Senior or Lead Software Engineer

Full-time, remote only, USA. $157-181K base salary. $174-201K all-in cash. Equity with 4-year vesting.

Love building a product that improves a user’s life so much that they can’t help but share it with their peers?

Boost My School is looking for a Senior or Lead Software Engineer to join our team helping schools ensure all students succeed 🚀.

Why work at Boost?

1. We make meaningful impact helping schools and students

• Boost is trusted by 350+ schools to bring in $200M a year from 100,000 families and donors
• Our platform and partnership with our schools delivers world-class satisfaction: 97% school retention and 85 NPS
• Every Boost team member has clear accountability over results that directly impact the success of our company and schools
• Our business model is designed so that we succeed only when our schools succeed
• You’re given a monthly budget to donate to schools of your choice on Boost

2. We win as part of a thoughtful and collaborative team

• Our work culture is inspired by championship sports teams
• Openly view all company communication outside of personal matters - we mostly communicate over Slack public channels and Notion public wikis
• Openly view company, team, and individual performance metrics
• Take on tasks in which you have the final say over your manager or the CEO
• Every full-time team member is financially aligned to top company goals through an annual company bonus
• Get to know your remote teammates at our all-company in-person retreat in July and departmental coworking onsites in fall/winter

3. We embrace ownership over our work, growth, and time

• Our hiring goal is for each team member to stay at Boost for 5+ years
• Internal meetings are scheduled during our core working hours (12pm to 4pm ET) so you have more flexibility over your time
• Use our weekly No Meetings Day to get uninterrupted work done (or to do your laundry while you work)
• Take care of errands or pick up your kids as long as you communicate accountability over the things you’re responsible for
• Receive regular professional development through weekly 1-on-1s and quarterly career check-ins
• Our company calendar is aligned with the school year - we have 15 company days off across major holidays and July Fridays Off
• Outside of the 15 company days off, we suggest taking an additional 10 to 15 days off, and require taking 1 week of continuous time off per calendar year
• Use your remote working stipend ($200/mo) for your internet bill, to buy lunch, or for professional development
• Company covers medical, dental, and vision insurance premiums and out-of-pocket expenses through QSEHRA ($537/mo for individuals, up to $1,091/mo for those with families)
• A company laptop will be shipped to you before your first day

Responsibilities

• Join a fast-moving environment - you’ll deploy to production multiple times on your first week
• Be responsible for and implement initiatives that directly impact the success of our schools
• Make major contributions across the entire stack: infrastructure, frontend, backend, analytics, internal tools
• Play a role in selecting future technologies - our stack is an isomorphic React/Relay web app that talks to a Rails GraphQL API
• Work with teammates that care about writing maintainable code - we practice continuous deployment, incremental pull requests, strict linting, type checking, and strong test coverage
• Support your teammates and fill in gaps as needed since we are a small team
• Our team has less experience in Support, QA, and DevOps Engineering, bonus if you get excited by any of those
• Travel expectations: On average twice a year for company retreats, occasionally a school visit

About you

• 6+ years of software engineering experience, ideally at a B2B SaaS company
• You make meaningful impact: You always look for ways to better help your customers succeed
• You win as a team: You’re thoughtful and collaborate to accomplish shared goals together
• You embrace ownership: You hold yourself accountable for your actions and their results
• You overcommunicate: You go above and beyond to ensure you’re on the same page with your teammates
• You use radical candor: You give and seek out empathetic feedback to help the team grow together
• You move fast with intention: You make decisions and execute quickly to both succeed and learn faster
• Bonus: You’re familiar with the school fundraising industry - e.g. you helped raise money for your school or you know what “advancement” means

If you want to apply for this position

Please email [email protected] with:

• your LinkedIn or resume
• a short cover letter explaining why you would excel in this position at Boost
• short explanation of code that you’re proud of

iOS Engineer - Contract

Contract, remote (USA, Canada, South America, or Europe, with availability to overlap some US working hours). ~10-25hrs/week for 6–12 weeks with the potential to extend.

Want to help schools run stronger, smoother in-person events and have meaningful creative control over how you build it?

Boost My School is looking for a contract iOS/React Native engineer to help us build and launch our first mobile app for event check-in and payment collection. You’ll work closely with one of our Lead Engineers and our VP of Product to take this project from scratch to shipped.

Why work at Boost?

