GM, Austin
Event & Marketing Coordinator
Senior Manager, Instructor Community & Excellence
About Stepful:
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with . .
Our values:
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
Care first: We do whatever it takes for our students to succeed.
Learn quickly: We test, learn with data, and iterate.
Build together: We win when we rely on each other.
Own it: We show up, take initiative, and show pride.
The opportunity:
Stepful is hiring a Senior Manager, Instructor Community & Excellence to own the teaching excellence bar and instructor experience across our growing network of faculty delivering Medical Assistant, Pharmacy Tech, Patient Care Tech, and associated entry-level healthcare certificate programs.
As we scale programs, the quality and consistency of instruction is one of the most important levers we have — and this role owns it. You'll build the systems, coaching infrastructure, and community that motivates our instructors and develop the self-serve tools that help them see and own their classroom impact.
You'll report to the Director of Program Operations and work closely with the Learning, Coaching Operations, and Product teams. This role is hybrid in NYC.
You will lead a small but high-impact team: a Cohort Logistics Manager and 2–3 Instructor Quality Specialists will report directly to you. You will also serve as the organizational lead for Stepful's faculty network - who are the front line of our student experience.
What you'll do:
Instructor Community and Excellence
Define what great instruction looks like at Stepful across entry level certificate programs, and build coaching rubrics and cadences that help instructors embody that standard.
Build and motivate a thriving community of Stepful instructors — creating spaces (virtual) where instructors connect, share best practices, and feel recognized for their impact on students.
Develop self-serve tools and dashboards that give instructors real-time visibility into their classroom impact — pass rates, student engagement, cohort progress — so they can drive their own improvement.
Run recognition programs and feedback loops that motivate instructors to go above and beyond for students and to contribute innovation and improvement ideas back to the team.
Faculty Operations and Team Leadership
Manage a Cohort Logistics Manager who owns end-to-end scheduling across the instructor network, and 2–3 Instructor Quality Managers who support coaching, observation, and onboarding.
Maintain a real-time view of instructor health across the network - tracking tenure, performance trends, and risk - use that data to inform hiring, offboarding, and coverage decisions.
Translate Curriculum to Instructional Strategy
Partner with the curriculum team to ensure instructors are translating the latest content into effective classroom delivery — adapting correctly to cohort needs and flagging real-world gaps that should inform future curriculum updates.
Use student outcome data (pass rates, engagement, completion) as a quality signal — connecting instructor performance to learning outcomes and iterating to reduce variability across cohorts
Experiment with AI-enabled coaching and observation tools to improve feedback speed and consistency at scale.
Cross-Functional Collaboration
Work closely with Curriculum , Product teams on program modifications. Work with Growth teams on cohort scheduling.
Support new program launches in entry-level certificates.
What you'll bring:
5+ years of experience in instructional quality, curriculum, or education operations
Experience managing a large team or network of contractors / adjunct teams
Background as a teacher, so you speak the language our instructors understand
Proven ability to build systems from scratch — observation rubrics, coaching workflows, performance tracking — and get others to actually use them.
Comfort operating independently in an ambiguous, fast-moving environment; you don't need a perfect playbook to take action.
Strong communication and coaching skills — you’re charismatic and comfortable leading large groups. You know how to deliver feedback in a way people can receive and act on.
Bonus points if:
Experience in healthcare education (allied health, clinical training, nursing, or similar).
Previous experience at an early-stage or Series A–C startup — you know how to build and iterate fast.
Fluency with LMS platforms and comfort using data to drive quality decisions.
Interview Process:
Introductory call with Talent Acquisition team member
Interview with Hiring Manager
Take-Home Assignment
Virtual Panel Interview
On-Site Panel Interview
Benefits and Compensation:
Meaningful Equity Stake
Subsidized Medical, Dental, and Vision insurance plan options
401(k)
FSA, HSA and commuter benefits
Learning stipend
-
Open vacation policy, including:
Guidance of 15 days PTO annually
Stepful closed the last week of December
15 work-from-anywhere days
10 public holidays observed for 2026
The target base salary range for this opportunity is $125,000 - $145,000, and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
Senior Manager, Paid Acquisition
About Stepful :
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $55M Series C led by Oak HC/FT. We were named the #1 EdTech company in the U.S. by TIME for 2025.
