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?

See openings on our team

Current Openings

Chief of Staff (finance experience required)
Mid-level or Senior Account Executive
Mid-level or Senior School Success Manager (advancement experience required)

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 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