Wonderschool application questions — all 65, word for word
Wonderschool hires through Greenhouse. Beyond name, email and CV, its application form asks 65 questions, 43 of them required. 2 of them are required, fixed-choice questions about your eligibility to work. A cover letter is optional.
77 roles were open when this was last checked, mostly in people and education. The questions below are the form's own wording, not a paraphrase.
What Wonderschool has open
These are the roles the form was read from, as Wonderschool titles them, in San Francisco, Remote, Appleton, Wisconsin, United States, Fond du Lac, Wisconsin, United States:
- AI Agent Product Manager
- AI Product Support Lead
- Business Operations Associate
- Child Care Licensing & Provider Growth Specialist - North Carolina
- Customer & Marketplace Operations Leader
- Data Lead
- Early Career Software Engineer – Applied AI
- Forward Deployed Engineer – Applied AI
- Full Stack Software Engineer, Applied AI
- Government Account Executive
- Growth Marketing Lead, Marketplace
- Head of Implementation & Customer Success
62 of the questions below are ones at most two of the 213 employers measured ask (median: 18), the least standard being “Are you willing to spend a significant portion of your time (up to 50%) working directly with customers through support tickets and calls to inform the AI systems you build, and can you share specific examples where you’ve worked outside traditional engineering responsibilities or why this type of work appeals to you?”.
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 Wonderschool 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 currently authorized to work in the United States? required, fixed choice | Yes, No |
| Do you now, or will you in the future, require sponsorship to work in the United States? required, fixed choice | Yes, No |
Every question on the form
| Question | Type | Required |
|---|---|---|
| Are you currently authorized to work in the United States? Yes, No |
select | Yes |
| Do you now, or will you in the future, require sponsorship to work in the United States? Yes, No |
select | Yes |
| First Name | text | Yes |
| Last Name | text | Yes |
| Preferred First Name | text | No |
| text | Yes | |
| Phone | text | No |
| Resume/CV | file | No |
| LinkedIn Profile | text | Yes |
| Are you comfortable coming to the office 3-5 days a week? | text | Yes |
| Describe your pertinent experience in a couple of sentences | text | Yes |
| Describe a system you've built | text | Yes |
| What did you study in undergrad? | text | Yes |
| What's your experience starting a company or being on a founding team? | text | Yes |
| What's your experience talking to and working with customers? | text | Yes |
| Share links to things you've built before. | text | Yes |
| What office are you interested in San Francisco? Remote - Ohio? Both? | text | No |
| Cover Letter | file | No |
| Website | text | No |
| Describe a system you've build before that's autonomous. | text | Yes |
| What is your experience with AI tools? | text | Yes |
| What product or engineering experience do you? | text | No |
| Have you ever started a company or been one of the first 5 employees at a company that has grown? | text | Yes |
| What customer support experience do you have? | text | Yes |
| How do you think about work life balance? | text | Yes |
| What city do you live in? | text | Yes |
| If you worked at a management consulting or private equity company - please list the names. | text | Yes |
| This role requires 5-6 days a week in the office in San Francisco - is that something you can commit to? | text | Yes |
| Please describe any experience you have supporting businesses in increasing revenue. Bullet points are ok. | textarea | Yes |
| What is your current position? | text | Yes |
| What is your current company? | text | Yes |
| Please confirm you are willing to travel up to 75% of the time Yes, No |
select | Yes |
| Github or Website | text | Yes |
| Are you comfortable coming in 5 days a week to the office? | text | Yes |
| Are you willing to spend a significant portion of your time (up to 50%) working directly with customers through support tickets and calls to inform the AI systems you build, and can you share specific examples where you’ve worked outside traditional engineering responsibilities or why this type of work appeals to you? | textarea | Yes |
| What experience do you have using tools like Claude Code, OpenClaw, or similar AI-assisted development environments? | text | Yes |
| Where did you attend undergad? | text | Yes |
| What did you get your undergrad degree in? | text | Yes |
| What startup or founder experience do you have? | text | Yes |
| Describe a system you've built, either online or offline. Or even a video game. | text | Yes |
| Are you able to work in our Rincon Hill, San Francisco office 5-6 days a week? | text | Yes |
| What types of early childhood experience do you have? Direct teaching or care for ages 0–5, Owned or operated a child care program, Supported child care providers or their businesses, Built or sold child care software or services, Child care licensing, subsidy, policy, or government work, Other (+1 more) |
multiselect | Yes |
| How many employees did the smallest company you worked at have while you were there? | text | No |
| Smallest-company headcount — anything else to add? | text | No |
| What was that company's name? | text | No |
| How long did you work there, in months? | text | No |
| Tenure length — anything else to add? | text | No |
| In 1–2 sentences, what makes you a fit for this role? | textarea | Yes |
| Where did you attend and graduate from your undergraduate studies? | text | No |
| What was your undergraduate major? | text | No |
| Did you attend graduate school? If so, where? | text | No |
| What was your graduate major? | text | No |
| Which of these fields have you worked in? Private equity, Investment banking, Consulting, None |
multiselect | Yes |
| Fields worked in — anything else to add? | text | No |
| What was the main reason for a short tenure in a prior role? Reduction in force, Fit, Other, N/A |
select | Yes |
| Short tenure — anything else to add? | text | No |
| What did you build or try to build, and what happened? | textarea | No |
| Has software you built or helped build generated more than $100 in sales? Yes, No, Not sure, Have not built or helped build software. |
select | Yes |
| Software sales — anything else to add? | text | No |
| What is your current location? SF, Oakland, Berkeley, Upper Peninsula, Lower Peninsula, Greater East Bay (+5 more) |
select | Yes |
| Current location — anything else to add? | text | No |
| Can you work Monday–Friday in our San Francisco office, often on Saturdays, and be available Sundays when needed for child care customer events? This is a highly collaborative, in-person role. Yes, Under certain circumstances, I'd like to learn more before deciding, No |
select | Yes |
| SF office schedule — anything else to add? | text | No |
| Can you generally work 9am–7pm, including occasional late customer meetings or deadlines and work lunches or dinners? Wonderschool covers travel home when you work late. Yes, Under certain circumstances, I'd like to learn more before deciding, No |
select | Yes |
| Work hours — anything else to add? | text | No |
| Describe a production AI agent you shipped, how you evaluated its failures, and the outcome. | textarea | No |
| What’s your ability to travel for this role and for most jobs? 0%, 5–20%, 20–50%, more than 50%, as much as needed |
select | Yes |
| Travel ability — anything else to add? | text | No |
| Describe a customer or marketplace operation you owned end to end, the metric you improved, and the outcome. | textarea | Yes |
| Which states have you worked with professionally through state governments or agencies? | text | No |
| Describe a data pipeline or migration you led, including how you validated data quality, handled governance, and measured the outcome. | textarea | Yes |
| Describe customer discovery that led you to ship an AI system, including adoption and outcome. | textarea | Yes |
| Which AI development tools have you used? Link to a work sample if you can share one. | textarea | 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 | 36 |
| Years of experience | 13 |
| Portfolio and links | 5 |
| Remote or on-site | 5 |
| Education | 3 |
| Relocation | 1 |
| Visa sponsorship | 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:
Pathai · Pave · Peregrine · Pinwheel · Planetscale · Podium
Before you apply
Have the answers to the required questions ready before you open the form — Wonderschool's asks for 43 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.