Our values :
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
-
Care first : We do whatever it takes for our students to succeed.
-
Learn quickly : We test, learn with data, and iterate.
-
Build together : We win when we rely on each other.
-
Own it : We show up, take initiative, and show pride.
The opportunity :
We’re looking for a data-driven and creative Senior Manager to take full ownership of some of our key paid channels. This role is perfect for someone who thrives in a startup environment—rolling up their sleeves, testing fast, scaling what works, and pushing boundaries to hit ambitious growth targets.
You’ll manage high-velocity campaigns across Meta, Google, YouTube, and emerging platforms, with direct access to our in-house production studio and a talented creative team to bring bold ideas to life. If you love pairing data with storytelling—and want to see your work drive measurable impact on thousands of students’ lives—this is your stage.
This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth.
What you’ll do :
-
Own end-to-end paid media strategy across Meta, Google, and potential new channels. From planning through launch, optimization, and scale.
-
Build and drive a continuous testing roadmap across different tactics, audiences, creative, messaging, and landing pages, translating results into actionable insights.
-
Manage our Search agency, holding them accountable to performance goals and roadmap execution.
-
Monitor performance daily, optimizing toward CAC and ROI targets while proactively identifying new growth opportunities.
-
Own weekly KPI reporting, surfacing trends, efficiencies, and scaling opportunities, and sharing learnings across the team.
-
Diagnose performance fluctuations and pinpoint the channel and business-level factors driving them.
-
Partner with the creative teams and external agencies to rapidly produce high-performing video, UGC, influencer, and static assets.
-
Stay current on platform updates, algorithm shifts, and industry trends to keep our paid social strategy ahead of the curve.
-
Drive new acquisition and full-funnel growth ideas, playing an active role in shaping and running experiments.
What you’ll bring :
-
4+ years of hands-on experience scaling paid social and paid search at a D2C startup, ideally managing $1M+ monthly budgets.
-
A track record of driving efficient growth (CAC, ROI, LTV) while scaling spend.
-
Strong project management skills, with the ability to handle multiple initiatives at the same time.
-
Comfort with tactical execution and strategic thinking—you can set the plan and run it yourself.
-
Sharp communicator, able to flag risks and opportunities to internal stakeholders and manage day-to-day agency relationships.
-
High attention to detail, with a habit of catching and preventing errors before they become problems.
-
Experience managing external creative agencies, briefing them effectively, and providing sharp, actionable feedback that helps them iterate toward higher-performing ads.
-
Ruthlessly analytical. You dig into performance data to uncover insights, and know exactly which levers to pull to optimize campaigns at scale.
-
Able to translate data into a clear narrative, making it actionable for both day-to-day decisions and broader team alignment.
Bonus points if :
-
You’ve worked in EdTech, healthcare, or another mission-driven B2C industry
-
You geek out over testing frameworks, UGC trends, and performance marketing communities
Interview Process :
-
Introductory call with Talent Acquisition team member
-
Interview with Hiring Manager
-
Take-Home Assignment
-
Virtual Panel Interview
-
On-Site Panel Interview
Benefits and Compensation :
-
Meaningful Equity Stake
-
Subsidized Medical, Dental, and Vision insurance plan options
-
401(k)
-
FSA, HSA and commuter benefits
-
Open vacation policy, including:
The target base salary range for this opportunity is $140,000 - $160,000 , and is part of a competitive total rewards package including performance-based bonus, equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
Executive Assistant to the Founders
Stepful
Online Training for Healthcare Jobs
Executive Assistant to the Founders
About the role
About Stepful :
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with . .
Our values :
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
-
Care first : We do whatever it takes for our students to succeed.
-
Learn quickly : We test, learn with data, and iterate.
-
Build together : We win when we rely on each other.
-
Own it : We show up, take initiative, and show pride.
The opportunity:
As we prepare for our next phase of growth, we're hiring an experienced Senior Executive Assistant to be the operational backbone of our executive team. This is a high-trust, high-autonomy role for someone who anticipates needs before they're voiced, protects our leaders' time, and keeps the details moving so the business can move faster.
