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Remote Savvy Learning Jobs in Chicago, IL (NOW HIRING)

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Remote Savvy Learning information

See Chicago, IL salary details

$33.5K

$65.7K

$102.5K

How much do remote savvy learning jobs pay per year?

As of Aug 21, 2026, the average yearly pay for remote savvy learning in Chicago, IL is $65,703.00, according to ZipRecruiter salary data. Most workers in this role earn between $49,400.00 and $77,300.00 per year, depending on experience, location, and employer.

What is a remote savvy learning professional?

A Remote Savvy Learning professional specializes in designing, delivering, and facilitating educational experiences that are optimized for remote or online environments. They leverage digital tools, technologies, and best practices to enhance learning effectiveness for remote learners. These professionals may work in corporate training, higher education, or K-12 settings, ensuring that learning is engaging, accessible, and interactive despite the physical distance. Their expertise is vital for organizations adapting to remote work and education models.

What are the key skills and qualifications needed to thrive as a remote savvy learning professional?

To thrive as a Remote Learning Specialist, you need expertise in instructional design, digital pedagogy, and a relevant degree in education or training. Familiarity with learning management systems (LMS) like Moodle or Canvas, as well as certifications such as CPLP or Google Certified Educator, are highly valued. Strong communication, self-motivation, and adaptability set professionals apart in virtual environments. These skills ensure engaging, effective online learning experiences and smooth collaboration across distributed teams.

What are some common challenges faced by professionals in remote savvy learning roles, and how can they be addressed?

Professionals working in remote learning often encounter challenges such as maintaining student engagement, managing time zones, and ensuring effective communication with both learners and colleagues. To address these, leveraging interactive tools, setting clear expectations, and scheduling regular check-ins can help create a more connected and productive learning environment. Additionally, remote learning professionals benefit from staying organized and continuously updating their skills in digital platforms to adapt to evolving technologies and best practices.

What is the difference between Remote Savvy Learning vs Remote Customer Service Representative?

AspectRemote Savvy LearningRemote Customer Service Representative
Required CredentialsBasic computer skills, online learning experienceCustomer service skills, sometimes specific product knowledge
Work EnvironmentOnline training platform, self-paced learningHome office, direct interaction with customers
Employer & Industry UsageEducational platforms, corporate training providersRetail, telecom, tech companies
Search & Comparison IntentLearning programs, training rolesCustomer support jobs, call center roles

Remote Savvy Learning focuses on online training and skill development, often within educational or corporate training settings. In contrast, Remote Customer Service Representatives handle direct customer interactions, providing support and resolving issues remotely. While both roles may require communication skills and basic tech proficiency, their core functions and work environments differ significantly.

What are the most commonly searched types of Savvy Learning jobs in Chicago, IL?

The most popular types of Savvy Learning jobs in Chicago, IL are:

What are popular job titles related to Remote Savvy Learning jobs in Chicago, IL?

For Remote Savvy Learning jobs in Chicago, IL, the most frequently searched job titles are:

What job categories do people searching Remote Savvy Learning jobs in Chicago, IL look for?

The top searched job categories for Remote Savvy Learning jobs in Chicago, IL are:

What cities near Chicago, IL are hiring for Remote Savvy Learning jobs?

Cities near Chicago, IL with the most Remote Savvy Learning job openings:

Remote Savvy Learning jobs near you
Infographic showing various Remote Savvy Learning job openings in Chicago, IL as of August 2026, with employment types broken down into 1% As Needed, 77% Full Time, 21% Part Time, and 1% Contract. Highlights an 88% Physical, 2% Hybrid, and 10% Remote job distribution, with an average salary of $65,703 per year, or $31.6 per hour.

Sr. Contract Underwriting Territory Manager

Merchants Bonding Company

Chicago, IL • On-site, Remote

$145K - $175K/yr

Other

Medical, PTO

Re-posted 5 days ago

Job description

Say Yes to the Best Career Opportunities
Merchants Bonding Company™ is hiring professionals who value clarity, collaboration, and opportunities to make an impact. Our team is growing, and we're looking for people who thrive in a fast-moving environment built on common sense underwriting and first-class experiences. If you're ready for the next step in your career with a team that says yes to the best, this is your opportunity.
BUILD YOUR CAREER AT MERCHANTS
Are you a determined individual and creative problem-solver looking to join a collaborative team? We value communication and purpose-driven work, so we are excited to find someone like you who thrives in an environment where they can make a real impact. If you are passionate about your work and want to be part of an innovative team that values your input, then we have exactly what you're looking to build your career.
ABOUT THE TEAM
The Contract Underwriting department is unique as we solely focus on surety bonds, while offering best in class customer service to our agencies and accounts. Our common sense underwriting philosophy allows us to look at the whole picture while having flexibility to see each account on its own merits. Nationwide, our underwriting team has a collaborative culture with a diverse work environment of motivated, fully invested in the team, individuals who bring people together and strengthen bonds.
JOB RESPONSIBILITIES
Underwriting - Evaluate surety risks based on authority and strategy, review agent submissions and documentation, assess profit/loss potential, and determine appropriate rates.
Quoting and Communication - Prepare bond quotes, respond to inquiries, and develop positive relationships with agents and major accounts through regular on-site visits.
Business Development - Seek out new business opportunities through prospecting and marketing efforts, and represent the company professionally at industry events while networking with peers.
Skills - Possess strong analytical and research skills, and the ability to shift focus quickly to handle a variety of bond applications.
YOUR QUALIFICATIONS
Successful underwriters typically have a Bachelor's degree in business, accounting, or finance, or equivalent work experience in the bond industry and/or commercial banking/real estate. Ideally, they have 5-10+ years of experience in underwriting positions. However, we are open to candidates who bring unique experience and skills to the table, and who are eager to learn and develop themselves further.
  • Financially Savvy - You can confidently read and analyze financial documents with ease.
  • Detail-Oriented - You have a keen eye for detail and strong critical thinking and analysis skills.
  • Communication Master - You possess exceptional verbal and written communication skills, and you know how to tailor your message to different audiences.
  • Collaborative By Nature - You're able to work independently while also being an effective team player.
  • Customer Service Champions - You have a track record of providing first-class experiences to everyone around you.
  • Strategic Thinkers - You approach negotiations with a strategic mindset, always keeping the bigger picture in mind.

We're excited to hear from candidates who are driven, adaptable, and open to learning new things. If you have the foundational qualifications listed above, and a passion for growth and development, we encourage you to apply.
BENEFITS AT MERCHANTS
At Merchants, we value balancing the needs of our associates and their families. We're proud to offer a wide range of benefits designed to help you achieve a healthy work-life balance and support your personal and professional growth. In addition to competitive pay, bonus programs, and paid-time off, here are just a few of the amazing benefits:
  • Flexible hybrid and remote opportunities with 37.5 hour work week
  • Free health insurance option
  • Paid volunteer time off with matching gift program
  • Infants in the Workplace Program with family resources
  • Discover more benefits at https://www.merchantsbonding.com/careers#nav-link-3

MERCHANTS BONDING COMPANY
Join the Merchants team and experience the difference of working for a surety-only company. At Merchants, we believe in the power of collaboration and teamwork, and we're committed to the success of our associates and customers by creating an inclusive culture that sets us apart and drives our success.
Our company is built on a foundation of providing common sense solutions and first-class experiences. From underwriting to claims and technology to marketing, every department and team collaborates together to achieve our common goal to be the most trusted team in surety.
Learn more about building your career at Merchants by visiting www.merchantsbonding.com/careers.

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