1. We make meaningful impact helping schools and students

• Boost is trusted by 350+ schools to bring in $200M a year from 100,000 families and donors
• Our platform and partnership with our schools delivers world-class satisfaction: 97% school retention and 85 NPS
• This project puts a real, visible tool directly in the hands of schools running their events

2. We win as part of a thoughtful and collaborative team

• You’ll partner directly with a Lead Engineer and our VP of Product
• We make the final tech stack decision together, collaboratively, in week one

3. We move fast and give you real ownership

• Flex-time schedule outside of required bi-weekly check-ins (9am–2pm PT)
• Opportunity to continue the engagement into FY27 based on mutual fit

Responsibilities

• Build and ship Boost’s first iOS app for in-person event check-in and payment collection
• Collaborate closely with a Lead Engineer and our VP of Product
• Help decide the final tech stack (React Native vs. Swift) collaboratively in your first week
• Write high-quality, well-documented, maintainable code and participate in code review
• Ramp quickly enough to ship code within your first week
• Navigate and own the App Store submission process

About you

• 5+ years of experience in mobile development, with apps shipped to real users
• Experience with React Native (we lean this direction, though Swift experience would also work)
• Hands-on experience with the App Store submission process
• Available for bi-weekly meetings between 9am–2pm PT
• Based in the USA, Canada, South America, or Europe
• Bonus: Experience with GraphQL
• Bonus: Experience with the Stripe API, Stripe Terminal, tap-to-pay, or card reader hardware
• Bonus: Experience with Rails
• Bonus: Open to continuing this engagement into FY27 as needed

If you want to apply for this position

Please email [email protected] with:

• your portfolio or examples of shipped mobile apps — bonus points for payment or hardware integration work that you can highlight
• your availability (what days and times of the week are you available to work, and how many hours per week) and earliest possible start date
• your hourly rate

Business Development Representative

Full-time, remote only, USA. $62-71K base salary. $88-101K all-in cash. Equity with 4-year vesting.

Do you have a skill and a knack for having meaningful conversations with strangers? Want to play a key role in new business growth?

Boost My School is looking for a Business Development Representative to join our team helping schools ensure all students succeed 🚀.

This role is ideal for you if you are outgoing, collaborative, results-oriented and want to build a career in technology sales. In this role, you will experiment with outreach strategies, learn from and share what’s working with a high-performing team, and directly impact a fast-growing, mission-driven edtech/fintech company.

Why work at Boost?

1. We make meaningful impact helping schools and students

• Boost is trusted by 350+ schools to bring in $200M a year from 100,000 families and donors
• Our platform and partnership with our schools delivers world-class satisfaction: 97% school retention and 85 NPS
• Every Boost team member has clear accountability over results that directly impact the success of our company and schools
• Our business model is designed so that we succeed only when our schools succeed
• You’re given a monthly budget to donate to schools of your choice on Boost

2. We win as part of a thoughtful and collaborative team

• Our work culture is inspired by championship sports teams
• Openly view all company communication outside of personal matters - we mostly communicate over Slack public channels and Notion public wikis
• Openly view company, team, and individual performance metrics
• Take on tasks in which you have the final say over your manager or the CEO
• Every full-time team member is financially aligned to top company goals through an annual company bonus
• Get to know your remote teammates at our all-company in-person retreat in July and departmental coworking onsites in fall/winter

3. We embrace ownership over our work, growth, and time

• Our hiring goal is for each team member to stay at Boost for 5+ years
• Internal meetings are scheduled during our core working hours (12pm to 4pm ET) so you have more flexibility over your time
• Use our weekly No Meetings Day to get uninterrupted work done (or to do your laundry while you work)
• Take care of errands or pick up your kids as long as you communicate accountability over the things you’re responsible for
• Receive regular professional development through weekly 1-on-1s and quarterly career check-ins
• Our company calendar is aligned with the school year - we have 15 company days off across major holidays and July Fridays Off
• Outside of the 15 company days off, we suggest taking an additional 10 to 15 days off, and require taking 1 week of continuous time off per calendar year
• Use your remote working stipend ($200/mo) for your internet bill, to buy lunch, or for professional development
• Company covers medical, dental, and vision insurance premiums and out-of-pocket expenses through QSEHRA ($537/mo for individuals, up to $1,091/mo for those with families)
• A company laptop will be shipped to you before your first day

Responsibilities

• Plan and execute daily outreach via phone, email, and social channels to book meetings with prospective customers
• Collaborate with Marketing and your BDR teammates on what prospects are excited about; proactively adjust strategies and tactics based on learnings
• Manage, track, and report on all sales activities and results using our CRM (Hubspot)
• Meet or exceed quarterly quotas of qualified meetings for AEs (SQLs)
• Learn and maintain in-depth knowledge of Boost products, industry trends, and competition
• Opportunity to be grow with the company and be promoted to an Account Executive, if you consistently hit monthly quotas and exhibit the competencies needed to succeed in the added responsibilities
• Travel expectations: On average once a quarter to conferences & company retreats, with an opportunity to travel more if you wanted to

