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Remote Chicago Jobs in Florida (NOW HIRING)

D.W. Simpson

Senior Actuary - REMOTE

Orlando, FL · On-site +1

$163K/yr

Remote Meet Your Recruiter Arturo Aguilera Director, Social Media & Marketing Arturo joined DW ... Arturo attended Columbia College Chicago where he graduated with a BFA in Advertising Art Direction.

D.W. Simpson

AVP, Actuary - REMOTE

Orlando, FL · On-site +1

$171K/yr

Remote (No California) Meet Your Recruiter Arturo Aguilera Director, Social Media & Marketing ... Arturo attended Columbia College Chicago where he graduated with a BFA in Advertising Art Direction.

Serve Robotics

Remote Supervision Coordinator

Miami, FL · On-site +1

$55K - $64K/yr

... Chicago while doing commercial deliveries. We're looking for talented individuals who will grow ... JOB OVERVIEW The Remote Supervision Coordinator monitors and supports Serve's autonomous delivery ...

RTM Business Group

Account Executive

Jacksonville, FL · On-site +1

Account Executive RTM Business Group Remote in CA, FL, TX, PA, GA, OH, IN, SC, MA Full-time 51-200 ... Chicago, DC, etc. .Our team travels together which is a truly unique experience, different from ...

Kemper

Guidewire Developer-ClaimCenter

Jacksonville, FL · On-site +1

$50.50 - $66.75/hr

... Chicago, Illinois, Cleveland, Ohio, Columbus, Ohio, Downers Grove, Illinois, Jacksonville, Florida, P&C-Ingram Rd-San Antonio-TX, Remote-CT, Remote-GA, Remote-IL, Remote-IN, Remote-OH, Remote-PA ...

Kemper

Guidewire Developer-ClaimCenter

Tampa, FL · On-site +1

$51.50 - $68/hr

... Chicago, Illinois, Cleveland, Ohio, Columbus, Ohio, Downers Grove, Illinois, Jacksonville, Florida, P&C-Ingram Rd-San Antonio-TX, Remote-CT, Remote-GA, Remote-IL, Remote-IN, Remote-OH, Remote-PA ...

Kemper

Senior Data Engineer

Jacksonville, FL · Remote

$98K - $133K/yr

Location(s) Alpharetta, Georgia, Birmingham, Alabama, Chicago, Illinois, Dallas, Texas, Jacksonville, Florida, P&C-Butterfield Road-Downers Grove-IL-AAC, Remote-CT, Remote-MD, Remote-OH, Remote-PA ...

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All JobsChicago JobsRemote Chicago JobsRemote Chicago Jobs in Florida

Remote Chicago information

See Florida salary details

$20.3K

$75.6K

$169.3K

How much do remote chicago jobs pay per year?

As of Jul 31, 2026, the average yearly pay for remote chicago in Florida is $75,576.00, according to ZipRecruiter salary data. Most workers in this role earn between $46,202.00 and $99,574.00 per year, depending on experience, location, and employer.

How do remote employees based in Chicago typically stay connected and collaborate with their teams?

Remote employees in Chicago often use a combination of digital communication tools such as Slack, Zoom, and project management platforms to stay connected with their teams. Regular virtual meetings, collaborative documents, and scheduled check-ins are common practices to ensure alignment and effective teamwork. Many companies also encourage participation in virtual team-building activities and provide resources for setting up productive home offices. This approach helps maintain a sense of community and keeps remote workers engaged, even when working from different locations.

What are the key skills and qualifications needed to thrive as a Remote Worker based in Chicago, and why are they important?

To thrive as a Remote Worker based in Chicago, you need strong self-management skills, time management, and proficiency in your field's core competencies, often supported by relevant degrees or experience. Familiarity with collaboration tools like Slack, Zoom, Microsoft Teams, and cloud-based project management systems is typically required. Excellent communication, adaptability, and proactive problem-solving are crucial soft skills for remote success. These abilities ensure productivity, effective teamwork, and the ability to meet goals independently in a remote work environment.

