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Join the Boost My School Team

Want to make meaningful impact helping schools and students? Enjoy winning as part of a thoughtful and collaborative team?

Chief of Staff (finance experience required)

Full-time, remote only, USA. $136K base salary. $160K all-in cash. Equity with 4-year vesting.

Are you a future business leader looking for hands-on operating experience at a high-growth, impact-driven startup? Would you enjoy having your hands in a variety of strategic initiatives within finance, revops, and leveraging AI to increase operational efficiency?

Boost My School is looking for a Chief of Staff (finance 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 300+ schools to bring in $200M a year from 100,000 families and donors
  • Our product has world-class satisfaction - 98% 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

  • Work closely with our CEO to lead core internal strategic initiatives
  • Take over internal finance processes from our CEO including month-end and quarter-end close, updating our financial model, and managing our P&L and cash flow (AP and AR)
  • Step in as needed to support revops (e.g. Hubspot & spreadsheet KPI dashboards) while keeping an eye out on key metrics like CAC payback period and gross margins
  • Lead efforts to leverage AI to improve our internal operational efficiency
  • Lead preparation for our monthly investor emails (multiple investors have mentioned that Boost has the best structured updates they receive) and our quarterly board decks
  • Manage external accountant and finance software (e.g. QBO, Brex)
  • Assist with legal/compliance issues relevant to the team (e.g. tech security best practices)
  • Opportunity to grow with the company into our Head of Finance or Operations, if you consistently hit outcomes and exhibit the competencies needed to succeed in a larger-ownership role

About you

  • 4+ years of finance experience relevant to B2B SaaS and fintech companies
  • Bonus if you’re able to co-work in person with our CEO for a few days a month, with a slight preference for being based in NYC area where our CEO is based
  • Bonus: You’re a past or future founder/CEO/COO/CFO
  • 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
  • why you would excel in this position at Boost My School
  • explanation of a strategic initiative that you led and its outcomes that you’re proud of

Mid-level or Senior Software Engineer

Full-time, remote only, USA. $133-157K base salary. $148-174K 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 Mid-level or Senior 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 300+ schools to bring in $200M a year from 100,000 families and donors
  • Our product has world-class satisfaction - 98% 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

About you

  • 4+ 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
  • why you would excel in this position at Boost My School
  • short explanation of code that you’re proud of

Mid-level or Senior Account Executive

Full-time, remote only, USA. $85-100K base salary. 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 prospect set?

Boost My School is looking for a Mid-level or Senior 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 300+ schools to bring in $200M a year from 100,000 families and donors
  • Our product has world-class satisfaction - 98% 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 and drive revenue growth for your assigned territory of the US
  • Meet or exceed monthly, quarterly, and annual goals set by the executive team
  • Efficiently manage the sales cycle: prospecting, cold calling, sales presentations, overcoming objections, proposals, and closing contracts
  • Provide individual weekly reporting to peers and executive team
  • Provide sales forecast (weekly, monthly, quarterly) to the business to aid budget and financial planning
  • Utilize CRM accurately to document and communicate all sales activity
  • Help maintain and update competitor information and services
  • Stay sharp and up-to-date around modern sales best practices to identify new strategies to use in your sales practice
  • Travel around once a month for conferences and roadshows to meet schools in person

About you

  • 5+ years of experience in sales, specifically carrying a sales quota and full accountability for your book of business. Ideally at a B2B SaaS company
  • You have a skill/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
  • Bonus: You’ve sold software to schools (K-12 private or public, higher ed)
  • 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
  • why you would excel in this position at Boost My School
  • your favorite cold calling opener

Mid-level or Senior School Success Manager (advancement experience required)

Full-time, remote only, USA. $73-100K base salary. $98-134K all-in cash. Equity with 4-year vesting.

Love empowering schools to achieve their goals through smart utilization of software? Are you results-oriented and enjoy striving for best-in-class retention targets?

Boost My School is looking for a Mid-level or Senior School Success Manager (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 300+ schools to bring in $200M a year from 100,000 families and donors
  • Our product has world-class satisfaction - 98% 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

  • Proactively own and manage the retention metrics for your segment of partner schools (between 60 to 90 schools)
  • Develop trusted advisor status to our partner schools by understanding their job responsibilities and solutions at an expert level
  • Be the first point-of-contact for school and support issues; work with the wider business to take timely and effective action to resolve them
  • Co-create, implement, and monitor school health metrics
  • Identify additional revenue opportunities and achieve annual upsell targets
  • Regularly solicit feedback on our products, services and school satisfaction
  • Travel to a few conferences and events to meet partner schools
  • Support your teammates and fill in gaps as needed since we are a small team

About you

  • 5+ years of professional experience with 2+ years in school advancement
  • In order to be leveled at senior and come in at the top of the compensation band, you will need to also have B2B SaaS customer success experience
  • 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
  • why you would excel in this position at Boost My School
  • an example of a B2B SaaS company’s customer experience that you love
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