This role reports directly to the CEO and additionally supports our Co-Founder while working closely with the executive team, Chief of Staff, and People and Operations across the organization. You'll be a force multiplier for the people setting Stepful's direction.
This is a hybrid opportunity based out of our NYC office, requiring three days/week (Tuesday, Wednesday, Thursday) in office.
What you'll do:
-
Own complex, ever-changing calendars for the CEO and executive team, resolving competing priorities and protecting time for what matters most.
-
Manage high-volume scheduling across time zones, including internal meetings, external partner sessions, board interactions, and interviews.
-
Coordinate domestic and international travel end to end—flights, hotels, ground transport, and detailed itineraries.
-
Prepare and process expense reports, reconciliations, and reimbursements with accuracy and on time.
-
Plan and execute leadership offsites, team events, and board meeting logistics from concept through day-of run of show.
-
Draft, proofread, and manage sensitive communications and documents on behalf of executives, handling confidential information with discretion.
-
Partner with the Chief of Staff to prepare agendas, track action items, and follow up on decisions across leadership meetings.
-
Serve as a welcoming, organized point of contact for internal teams and external partners interacting with the executive office.
-
Drive ad hoc projects and process improvements that make the executive team more effective.
What you'll bring:
-
6+ years of executive assistant or administrative experience, including direct support of C-level leaders.
-
Proven ability to manage complex calendars, travel, and logistics in a fast-moving environment.
-
Exceptional organizational skills and meticulous attention to detail—nothing slips through the cracks.
-
Strong written and verbal communication skills, with sound judgment about tone and audience.
-
Discretion and integrity when handling confidential and sensitive information.
-
A proactive, resourceful mindset—you anticipate needs, solve problems independently, and thrive amid ambiguity and shifting priorities.
-
Fluency with modern productivity tools (Google Workspace, Slack, and expense/travel platforms).
Bonus points if:
-
You've worked in EdTech, healthcare, or another mission-driven industry.
-
You've supported a founder or CEO at a high-growth startup.
Interview Process:
-
Introductory call with Talent Acquisition team member
-
Interview with Hiring Manager
-
Take-Home Assignment
-
Virtual Panel Interview
-
On-Site Panel Interview
Benefits and Compensation:
-
Meaningful Equity Stake
-
Subsidized Medical, Dental, and Vision insurance plan options
-
401(k)
-
FSA, HSA and commuter benefits
-
Open vacation policy, including:
The target base salary range for this opportunity is $100,000 - $150,000, and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
About Stepful
Stepful is on a mission to revolutionize vocational education. We train people with a high school education in 4 months or less and places them into healthcare jobs. Healthcare is the fastest growing industry in the US accounting for 40% of all jobs added including medical assistants, nursing assistants, and phlebotomists.
Senior Manager, Paid Acquisition
About Stepful:
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with . .
Our values:
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
Care first: We do whatever it takes for our students to succeed.
Learn quickly: We test, learn with data, and iterate.
Build together: We win when we rely on each other.
Own it: We show up, take initiative, and show pride.
The opportunity:
We’re looking for a data-driven and creative Senior Manager to take full ownership of some of our key paid channels. This role is perfect for someone who thrives in a startup environment—rolling up their sleeves, testing fast, scaling what works, and pushing boundaries to hit ambitious growth targets.
You’ll manage high-velocity campaigns across Meta, Google, YouTube, and emerging platforms, with direct access to our in-house production studio and a talented creative team to bring bold ideas to life. If you love pairing data with storytelling—and want to see your work drive measurable impact on thousands of students’ lives—this is your stage.
This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth.
What you’ll do:
Own end-to-end paid media strategy across Meta, Google, and potential new channels. From planning through launch, optimization, and scale.
Build and drive a continuous testing roadmap across different tactics, audiences, creative, messaging, and landing pages, translating results into actionable insights.
Manage our Search agency, holding them accountable to performance goals and roadmap execution.
Monitor performance daily, optimizing toward CAC and ROI targets while proactively identifying new growth opportunities.
Own weekly KPI reporting, surfacing trends, efficiencies, and scaling opportunities, and sharing learnings across the team.