What are 'Remote Chicago' jobs?

'Remote Chicago' jobs refer to employment opportunities that are based in Chicago or offered by Chicago-based companies, but allow employees to work from a remote location instead of commuting to a physical office. These positions can span various industries, including technology, finance, education, healthcare, and more. While the job may require candidates to reside in the Chicago area for tax, legal, or occasional onsite meeting purposes, the primary work is performed remotely. This arrangement offers flexibility and can enhance work-life balance for employees. Many companies have adopted remote work policies to attract a wider pool of talent and adapt to changing workforce trends.
What are the most commonly searched types of Chicago jobs in Florida? The most popular types of Chicago jobs in Florida are:
What are popular job titles related to Remote Chicago jobs in Florida? For Remote Chicago jobs in Florida, the most frequently searched job titles are:
What job categories do people searching Remote Chicago jobs in Florida look for? The top searched job categories for Remote Chicago jobs in Florida are:
What cities in Florida are hiring for Remote Chicago jobs? Cities in Florida with the most Remote Chicago job openings:
Remote Chicago jobs near you
Infographic showing various Remote Chicago job openings in Florida as of July 2026, with employment types broken down into 2% As Needed, 83% Full Time, 13% Part Time, and 2% Contract. Highlights an 91% Physical, 4% Hybrid, and 5% Remote job distribution, with an average salary of $75,576 per year, or $36.3 per hour.

Senior Actuary - REMOTE

D.W. Simpson

Orlando, FL • On-site, Remote

$163K/yr

Full-time

Re-posted 12 days ago

Job description

Job Description
Grown as much as you can in your current role? Take this opportunity to expand your skillset and gain new responsibilities. Well-known reinsurance company is seeking a Senior Actuary who will lead the experience study process for the Life Solutions Long Term Care Hybrid business. The ideal candidate will have their FSA designation, 5+ years of actuarial experience, reinsurance knowledge, and programming skills: R, SQL, VBA, C++, etc. Must possess expertise in statistical methodologies and a solid understanding of valuation frameworks such as Solvency II and VM-20. (#58522)
Compensation:
  • Salary range of $104-163K
Location:
  • Orlando, FL
  • Remote

Meet Your Recruiter
Arturo Aguilera
Director, Social Media & Marketing
Arturo joined DW Simpson in 2017 and is currently the Social Media Specialist. He is in charge of running and maintaining DW Simpson's social media presence, increasing brand awareness and improving marketing efforts.
Arturo attended Columbia College Chicago where he graduated with a BFA in Advertising Art Direction. He enjoys attending concerts, dive bars, and art museums.
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  • arturo.aguilera@dwsimpson.com
DW Simpson logo

About DW Simpson

Sourced by ZipRecruiter

We have offices all over the United States and place professionals globally. Our expertise includes property & casualty, life, health, pension, and increasingly non-traditional areas such as risk management, catastrophe modeling, predictive modeling, financial modeling, and data analytics. Mission Our mission is to be the premier executive recruiting firm specializing in the placement of actuaries and analytics professionals; to be recognized for the best service, integrity and forthrightness that the firm brings to each business relationship; and to be willing at all times to sacrifice short-term gain for the long-term good and prosperity of our clients, our candidates and, as a result, our organization as well. Diversity, Equity, and Inclusion Statement We are dedicated to hiring and retaining diverse talent and ensuring that we treat everyone with respect and support. We embrace diversity and strive to create conditions that provide everyone with an equal opportunity to thrive. Our employment practices will not be influenced or affected by an applicant’s or employee’s race, color, religion, gender, sexual orientation, gender identity, disability, pregnancy, national origin, marital status, genetic information, age, veteran status, or any other characteristic protected under applicable federal, state, or local laws.

Industry

Recruiting and staffing services

Company size

51 - 200 Employees

Headquarters location

Chicago, IL, US

Year founded

1989

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