About you

• 1+ years of experience in B2B business development and/ or in school advancement: leading outreach in a results-driven environment. Ideally at a company selling software to schools (K-12 private or public, higher ed) or in a school.
• You have a skill and knack for having meaningful conversations with strangers and the ability to gracefully continue a conversation through objections in your cold calling experiences
• The ability to multi-task, prioritize, and manage time effectively
• Track record of hitting goals in a software company or school environment
• You make meaningful impact: You always look for ways to better help your customers succeed
• You win as a team: You’re thoughtful and collaborate to accomplish shared goals together
• You embrace ownership: You hold yourself accountable for your actions and their results
• You overcommunicate: You go above and beyond to ensure you’re on the same page with your teammates
• You use radical candor: You give and seek out empathetic feedback to help the team grow together
• You move fast with intention: You make decisions and execute quickly to both succeed and learn faster
• Bonus: You’re familiar with the school fundraising industry - e.g. you helped raise money for your school or you know what “advancement” means

If you want to apply for this position

Please email [email protected] with:

• your LinkedIn or resume
• a short cover letter explaining why you would excel in this position at Boost
• your favorite cold calling opener

Senior School Support Specialist (school advancement experience required)

Full-time, remote only, USA. $70-80K base salary. $90-103K all-in cash. Equity with 4-year vesting.

Would it excite you to be our lead front-line resource for our partner schools? Are you someone who’s detail-oriented, calm under pressure, and excited to own working across teams to get our schools the right answer quickly?

Boost My School is looking for a Senior School Support Specialist (school advancement experience required) to join our team helping schools ensure all students succeed 🚀.

Why work at Boost?

1. We make meaningful impact helping schools and students

• Boost is trusted by 350+ schools to bring in $200M a year from 100,000 families and donors
• Our platform and partnership with our schools delivers world-class satisfaction: 97% school retention and 85 NPS
• Every Boost team member has clear accountability over results that directly impact the success of our company and schools
• Our business model is designed so that we succeed only when our schools succeed
• You’re given a monthly budget to donate to schools of your choice on Boost

2. We win as part of a thoughtful and collaborative team

• Our work culture is inspired by championship sports teams
• Openly view all company communication outside of personal matters - we mostly communicate over Slack public channels and Notion public wikis
• Openly view company, team, and individual performance metrics
• Take on tasks in which you have the final say over your manager or the CEO
• Every full-time team member is financially aligned to top company goals through an annual company bonus
• Get to know your remote teammates at our all-company in-person retreat in July and departmental coworking onsites in fall/winter

3. We embrace ownership over our work, growth, and time

• Our hiring goal is for each team member to stay at Boost for 5+ years
• Internal meetings are scheduled during our core working hours (12pm to 4pm ET) so you have more flexibility over your time
• Use our weekly No Meetings Day to get uninterrupted work done (or to do your laundry while you work)
• Take care of errands or pick up your kids as long as you communicate accountability over the things you’re responsible for
• Receive regular professional development through weekly 1-on-1s and quarterly career check-ins
• Our company calendar is aligned with the school year - we have 15 company days off across major holidays and July Fridays Off
• Outside of the 15 company days off, we suggest taking an additional 10 to 15 days off, and require taking 1 week of continuous time off per calendar year
• Use your remote working stipend ($200/mo) for your internet bill, to buy lunch, or for professional development
• Company covers medical, dental, and vision insurance premiums and out-of-pocket expenses through QSEHRA ($537/mo for individuals, up to $1,091/mo for those with families)
• A company laptop will be shipped to you before your first day

Responsibilities

• Manage the shared support inbox, triaging incoming requests, prioritizing based on urgency and impact, and ensuring timely, accurate responses within defined SLAs.
• Handle escalated customer chats, resolving complex or sensitive issues with professionalism and de-escalation skills, looping in appropriate internal teams when needed.
• Support the creation, maintenance, and updates of customer-facing in-product documentation (help articles, tooltips, FAQs) to ensure accuracy and alignment with product changes.
• Monitor support cases and inbound inquiries to identify recurring trends, pain points, and themes; compile and report findings to Product, School Success, and leadership to inform improvements.
• Collaborate cross-functionally with Product, Engineering, and School Success teams to resolve escalations, relay customer feedback, and support product and process improvements.
• Travel expectations: On average once a month for school visits & auction support, conferences, company retreats