Diagnose performance fluctuations and pinpoint the channel and business-level factors driving them.
Partner with the creative teams and external agencies to rapidly produce high-performing video, UGC, influencer, and static assets.
Stay current on platform updates, algorithm shifts, and industry trends to keep our paid social strategy ahead of the curve.
Drive new acquisition and full-funnel growth ideas, playing an active role in shaping and running experiments.
What you’ll bring:
4+ years of hands-on experience scaling paid social and paid search at a D2C startup, ideally managing $1M+ monthly budgets.
A track record of driving efficient growth (CAC, ROI, LTV) while scaling spend.
Strong project management skills, with the ability to handle multiple initiatives at the same time.
Comfort with tactical execution and strategic thinking—you can set the plan and run it yourself.
Sharp communicator, able to flag risks and opportunities to internal stakeholders and manage day-to-day agency relationships.
High attention to detail, with a habit of catching and preventing errors before they become problems.
Experience managing external creative agencies, briefing them effectively, and providing sharp, actionable feedback that helps them iterate toward higher-performing ads.
Ruthlessly analytical. You dig into performance data to uncover insights, and know exactly which levers to pull to optimize campaigns at scale.
Able to translate data into a clear narrative, making it actionable for both day-to-day decisions and broader team alignment.
Bonus points if:
You’ve worked in EdTech, healthcare, or another mission-driven B2C industry
You geek out over testing frameworks, UGC trends, and performance marketing communities
Interview Process:
Introductory call with Talent Acquisition team member
Interview with Hiring Manager
Take-Home Assignment
Virtual Panel Interview
On-Site Panel Interview
Benefits and Compensation:
Meaningful Equity Stake
Subsidized Medical, Dental, and Vision insurance plan options
401(k)
FSA, HSA and commuter benefits
-
Open vacation policy, including:
Guidance of 15 days PTO annually
Stepful closed the last week of December
15 work-from-anywhere days
10 public holidays observed for 2025
The target base salary range for this opportunity is $140,000 - $160,000, and is part of a competitive total rewards package including performance-based bonus, equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
Learning Program Manager
About Stepful:
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with . .
Our values:
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
Care first: We do whatever it takes for our students to succeed.
Learn quickly: We test, learn with data, and iterate.
Build together: We win when we rely on each other.
Own it: We show up, take initiative, and show pride.
The opportunity:
We are seeking a motivated Learning Program Manager to oversee the curriculum development and content delivery of our programs as we continue to grow! As a Senior Learning Program Manager, you will play a pivotal role in driving meaningful learning outcomes for our students.
This role reports into our Head of Learning.
What you’ll do:
Oversee content development projects, including refining existing programs and managing the successful launch of new programs
Lead a team of curriculum developers and subject matter experts to support content creation efforts
Establish and maintain rigorous quality control processes to ensure our educational programs consistently meet high standards of accuracy and relevance
Experiment with new content modalities to enhance student learning experience, including skills lab, simulation, etc.
Conduct and analyze data on program performance, learners engagement and outcomes. Use data driven insights to make informed decisions and drive program improvements
What you’ll bring:
5+ years of experience in program management or curriculum development, preferably in an education-technology environment
Experience in healthcare or nursing programs, and ability to break down complex technical concepts into digestible elements
Experience in instructional design, preferably in an online context
Thrive in a startup environment that requires scrappiness, resilience, and adaptability
Strong understanding of edtech, online pedagogy and adult learners’ needs
Analytical and data-driven decision making skills
Strong communication skills
Bonus points if:
You have worked in EdTech or nursing
You’ve supported adult learners online
You’ve worked or led a team of curriculum developers
You’ve managed end-to-end content development
Interview Process:
Introductory call with Talent Acquisition team member
Interview with Hiring Manager
Take-Home Assignment
Virtual Panel Interview
On-Site Panel Interview
Benefits and Compensation:
Meaningful Equity Stake
Subsidized Medical, Dental, and Vision insurance plan options
401(k)
FSA, HSA and commuter benefits
Learning stipend
-
Open vacation policy, including:
Guidance of 15 days PTO annually
Stepful closed the last week of December
15 work-from-anywhere days
10 public holidays observed for 2026
The target base salary range for this opportunity is $100,000 - $130,000, and is part of a competitive total rewards package including equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.
