise and creativity, we help clients accelerate operational ... This Senior Director-level capability leadership role combines strategic program leadership with ...

Ascension

Senior Director Operational Excellence

Chicago, IL · Remote

$146K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote with Travel Facility: 2 positions available - one territory is Chicago and Indiana, one ... Recognized as one of the Best 150+ Places to Work in Healthcare and a Military-Friendly Gold ...

Paper Transport

Director of Business Development

Chicago, IL · On-site +1

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

Remote Director of Business Development: We are seeking an experienced and dynamic Director of ... Are you a Sales professional or experienced in Transportation Operations with excellent ...

Sterling Engineering Inc.

Director of IT

Chicago, IL · On-site +1

  • Medical

  • Dental

  • Vision

Title : Director of IT - (Manufacturing and Industrial) Infrastructure and Delivery Location ... remote users. * Partner with operational technology teams to support secure IT/OT integration ...

Balance Health

Vice President of Operations

Chicago, IL · On-site +1

$200K/yr

The Vice President of Operations will oversee podiatry clinics located in Illinois, Michigan, Colorado, Utah, and Virginia. The ideal leader will have multi-unit experience with proven success ...

Talent Solutions Group Inc

Be Seen First

Director of Sales

Chicago, IL · Remote

$30K/yr

  • Medical

  • Dental

  • Vision

  • Life

Sales and Business Development Director Remote | Flexible Schedule | Commission-Based | Uncapped ... TSG will provide recruiting leadership, candidate sourcing, technology, operational support and ...

Bcbsa

Director of Audit - Synergie (Remote)

Chicago, IL · Remote

$150K - $200K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

  • PTO

The Director of Audit is responsible for overseeing the organization's client and pharmaceutical ... operational, and contractual compliance controls across the enterprise. This role also supports ...

Procom

Director IT Operations

Addison, IL · On-site +1

On behalf of our IT client, Procom is searching for a Director IT Operations for a permanent role. This position is remote but preferably in larger markets such as Chicago, Charlotte, or Atlanta ...

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All JobsOf Operations JobsDirector Of Operations Remote JobsDirector Of Operations Remote Jobs in Chicago, IL

Director Of Operations Remote information

See Chicago, IL salary details

$35K

$110.9K

$184.9K

How much do director of operations remote jobs pay per year?

As of Aug 14, 2026, the average yearly pay for director of operations remote in Chicago, IL is $110,926.00, according to ZipRecruiter salary data. Most workers in this role earn between $77,800.00 and $139,600.00 per year, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a director of operations remote, and why are they important?

To thrive as a Director of Operations (Remote), you need strong leadership, strategic planning, and operational management skills, often supported by a business degree and extensive management experience. Proficiency with project management tools (e.g., Asana, Trello), data analytics platforms, and familiarity with remote collaboration software are typically required. Exceptional communication, problem-solving, and adaptability are crucial soft skills for leading distributed teams and ensuring operational efficiency. These abilities are vital for aligning remote teams, maintaining productivity, and driving organizational success in a virtual environment.

What is the difference between Director Of Operations Remote vs Operations Manager?

AspectDirector Of Operations RemoteOperations Manager
CredentialsBachelor's degree, experience in operations, leadership skillsBachelor's degree, experience in operations, team management
Work EnvironmentRemote, strategic planning, high-level decision makingOn-site or hybrid, overseeing daily operations, team supervision
Industry UsageUsed across various industries for strategic leadershipCommonly used for managing operational teams and processes
Search & Comparison IntentLooking for high-level remote leadership rolesSeeking operational roles with team management

The main difference between a Director Of Operations Remote and an Operations Manager lies in their scope and level of responsibility. The Director focuses on strategic, high-level decision making remotely, while the Operations Manager handles daily operations and team supervision, often on-site or hybrid. Both roles require relevant experience, but the Director typically has a broader leadership and strategic planning focus.

What does a director of operations do in a remote work setting?

