Remote Insurance Job $21-$25/Hr | Pie Insurance CS Specialist | Work From Home
Most remote customer service jobs pay at the lower end of the scale and ask for more than they offer. This one is different. Pie Insurance is looking for a CS Specialist to join its Service Support Team at $21 to $25 per hour, fully remote, with a benefits package that includes health cover, generous paid time off, a 401(k) match, parental leave, and performance bonuses for eligible employees. The educational bar is a high school diploma or its equivalent, and the experience requirement is just one year in a high-volume customer contact environment, which means this role is accessible to a wide range of job seekers, including those who have worked in call centres, retail support, insurance agencies, or any client-facing environment where pace and accuracy matter.
Before you apply, understand what this job actually involves. The CS Specialist role at Pie Insurance is not a passive inbox role. You will handle email requests, troubleshoot technical problems, support agency partners through onboarding and offboarding, work alongside an engineering team when issues escalate, and maintain accurate data inside CRM and portal systems. It requires someone who can work independently from home without losing accountability, who is comfortable with tools like Salesforce, G-Suite, and Slack, and who treats every customer interaction as a reflection of the company. If you are that person, this guide gives you everything you need to apply with confidence.
JOB AT A GLANCE
| Company | Pie Insurance |
| Position | CS Specialist, Service Support Team |
| Pay | $21 to $25 per hour |
| Type | Full-Time |
| Location | Remote, United States |
| Education | High School Diploma or Equivalent |
| Experience | 1 year preferred (customer contact) |
About Pie Insurance
Pie Insurance is a U.S.-based insurtech company that specialises in workers’ compensation insurance for small businesses. The company was founded on the idea that small business owners deserve the same access to straightforward, affordable coverage that larger companies get, and it has built its platform around making that process fast and transparent.
The Service Support Team sits at the intersection of customer experience and operations. The team handles agency partners, processes documentation, resolves technical issues, and makes sure that the back-office functions behind every policy and account run without friction. As a CS Specialist on this team, you become the person agencies and customers rely on when something needs attention. That is a meaningful role in a company where customer trust is a direct business asset.
What the CS Specialist Role Involves Day to Day
This is a multi-function support role. No two days will look identical, and that is part of what makes it a strong fit for someone who gets bored doing the same thing on repeat. Here is the full scope of what you will handle.
- Resolve customer email requests efficiently and with accuracy
- Help agency partners with commission questions and account-level support
- Process agency document requests and ensure records stay complete
- Assist customers with technical issues related to portals and systems
- Escalate and work directly with Engineering to troubleshoot more complex problems
- Support the setup of new agency partner accounts
- Help configure CRM and portal systems as needed
- Assist with agency onboarding and offboarding processes
- Maintain accurate data and keep internal processes updated
- Provide customer case and phone support when the situation requires it
The mix of email support, technical troubleshooting, and backend operations means you will build skills across multiple areas, not just one narrow function. For anyone looking to grow within a company over time, that breadth is valuable.
Requirements and Qualifications
Pie Insurance has kept the entry bar realistic for this role. Here is what you need to qualify.
Required
- High school diploma or equivalent work experience
- Customer service skills developed in a professional environment
- Basic analytical and critical-thinking ability
- Strong problem-solving skills
- Ability to work independently and manage your own workload remotely
- Strong attendance record and demonstrated dependability
- Reliable high-speed internet connection and a workspace in the United States
Preferred
- One year of experience in a high-volume customer contact environment
- Salesforce experience, even at a basic level
- Familiarity with G-Suite tools such as Gmail, Docs, and Sheets
- Comfort with collaboration tools such as Slack
The word ‘preferred’ is important here. You do not need to tick every box on the preferred list to be a competitive applicant. If you have Salesforce experience but no insurance background, apply. If you have strong customer service experience and solid G-Suite skills but have not used Salesforce specifically, your transferable experience still makes you a credible candidate. Write your application to emphasise what you do have rather than apologising for what you do not.
Pay, Benefits, and What the Package Is Worth
At $21 to $25 per hour, this role pays between roughly $43,000 and $52,000 annually on a standard full-time schedule. For a remote position that requires only a high school diploma and one year of customer support experience, that is a competitive rate, particularly when the benefits are factored in.
