Sidecar Health application questions — all 76, word for word
Sidecar Health hires through Greenhouse. Beyond name, email and CV, its application form asks 76 questions, 62 of them required. 5 of them are required, fixed-choice questions about your eligibility to work. A cover letter is optional.
28 roles were open when this was last checked, mostly in support and engineering. The questions below are the form's own wording, not a paraphrase.
What Sidecar Health has open
These are the roles the form was read from, as Sidecar Health titles them, in Remote:
- Lead Product Manager, Claims Automation
- Marketing & Events Coordinator, Broker & Partnerships
- Regional Sales Manager, Broker Sales (Tampa)
- Senior Software Engineer, Full Stack (Member Experience)
- Staff Data Analytics Engineer
- Staff Software Engineer, Full Stack (Member Benefits)
- VP of Finance
- Lead Product Manager, Member Experience
- Customer Service Representative, Member Care (Part-Time/ 11am-4pm EST)
- VP of Strategic Accounts
- Customer Service Representative, Member Care
- Account Manager, Client Services - Texas
71 of the questions below are ones at most two of the 213 employers measured ask (median: 18), the least standard being “Do you have, or can you set up before training begins on November 16, a reliable high-speed internet connection and a private, quiet workspace where you can give your full attention to member calls and chats during all training and shift hours?”.
The eligibility questions
These are required, and answered from a fixed list rather than in your own words: work authorisation, visa sponsorship or security clearance. Employers often use questions like these to filter applications automatically, but Greenhouse's public data does not say whether Sidecar Health does — so treat them as the answers most likely to matter, not as a verdict. Answer them honestly either way.
| Question | Answers accepted |
|---|---|
| Are you authorized to work in the United States? required, fixed choice | Yes, No |
| Do you now or will you in the future require sponsorship or employment authorization to work in the US? required, fixed choice | Yes, No |
| Are you authorized to work in the United States without current or future visa sponsorship? required, fixed choice | Yes, No |
| Will you now or in the future require visa immigration sponsorship to work in the United States? required, fixed choice | Yes, No |
| Are you authorized to work in the United States without sponsorship? required, fixed choice | Yes, No |
Every question on the form
| Question | Type | Required |
|---|---|---|
| Are you authorized to work in the United States? Yes, No |
select | Yes |
| Do you now or will you in the future require sponsorship or employment authorization to work in the US? Yes, No |
select | Yes |
| Are you authorized to work in the United States without current or future visa sponsorship? Yes, No |
select | Yes |
| Will you now or in the future require visa immigration sponsorship to work in the United States? Yes, No |
select | Yes |
| Are you authorized to work in the United States without sponsorship? Yes, No |
select | Yes |
| First Name | text | Yes |
| Last Name | text | Yes |
| text | Yes | |
| Phone | text | Yes |
| Resume/CV | file | Yes |
| Cover Letter | file | No |
| LinkedIn Profile | text | No |
| Please briefly share your experience in health insurance or employee benefits. | textarea | Yes |
| Do you currently reside in the Dallas/Fort Worth, TX area? Yes, No |
select | Yes |
| Do you have a Texas State Health and Life insurance license? Yes, No |
select | Yes |
| Are you willing to travel up to 40%? Yes, No |
select | Yes |
| Do you have a Bachelor's degree? Yes, No |
select | Yes |
| If someone referred you from Sidecar Health, please list their name. | text | No |
| What are salary expectations? | text | No |
| Do you live in the greater Columbus, OH area? Yes, No |
select | Yes |
| When are you available to join a new position? | text | No |
| Do you have reliable transportation and comfortable with 30% travel? Yes, No |
select | Yes |
| What are your compensation expectations? | text | Yes |
| After reading this job description - why do you think you'd be a good fit for this position? | textarea | Yes |
| If you were referred, which Sidecar Health employee referred you? | text | No |
| Website | text | No |
| Do you live in California? Yes, No |
select | Yes |
| Preferred First Name | text | No |
| Are you currently located in California and able to work from either the Los Angeles or San Francisco area? Yes, No |
select | Yes |
| What city and state do you currently live in? | text | Yes |
| Do you have AI experience? Yes, No |
select | Yes |
| Do you have a bachelor's degree or higher? Yes, No |
select | Yes |
| Do you have 3+ years of experience in appeals and grievances, claims adjudication, utilization review, or a related health insurance operations role? Yes, No |
select | Yes |
| Do you have working knowledge of health insurance regulatory requirements for appeals and grievances (e.g., state DOI requirements, ERISA, ACA)? Yes, No |
select | Yes |
| What is your salary expectation? | text | No |
| Do you currently reside in Florida, Georgia, North Carolina, Ohio, Texas or Utah? Yes, No |
select | Yes |
| Do you reside in Colorado, Florida, Georgia, Minnesota, North Carolina, Ohio, Texas or Utah? Yes, No |
select | Yes |
| Have you owned the end-to-end design and delivery of a training program in a contact center or customer service environment? Yes, No |
select | Yes |
| Please briefly describe your experience designing and delivering training programs and the environment you did it in. | textarea | No |
| Were you referred to this role by someone at Sidecar Health? Yes, No |
select | Yes |
| Do you live in Georgia? Yes, No |
select | Yes |
| Do you have reliable transportation and are you willing to drive up to several hours across Georgia to service members? Yes, No |