A Director of Operations in a remote work environment oversees the daily business activities of a company or organization, ensuring efficient processes and effective team collaboration across various locations. Their responsibilities include managing remote teams, developing operational policies, optimizing workflows, and aligning operations with company goals. They also focus on implementing technology solutions to facilitate communication and productivity, while maintaining high standards of performance and compliance. Effective Directors of Operations are skilled in strategic planning, problem-solving, and adapting to the unique challenges of remote work environments.

How does a director of operations adapt to a remote work environment in terms of team leadership and communication?

In a remote setting, a Director of Operations must be proactive in establishing clear communication channels and regular check-ins to ensure alignment across distributed teams. Leveraging collaboration tools, setting transparent expectations, and fostering an inclusive virtual culture become essential to maintain productivity and morale. Additionally, remote directors often face the challenge of overseeing operations across time zones, which requires flexibility, strong organizational skills, and a focus on measurable outcomes. Effective remote leadership also involves empowering team members and providing ongoing support to address any operational roadblocks promptly.

What are popular job titles related to Director Of Operations Remote jobs in Chicago, IL?

For Director Of Operations Remote jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Director Of Operations Remote jobs in Chicago, IL look for?

The top searched job categories for Director Of Operations Remote jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Director Of Operations Remote jobs?

Cities near Chicago, IL with the most Director Of Operations Remote job openings:

Director Of Operations Remote jobs near you
Infographic showing various Director Of Operations Remote job openings in Chicago, IL as of August 2026, with employment types broken down into 85% Full Time, 12% Part Time, 1% Temporary, and 2% Contract. Highlights an 94% Physical, 2% Hybrid, and 4% Remote job distribution, with an average salary of $110,926 per year, or $53.3 per hour.

Director of Revenue Operations

Origami Risk LLC

Chicago, IL • On-site, Remote

$160K - $185K/yr

Full-time

Medical, Dental, Vision, Life, Retirement, PTO

This job post has expired today. Applications are no longer accepted.

Job description

Overview
The Director, Revenue Operations is a senior player/coach leader responsible for Sales Operations, the lead-to-opportunity motion, and the RFx function at Origami Risk. Reporting to the VP of Revenue Operations, this role serves as one of the VP's primary operational deputies and is accountable for execution consistency across the revenue organization.
Core responsibilities include owning forecasting cadences, pipeline health, and inspection rigor, as well as driving alignment across Finance, Marketing Ops, Business Development, Sales, and Account Management leadership. The Director leads a team of managers and individual contributors (ICs), spanning Sales Ops and RFx, and is directly responsible for advancing the early-funnel transformation initiative.
This role is intentionally hands-on. The Director is expected to contribute directly to lead-to-opportunity process design, RFx optimization, and tooling evolution (including AI-assisted capabilities) while simultaneously building team capability and accountability. Success requires sound judgment on where to engage directly versus delegate, strong prioritization in a lean environment, and the ability to shape the function as the business evolves.
Starting base pay for this role is between $160,000 and $185,000. The actual base pay is dependent upon many factors, such as transferable skills, work experience, business needs, training, location, and market demands. The base pay range is subject to change and may be modified in the future. This role will be eligible for a bonus as well as competitive medical, dental, and vision benefits, wellness reimbursement, life insurance, and a 401(k) with company match. We offer vacation and sick leave benefits (under a flexible time off policy in most states).
Responsibilities
Team Leadership & Development
  • Manages and develops a team at both the manager and IC levels.
  • Sets clear expectations, provides regular performance feedback, and partners with team members to identify development opportunities and support growth aligned with individual career goals and business priorities.
  • Operates as a genuine player/coach, role-modeling hands-on execution while progressively building the team's capacity to operate independently.
  • Partners with the VP of Revenue Operations on team operating cadences, sprint planning, and prioritization to ensure the team is focused on the highest-leverage work.
  • Builds a culture of accountability, continuous improvement, and cross-functional collaboration.