What the Benefits Package Includes
- Comprehensive health plans covering medical, dental, and vision
- Generous paid time off
- 401(k) with employer match
- Parental and caregiver leave
- Discretionary bonuses for eligible employees
The 401(k) match and parental leave are often the details that separate a functional job from a genuinely good one. Both signal that the company has thought about employees’ long-term financial security and personal lives, not just their productivity during work hours.
Remote Work Requirements
Pie Insurance is specific about its remote eligibility criteria. Before you apply, make sure you meet both of the following.
- You must live and work within the United States. U.S. territories are excluded.
- You must have a reliable high-speed internet connection capable of supporting video calls, file uploads, and CRM access without interruption.
If you meet both of those conditions, you are geographically eligible. The role does not specify a particular time zone, but customer support roles in insurance typically follow business hours in the time zones where your customers operate. Confirm working hours during the interview process.
Is This Role the Right Fit for You?
Not every remote customer service role suits every job seeker. This one has a specific profile. Here is how to assess your fit honestly before you invest time in an application.
Strong Candidates for This Role
- People with a year or more of experience handling high-volume email or phone support in any industry
- Anyone who has worked in insurance, insurtech, or financial services and understands how agencies operate
- Salesforce users at any level, including people who have used it mainly for case management or contact records
- People who are genuinely comfortable working alone from home without a manager checking in regularly
- Anyone who has supported technical troubleshooting in a previous role, even if they were not the engineer doing the fixing
- Candidates with a clean attendance record and a track record of following through on commitments
Candidates Who Should Reconsider
- People who need a live team environment to stay focused and motivated
- Anyone without a stable internet connection or a quiet, professional home workspace
- Candidates who have not worked in any customer-facing role and cannot demonstrate transferable experience
- Anyone located outside the United States or in a U.S. territory
If you are close but not quite there, the most addressable gap is the Salesforce experience. Salesforce offers free training through its Trailhead platform. Completing even a few modules before your interview shows initiative and gives you something concrete to mention when the tool comes up.
How to Write a CV That Works for This Application
Insurance and insurtech companies are data-driven, which means their hiring teams look for specifics, not vague descriptions of past responsibilities. Here is how to position your application to clear the first screen and land an interview.
Open With What Matters Most
Lead your CV with your most relevant customer support experience. If you have handled high volumes of email requests, worked inside a CRM, or supported agency or B2B clients, put that information at the top. Recruiters make fast decisions, and anything buried in the middle of the page may not get read.
Be Specific About Your Tools
Listing ‘CRM experience’ is not enough. Write ‘Salesforce’ if you have used it. Write ‘G-Suite’ if that is your daily toolkit. If you have used Zendesk, HubSpot, or any other support platform, name it. Tool familiarity is one of the first things recruiters scan for in a support specialist role.
Show Volume, Not Just Duties
Say how many cases you handled, how many agencies you supported, or what your response time looked like. Numbers give a recruiter context that job descriptions alone cannot provide. ‘Managed 80 to 100 customer email inquiries per day’ is far more persuasive than ‘handled customer emails.’
Use These Resume Keywords
Applicant tracking systems scan for specific terms before a human reads your application. Include the keywords below wherever they honestly reflect your experience.
Customer Support Customer Service Service Support Email Support Agency Support Insurance Salesforce CRM G-Suite Slack Technical Support Troubleshooting Document Requests Agency Onboarding Agency Offboarding Customer Cases Data Management Problem Solving
Send a Cover Letter
A short, tailored cover letter that names Pie Insurance, references the CS Specialist role, and connects your experience to two or three of the specific responsibilities puts you ahead of every applicant who did not bother. Keep it to one page. Make the first sentence count.
How to Apply for the Pie Insurance CS Specialist Role
The application is handled through Pie Insurance’s official Greenhouse careers portal. Apply directly rather than through a third-party aggregator. Going to the source reduces the risk of your application being delayed or filtered before it reaches the recruiter.
- Open the official application link below.
- Search for ‘CS Specialist, Service Support Team’ if it does not load directly.
- Create an account or sign in to the Greenhouse portal.
- Complete the application form in full. Do not leave sections blank.
- Upload your tailored CV and cover letter.
