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Remote Strategy Jobs in Chicago, IL (NOW HIRING)

Convr

Director, Customer Strategy

Schaumburg, IL · Remote

Director, Customer Strategy About Convr:Convr is an AI underwriting, data, and intelligent document ... Remote work opportunities * Flexible Paid Time Off * Company Paid Holidays * Insurance Coverage ...

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$55.6K

$103.9K

$154.5K

How much do remote strategy jobs pay per year?

As of Aug 7, 2026, the average yearly pay for remote strategy in Chicago, IL is $103,937.00, according to ZipRecruiter salary data. Most workers in this role earn between $68,500.00 and $139,100.00 per year, depending on experience, location, and employer.

What are the main challenges faced in a remote strategy role, and how can they be addressed?

Professionals in Remote Strategy roles may encounter challenges such as navigating cross-departmental alignment while working virtually, time zone differences, and maintaining clear and consistent communication with stakeholders. To overcome these, it’s important to leverage digital collaboration tools, establish regular check-ins, and set transparent goals and expectations. Building strong relationships virtually and proactively seeking feedback can also help bridge gaps caused by remote work. By staying organized and fostering open communication, remote strategists can effectively contribute to their teams and drive strategic initiatives forward.

What is a remote strategy?

A Remote Strategy job focuses on developing and implementing plans that optimize remote work environments. Professionals in this role analyze business needs, create policies, and leverage technology to enhance collaboration and productivity for remote teams. They work closely with leadership to align remote work strategies with company goals, ensuring efficiency and employee engagement. This role often involves managing remote work infrastructure, communication tools, and workflow improvements.

What skills and qualifications are needed for a remote strategy?

To excel in a Remote Strategy role, a strong background in business strategy, data analysis, and project management is typically required, often supported by a relevant bachelor's or master's degree. Familiarity with collaboration tools (such as Slack, Trello, or Asana), data visualization platforms, and strategic planning software is highly beneficial. Outstanding communication, self-motivation, and adaptability are key soft skills for effectively influencing teams and driving initiatives remotely. These abilities are essential for making data-driven recommendations, leading cross-functional projects, and ensuring successful outcomes in a distributed work environment.

What are the most commonly searched types of Strategy jobs in Chicago, IL? The most popular types of Strategy jobs in Chicago, IL are:
What are popular job titles related to Remote Strategy jobs in Chicago, IL? For Remote Strategy jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Strategy jobs in Chicago, IL look for? The top searched job categories for Remote Strategy jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Strategy jobs? Cities near Chicago, IL with the most Remote Strategy job openings:
Remote Strategy jobs near you
Infographic showing various Remote Strategy job openings in Chicago, IL as of August 2026, with employment types broken down into 100% Full Time. Highlights an 100% Remote job distribution, with an average salary of $103,937 per year, or $50 per hour.

Strategy and Operations Manager (Hybrid)

Enova International

Chicago, IL • On-site, Remote

$120K - $170K/yr

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 26 days ago

Enova International rating

6.8

Company rating: 6.8 out of 10

Based on 5 frontline employees who took The Breakroom Quiz

Job description

We are interested in every qualified candidate who is eligible to work in the United States. However, we are not able to sponsor visas or take over sponsorship at this time.
About the role:
As a Strategy & Operations Manager, you will act as a key operator supporting one of Enova's lending portfolios across our Consumer or Small Business businesses-owning high-impact initiatives that drive growth, improve performance, and enhance the customer experience. In this role, you'll tackle ambiguous business problems by analyzing data, identifying opportunities, and driving solutions from idea through execution. Projects range from quick-turn process improvements (e.g.,optimizing contact center campaigns) to longer-term strategic initiatives like launching new features or refining credit and product strategies. You'll work cross-functionally and have direct visibility into how your work impacts the business, including key performance metrics and overall portfolio profitability. Our team combines the resources of a scaled business with the agility of a smaller team-giving you the autonomy to make a meaningful, measurable impact.
Responsibilities:
  • Manage initiatives that focus on customer acquisition, loan servicing, portfolio management, and legal and compliance.
  • Serve as a leader of the S&O team and be responsible for driving high impact projects.
  • Be a strategic partner to business heads and help lead sessions around strategy planning, resource allocation, and executive reporting.
  • Anticipate bottlenecks, provide thought leadership for problem solving, prioritize and execute projects, balance business needs vs. technical constraints, and drive bottom line results.
  • Assess risks and recommend product and policy changes that allow Enova to remain the market leader in Consumer/SMB lending.
  • Identify and size opportunities across the customer journey, product experience, and operational workflows, and build data-driven business cases to support proposed changes.
  • Partner cross-functionally with Product, Marketing, Risk, and Operations to design and implement solutions, including testing, modeling impact, and iterating based on results.
  • Support P&L-driven decision making by evaluating how initiatives impact revenue, costs, and overall portfolio performance.
  • Develop and refine prioritization strategies and allocation models (e.g., lead routing, campaign optimization) to improve efficiency and outcomes.

Requirements:
  • 8+ years of tangible work experience in consumer or small business lending dealing with credit risk or portfolio management.
  • MBA from a top tier university is strongly preferred.
  • Excellent written and oral communication skills.
  • High energy, team player, creative thinker, and strategic influencer.
  • Demonstrated experience in working with broad cross-functional teams.
  • Maturity and good judgment. Skilled in negotiating, influencing and leading others, analytical thinking, and executing and implementing projects.
  • Experience owning or contributing to projects that materially impacted business performance (e.g., revenue generation, cost savings, or process optimization).
  • Strong analytical problem-solving skills with experience using data to drive business decisions (SQL or similar tools are a plus, but not required).
  • Demonstrated ability to connect work to P&L impact, including evaluating tradeoffs between revenue growth, cost, and customer experience.

Compensation:
The budgeted annual salary range for this position is $120,000 to $170,000. Actual annual salary will be determined based on qualifications, skills, experience, and level assessed during the hiring process and may fall outside of the range shown. Additional compensation for this role may include a bonus and restricted stock units. All full-time employees are eligible to participate in Company benefits, described in more detail here.1
Benefits & Perks:
  • Our hybrid roles require in-office work Tuesday through Thursday, with remote flexibility on Mondays and Fridays. This schedule fosters collaboration, team connection, and strategic planning, enhancing communication and effectiveness to drive results.
  • Health, dental, and vision insurance including mental health benefits
  • 401(k) matching plus a roth option (U.S. Based employees only)
  • PTO & paid holidays off
  • Sabbatical program (for eligible roles)
  • Summer hours (for eligible roles)
  • Paid parental leave
  • DEI groups (B.L.A.C.K. @ Enova, HOLA @ Enova, Women @ Enova, Pride @ Enova, South Asians @ Enova, APEX @ Enova, and Parents @ Enova)
  • Employee recognition and rewards program
  • Charitable matching and a paid volunteer day...Plus so much more!

About Enova
Enova International is a leading financial technology company that provides online financial services through our AI and machine learning-powered Colossus™platform. We serve non-prime consumers and businesses alike, while offering world-class technology and services to traditional banks-in order to create accessible credit for millions.
Being a values-driven organization is at the core of Enova's success. We live our values by listening to our customers, challenging assumptions, thinking big, setting high expectations, and hiring and developing the best. Through our values and our commitment to making Enova an awesome place to work, we maintain an environment of inclusion and culture where our employees can thrive. You can learn more about Enova's values and culture here.
It is our policy to provide equal employment opportunity for all persons and not discriminate in employment decisions by placing the most qualified person in each job, without regard to any other classification protected by federal, state, or local law. California Applicants: Click here to review our California Privacy Policy for Job Applicants.

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