Lead-to-Opportunity Engine & RFx Ownership
  • Serves as the senior owner of the lead-to-opportunity motion, providing strategic direction, removing blockers, and directly contributing to process design, analytics, and AI modernization efforts alongside Marketing Ops.
  • Partners closely with the RFx Manager to align the Request for Proposal/Request for Information (RFP/RFI) process with the broader lead-to-opportunity framework, treating RFx as a critical conversion stage, not a siloed function.
  • Leads the quarterly RFP business review, synthesizing win rates, cycle times, resource utilization, and process improvement opportunities for the VP and Chief Revenue Officer (CRO).
  • Drives AI-assisted improvements across the early funnel in partnership with Marketing Ops by evaluating, piloting, and scaling tools that improve lead routing, activity capture, and RFx response quality.
  • Maintains direct relationships with Business Development Leadership and Marketing Ops to ensure the early funnel is operating with clear Service Level Agreements (SLAs), shared definitions, and aligned attribution standards.
  • Owns executive-level visibility into early-funnel performance, ensuring the VP and CRO have timely, accurate, and actionable reporting on lead conversion, pipeline sourcing, and RFx outcomes.

Forecasting, Pipeline Management & Revenue Cadences
  • Leads the CRO's weekly forecasting cadence and monthly pipeline council, owning the agenda, materials, and narrative that drive alignment on pipeline health and bookings outlook.
  • Develops monthly forecasting analysis to validate leadership calls, surface risks and upside, and inform both the VP and CRO forecasts with a data-driven perspective.
  • Standardizes forecasting and pipeline management processes across the RevOps team, establishing governance, documentation, and operating norms that create consistency and reduce dependency on any single individual.
  • Partners with Sales Ops on the VP-level forecasting cadence and pipeline council to ensure seamless data preparation, coverage analysis, and follow-through.
  • Owns the weekly pipeline roll-up for CRO and VP consumption, including bookings pacing, pipeline coverage, and conversion trend analysis.

GTM Operations & Process Excellence
  • Partners with Finance to collaborate on annual territory and bonus plan modeling for the revenue teams, translating go-to-market strategy into rep-level plans that are grounded in capacity, coverage, and performance data.
  • Works closely with the RevOps Program Leader and the Go-To-Market (GTM) technology team to prioritize and ensure the broader toolset (BI, sales engagement, revenue intelligence) supports clean data flow and seller productivity.
  • Drives broad RevOps AI modernization in partnership with the RevOps Program Leader, identifying automation opportunities.
  • Defines and enforces GTM-related KPIs at the VP/Director/Manager level, establishing annual reporting standards and ensuring consistent measurement across the revenue organization.
  • Supports the VP on strategic initiatives, annual planning, and org design decisions, serving as a thought partner and operational executor on high-priority projects.

Cross-Functional Alignment & Stakeholder Management
  • Serves as the primary RevOps point of contact for Marketing Ops, Business Development & Sales Leadership, Sales Enablement, Deal Desk, and GTM Apps, driving alignment on shared processes, data standards, and operating cadences.
  • Partners with the Marketing Ops leader on funnel definitions and Marketing Qualified Lead (MQL) criteria to ensure a consistent and reliable view from first touch through closed won.
  • Collaborates with Enablement to ensure that process and system changes are accompanied by effective change management, training, reinforcement, and adoption tracking that drives behavioral change in the field.
  • Maintains working relationships with Customer Success leadership on retention metrics, handoff quality, and renewal-adjacent data that inform pipeline health and forecasting accuracy.
  • Builds and maintains strong relationships with Sales leadership, serving as a trusted operational advisor on deal execution, pipeline strategy, and process improvement.
  • Represents RevOps in cross-functional planning forums, executive reviews, and strategic initiative workstreams on behalf of the VP of Revenue Operations.