- Submit and save your confirmation.
- Check your email, including spam, for next steps from the Pie Insurance recruiting team.
Official Application Link: job-boards.greenhouse.io/pieinsurance/jobs/6142349004
Interview Preparation: What to Expect and How to Stand Out
Remote hiring processes at insurtech companies tend to move through a structured sequence. You can expect an initial recruiter screen by phone, followed by one or two video interviews covering your experience, your technical familiarity, and your approach to customer problem-solving. Some companies include a short written or practical exercise. Here is how to prepare.
Know What You Will Be Asked
- Walk me through a time you resolved a difficult customer issue. Have a specific example ready. Cover what the situation was, what you did, and what the outcome was.
- How do you manage a high volume of requests without letting quality slip? Talk about your system, whether that is triage, templating, tracking, or anything else that keeps you accurate under volume.
- Describe your experience with Salesforce or similar CRM tools. Be honest about your level. If you are a beginner, say so and mention the Trailhead training you have done. Recruiters respect self-awareness.
- How do you work independently when you cannot immediately ask a colleague for help? Remote employers value candidates who can solve problems before escalating and who communicate proactively when they do need support.
Research Pie Insurance Before the Interview
Understand the company’s core product: workers’ compensation insurance for small businesses. Know who their agency partners are and why the agency relationship matters to their business model. Being able to reference the company’s mission and connect it to your work history shows genuine interest rather than a generic job search.
Test Your Setup
For any remote interview, test your camera, microphone, internet connection, and lighting the day before. Technical problems during an interview create a poor first impression for a role where your remote work setup is part of the job requirement.
Frequently Asked Questions
Does Pie Insurance require a college degree for this role?
No. A high school diploma or equivalent experience is the stated educational requirement. A college degree is not listed as a preference or requirement for the CS Specialist role.
Is this position fully remote?
Yes. The role is listed as remote within the United States. Candidates must live and work in the U.S., excluding U.S. territories, and must have reliable high-speed internet.
What does ‘high-volume customer contact environment’ mean?
It refers to any role where you regularly handle a large number of customer interactions, whether by email, phone, chat, or case management. Call centres, retail customer service, online support roles, and agency support positions all qualify. The key is that you can demonstrate comfort and accuracy under volume.
Do I need insurance industry experience to apply?
No. Insurance experience is not listed as a requirement. Strong customer support experience in any industry, combined with Salesforce and G-Suite skills, makes you a credible candidate. Relevant industry knowledge is a bonus, not a barrier to entry.
What is Salesforce and how much experience do I need?
Salesforce is the world’s most widely used CRM platform. Pie Insurance uses it for customer and agency account management. Even basic experience, such as logging cases, updating contact records, or navigating a Salesforce queue, counts. If you have no Salesforce experience, complete a few free modules on Salesforce Trailhead before your interview.
Can I apply from outside the United States?
No. The remote eligibility requirement is specific: you must live and work in the United States, and U.S. territories are explicitly excluded.
Is the $21 to $25 hourly rate negotiable?
Pay ranges at this level are typically set by HR based on experience. Candidates with proven Salesforce skills, insurance industry experience, or a strong track record in high-volume support roles are more likely to come in at the higher end of the range. Be prepared to discuss your experience level during the offer stage.
Are bonuses guaranteed?
No. The bonus is listed as discretionary, meaning it is performance-based and not guaranteed. It is a potential addition to your base hourly pay, not a fixed component of the compensation package.
Apply Now and Share This Opportunity
Remote insurance jobs at this pay level, with a benefits package this complete and an experience bar this accessible, are not common. Pie Insurance is a growing company in a sector that relies heavily on efficient back-office support, which means this is not a temporary fix. It is a real position with room to grow.
If your background lines up with what this role requires, stop reading and start your application today. Tailor your CV, include the keywords that match your actual experience, and write a short cover letter that shows you read the job description. If you know someone who has been looking for a remote customer service role in insurance or tech support, share this with them right now. The right opportunity is only useful if the right person knows it exists.
Disclaimer
This article shares a remote job opportunity to help job seekers discover openings. The author is not affiliated with Pie Insurance and is not involved in their hiring process. Job details and availability can change, so verify all information directly with the employer before applying.