select | Yes |
| Do you have healthcare or insurance experience? If so, how many years? | text | Yes |
| Do you live in Toledo or Columbus, OH? Yes, No |
select | Yes |
| Do you have reliable transportation and comfortable with upward of 35% travel? Yes, No |
select | Yes |
| When are you available for a new position? | text | No |
| Do you reside in Toledo or Columbus, Ohio? Yes, No |
select | Yes |
| Do you have reliable transportation and are you willing to drive up to several hours surrounding Toledo area to service members? Yes, No |
select | Yes |
| Are you comfortable with up to 50% travel? Yes, No |
select | Yes |
| Are you available for a September 21st start date? Yes, No |
select | Yes |
| Which state do you currently reside in? | text | Yes |
| What draws you to this opportunity at Sidecar Health? | textarea | Yes |
| Which state do you current reside in? | text | Yes |
| What is your hourly rate expectation? | text | Yes |
| Do you have 4+ years of experience in claims processing, medical billing, healthcare administration, or a related operational role (or equivalent experience in a regulated, process-driven production environment)? Yes, No |
select | Yes |
| Are you available for a 9/08 start date and available for 4 weeks of paid training from 9:30 AM - 6:00 PM EST? Yes, No |
select | Yes |
| Are you willing to consent to a background check as a condition of employment? Yes, No |
select | Yes |
| Were you referred by an employee? If so, please list their first and last name. | text | Yes |
| Are you available for a 10/05 start date and available for 4 weeks of paid training from 9:30 AM - 6:00 PM EST? Yes, No |
select | Yes |
| Do you currently reside in California, Connecticut, Florida, Georgia, New York, North Carolina, Massachusetts, Oregon, Ohio, Texas, Utah or Washington? Yes, No |
select | Yes |
| Do you have a Bachelor's degree in Accounting, Finance, or a related field, or higher? Yes, No |
select | Yes |
| Are you a CPA or an active CPA candidate? Yes, No |
select | No |
| Please briefly share why you think this role is a good fit for you based on the job description. | textarea | No |
| Are you a current employee at Sidecar Health? Yes, No |
select | Yes |
| Are you currently located in GA, OH, TX, or FL? Yes, No |
select | Yes |
| Are you comfortable with up to 30% travel? Yes, No |
select | Yes |
| What are your salary expectations? | text | No |
| Do you currently reside in California, Oregon, Washington, Utah, or Texas? Yes, No |
select | Yes |
| Please tell me about a time the data you needed wasn’t being captured. What did you do? | textarea | No |
| Do you currently reside in Florida, Georgia, North Carolina, Ohio, Texas, or Utah? Yes, No |
select | Yes |
| Are you available for a 11/16 start date and available for 4 weeks of paid training from 9:30 AM - 6:00 PM EST? Yes, No |
select | Yes |
| If someone at Sidecar Health referred you, please share their full name. | text | No |
| Which shift options are you available for (Eastern Time)? 8:30 AM-5:00 PM, Monday-Friday, 9:00 AM-5:30 PM, Monday-Friday, 10:00 AM-6:30 PM, Monday-Friday, 11:30 AM-8:00 PM, Monday-Friday, 9:30 AM-6:00 PM, Mon, Thu, Fri | 9:00 AM-5:00 PM, Sat, Sun (off Tue and Wed), 10:30 AM-7:00 PM, Mon, Tue, Wed | 9:00 AM-5:00 PM, Sat, Sun (off Thu and Fri) |
multiselect | Yes |
| Do you speak Spanish (speaking and writing)? This is helpful for the role but not required to apply. Yes, No |
select | Yes |
| Are you willing to complete a background check if you are offered a position? Employment is contingent on satisfactory results. Yes, No |
select | Yes |
| Do you have, or can you set up before training begins on November 16, a reliable high-speed internet connection and a private, quiet workspace where you can give your full attention to member calls and chats during all training and shift hours? Yes, No |
select | Yes |
| As the next step in our process, you’ll be asked to complete a 20-minute online Gorilla assessment. Are you willing to complete it? Yes, No |
select | Yes |
| What is the city and state you are currently located in? | text | Yes |
| Are you comfortable with up to 40% travel across the Tampa area to Naples (including Lakeland)? Yes, No |
select | Yes |
| When are you available to start a new position? | text | No |
| Do you have an active Florida Life and Health license? Yes, No |
select | Yes |
| Are you located in Florida, Georgia, North Carolina, Ohio, Texas, or Utah? Yes, No |
select | Yes |
| Are you available for a Monday–Friday: 11:00 AM - 4:00 PM Eastern Time shift? Yes, No |
select | Yes |
| Are you available for a 11/16 start date and available for 4 weeks of paid training from 9:00 AM - 5:30 PM Eastern Time? Yes, No |
select | Yes |
What it's really asking about
Grouped by what each question is for, so you can prepare the answers that repeat across employers.
| Topic | Questions |
|---|---|
| Other | 26 |
| Remote or on-site | 13 |
| Start date | 7 |
| Salary expectations | 5 |
| Years of experience | 5 |
| Education | 4 |
| Visa sponsorship | 4 |
| How you heard of them | 3 |
| Background checks | 2 |
| Cover letter | 2 |
| Role-specific screening | 2 |
| Language proficiency | 1 |
| Relocation | 1 |
| Work authorisation | 1 |
What other employers ask
The same question rarely comes out the same way twice. These employers' forms are measured the same way, from their own job boards:
Cloudflare · Cockroach · Cofertility · Coinbase · Culture Amp · Databricks
Before you apply
Have the answers to the required questions ready before you open the form — Sidecar Health's asks for 62 of them, and Greenhouse does not save a partial application by default. Settle the eligibility questions first — they are the ones with no room to elaborate, so knowing your answer before you start tells you whether the rest of the form is worth your time.