Qualifications
  • Bachelor's degree in business, Finance, or a related field; MBA or equivalent experience a plus
  • 8+ years of progressive experience in Revenue Operations, Sales Operations, or a related GTM function within a B2B SaaS or technology company.
  • 3+ years of people management experience, including managing managers or senior individual contributors; proven ability to develop talent in a lean, high-accountability environment.
  • Demonstrated player/coach operating style, comfortable setting strategic direction while directly owning high-visibility deliverables.
  • Hands-on experience owning or closely partnering on a lead-to-opportunity function, including early-funnel process design, conversion analytics, and Business Development/Marketing alignment.
  • Familiarity with RFx processes and how they connect to pipeline generation and revenue conversion; prior experience managing or partnering with a proposal/RFP function is a strong plus.
  • Experience leading forecasting cadences and building the analytical infrastructure (models, dashboards, processes) that make forecasting reliable and actionable.
  • Fluency in SaaS revenue metrics, pipeline coverage ratios, ACV, NRR/GRR, bookings pacing, and the ability to translate operational data into these measures for senior leadership and executive audiences.
  • Fluency with AI-native tools and workflows applied to RevOps, activity capture, routing automation, or similar; a genuine curiosity about how AI can improve GTM execution.
  • Strong Salesforce proficiency and familiarity with the broader revenue technology stack (LeanData, ZoomInfo, Clay, etc.), including BI tools (Tableau, Looker, or similar), sales engagement platforms (Gong), and revenue intelligence solutions; experience influencing CRM strategy, enhancement prioritization, and data governance.
  • Excellent executive communication skills, able to synthesize complex operational data into clear narratives for senior leadership and executive audiences.
  • Proven cross-functional influence skills; comfortable operating across Marketing, Sales, Finance, and Enablement without formal authority.
  • Up to 25% travel required.

Benefits
  • Medical and Dental coverage available for employees, dependents, domestic partners, and spouses
  • Paid Time Off - Flexible options plus 10 paid company holidays where available**
  • All full-time positions are hybrid, with many eligible to be completely remote
  • Fully Paid by Origami Risk - Vision insurance, Short & Long-Term Disability Insurance, and Basic Life Insurance
  • Generous family leave options-including adoption and foster care placements
  • Pre-Tax Savings Accounts - Flexible Spending Account, Health Savings Account, Commuter Benefits, Dependent Care Savings Account
  • Retirement Savings - 401(k) with company match up to 4%
  • Employee Assistance Program (EAP) - Confidential & Free support offered to colleagues facing personal or work-related complications
  • Education Assistance Program - to help colleagues pursue industry/role-specific certifications
  • Wellness Benefits - reimbursement program to invest in healthy habits as well as support better colleague productivity and stress management
  • Additional coverages available - Pet Insurance, Critical Illness Insurance, and Voluntary Life & AD&D coverage

**Flexible PTO not available in California or the UK
Who We Are
Origami Risk delivers single-platform SaaS solutions that help organizations best navigate the complexities of risk, insurance, compliance, and safety management.
Founded by industry veterans who recognized the need for risk management technology that was more configurable, intuitive, and scalable, Origami continues to add to its innovative product offerings for managing both insurable and uninsurable risk; facilitating compliance; improving safety; and helping insurers, MGAs, TPAs, and brokers provide enhanced services that drive results.
A singular focus on client success underlies Origami's approach to developing, implementing, and supporting our award-winning software solutions.
Origami Risk is proud to be an equal opportunity employer. We thrive and benefit from diversity and are committed to creating an inclusive and equitable environment for all employees. We do not discriminate against any individual based upon race, religion, gender (including pregnancy, childbirth, or related medical conditions), sexual orientation, gender identity, gender expression, color, sex, national origin, age, marital status, military or veteran status, disability, or any other characteristic protected by applicable law.
Caution: Be alert to recruiting scams. We have received reports of individuals impersonating Origami Risk recruiters to deceive candidates into disclosing personal information. These impostors use fake Origami Risk domain names and email addresses. Please double-check that any email address from an Origami Risk recruiter ends with origamirisk.com or talent.icims.com. And to confirm the legitimacy of any recruiting communication, feel free to email transparencycheck@origamirisk.com.

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