About you

• 3+ years of professional experience with 1+ years in school advancement
• You have a skill/knack for having meaningful conversations with people and the ability to gracefully navigate difficult conversation through objections with customers
• The ability to multi-task, prioritize, and manage time effectively
• Excellent and effective communication skills both verbal and written
• You make meaningful impact: You always look for ways to better help your customers succeed
• You win as a team: You’re thoughtful and collaborate to accomplish shared goals together
• You embrace ownership: You hold yourself accountable for your actions and their results
• You overcommunicate: You go above and beyond to ensure you’re on the same page with your teammates
• You use radical candor: You give and seek out empathetic feedback to help the team grow together
• You move fast with intention: You make decisions and execute quickly to both succeed and learn faster

If you want to apply for this position

Please email [email protected] with:

• your LinkedIn or resume
• a short cover letter explaining why you would excel in this position at Boost
• an example of a B2B SaaS company’s customer support that you love

Associate/Junior Account Executive

Full-time, remote only, USA. $73K base salary. $128K OTE. Uncapped commission. Equity with 4-year vesting.

Love being a highly visible member of the sales team, with full responsibility for new business development within your territory?

Boost My School is looking for a Associate/Junior Account Executive to join our team helping schools ensure all students succeed 🚀.

Why work at Boost?

1. We make meaningful impact helping schools and students

• Boost is trusted by 350+ schools to bring in $200M a year from 100,000 families and donors
• Our platform and partnership with our schools delivers world-class satisfaction: 97% school retention and 85 NPS
• Every Boost team member has clear accountability over results that directly impact the success of our company and schools
• Our business model is designed so that we succeed only when our schools succeed
• You’re given a monthly budget to donate to schools of your choice on Boost

2. We win as part of a thoughtful and collaborative team

• Our work culture is inspired by championship sports teams
• Openly view all company communication outside of personal matters - we mostly communicate over Slack public channels and Notion public wikis
• Openly view company, team, and individual performance metrics
• Take on tasks in which you have the final say over your manager or the CEO
• Every full-time team member is financially aligned to top company goals through an annual company bonus
• Get to know your remote teammates at our all-company in-person retreat in July and departmental coworking onsites in fall/winter

3. We embrace ownership over our work, growth, and time

• Our hiring goal is for each team member to stay at Boost for 5+ years
• Internal meetings are scheduled during our core working hours (12pm to 4pm ET) so you have more flexibility over your time
• Use our weekly No Meetings Day to get uninterrupted work done (or to do your laundry while you work)
• Take care of errands or pick up your kids as long as you communicate accountability over the things you’re responsible for
• Receive regular professional development through weekly 1-on-1s and quarterly career check-ins
• Our company calendar is aligned with the school year - we have 15 company days off across major holidays and July Fridays Off
• Outside of the 15 company days off, we suggest taking an additional 10 to 15 days off, and require taking 1 week of continuous time off per calendar year
• Use your remote working stipend ($200/mo) for your internet bill, to buy lunch, or for professional development
• Company covers medical, dental, and vision insurance premiums and out-of-pocket expenses through QSEHRA ($537/mo for individuals, up to $1,091/mo for those with families)
• A company laptop will be shipped to you before your first day

Responsibilities

• Own revenue growth from your assigned territory in the US - from prospecting to closing deals
• Meet or exceed quarterly quotas, while providing monthly forecasts on a weekly basis
• Manage the full sales cycle: prospecting, cold calling, group demos, overcoming objections, preparing proposals, and closing the deal
• Use a mix of email campaigns, cold calling, and conferences to build pipeline for your territory
• Utilize our CRM (Hubspot, Sybill) to document sales activity
• Learn and maintain in-depth knowledge of Boost products, industry trends, and competition
• Stay sharp and up-to-date around modern sales best practices to identify new strategies to use in your sales practice
• Travel expectations: On average once a month to conferences, roadshows, company retreats

About you

• 2+ years of experience in B2B sales either as a BDR, SDR, or AE. Ideally at a company selling software to schools (K-12 private or public, higher ed)
• The ability to multi-task, prioritize, and manage time effectively
• You make meaningful impact: You always look for ways to better help your customers succeed
• You win as a team: You’re thoughtful and collaborate to accomplish shared goals together
• You embrace ownership: You hold yourself accountable for your actions and their results
• You overcommunicate: You go above and beyond to ensure you’re on the same page with your teammates
• You use radical candor: You give and seek out empathetic feedback to help the team grow together
• You move fast with intention: You make decisions and execute quickly to both succeed and learn faster
• Bonus: You’re familiar with the school fundraising industry - e.g. you helped raise money for your school or you know what “advancement” means

If you want to apply for this position

Please email [email protected] with:

• your LinkedIn or resume
• a short cover letter explaining why you would excel in this position at Boost
• your favorite cold calling opener