Please note we do not have a bonus structure at this time so all cash compensation will come in the form of base salary. The total compensation package will also include our benefits package and an equity (ISOs) package.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
Operations Support Manager
Senior Manager, Growth Marketing
Stepful
Online Training for Healthcare Jobs
Senior Manager, Growth Marketing
About the role
About Stepful :
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with . .
Our values :
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
-
Care first : We do whatever it takes for our students to succeed.
-
Learn quickly : We test, learn with data, and iterate.
-
Build together : We win when we rely on each other.
-
Own it : We show up, take initiative, and show pride.
The opportunity :
We’re looking for a data-driven and creative Growth Marketing Senior Manager to take full ownership of some of our key paid channels. This role is perfect for someone who thrives in a startup environment—rolling up their sleeves, testing fast, scaling what works, and pushing boundaries to hit ambitious growth targets.
You’ll manage high-velocity campaigns across Meta, Google, YouTube, and emerging platforms, with direct access to our in-house production studio and a talented creative team to bring bold ideas to life. If you love pairing data with storytelling—and want to see your work drive measurable impact on thousands of students’ lives—this is your stage.
This hybrid opportunity is based out of our NYC office, reporting directly into our VP of Growth.
What you’ll do :
-
Own end-to-end paid media strategy across Meta, Google, and potential new channels. From planning through launch, optimization, and scale.
-
Build and drive a continuous testing roadmap across different tactics, audiences, creative, messaging, and landing pages, translating results into actionable insights.
-
Manage our Search agency, holding them accountable to performance goals and roadmap execution.
-
Monitor performance daily, optimizing toward CAC and ROI targets while proactively identifying new growth opportunities.
-
Own weekly KPI reporting, surfacing trends, efficiencies, and scaling opportunities, and sharing learnings across the team.
-
Diagnose performance fluctuations and pinpoint the channel and business-level factors driving them.
-
Partner with the creative teams and external agencies to rapidly produce high-performing video, UGC, influencer, and static assets.
-
Stay current on platform updates, algorithm shifts, and industry trends to keep our paid social strategy ahead of the curve.
-
Drive new acquisition and full-funnel growth ideas, playing an active role in shaping and running experiments.
What you’ll bring :
-
4+ years of hands-on experience scaling paid social and paid search at a D2C startup, ideally managing $1M+ monthly budgets.
-
A track record of driving efficient growth (CAC, ROI, LTV) while scaling spend.
-
Strong project management skills, with the ability to handle multiple initiatives at the same time.
-
Comfort with tactical execution and strategic thinking—you can set the plan and run it yourself.
-
Sharp communicator, able to flag risks and opportunities to internal stakeholders and manage day-to-day agency relationships.
-
High attention to detail, with a habit of catching and preventing errors before they become problems.
-
Experience managing external creative agencies, briefing them effectively, and providing sharp, actionable feedback that helps them iterate toward higher-performing ads.
-
Ruthlessly analytical. You dig into performance data to uncover insights, and know exactly which levers to pull to optimize campaigns at scale.
-
Able to translate data into a clear narrative, making it actionable for both day-to-day decisions and broader team alignment.
Bonus points if :
-
You’ve worked in EdTech, healthcare, or another mission-driven B2C industry
-
You geek out over testing frameworks, UGC trends, and performance marketing communities
Interview Process :
-
Introductory call with Talent Acquisition team member
-
Interview with Hiring Manager
-
Take-Home Assignment
-
Virtual Panel Interview
-
On-Site Panel Interview
Benefits and Compensation :
-
Meaningful Equity Stake
-
Subsidized Medical, Dental, and Vision insurance plan options
-
401(k)
-
FSA, HSA and commuter benefits
-
Open vacation policy, including:
The target base salary range for this opportunity is $140,000 - $160,000 , and is part of a competitive total rewards package including performance-based bonus, equity and benefits. Individual pay may vary from the target range and is determined by a number of factors including experience, internal pay equity and other relevant business considerations.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
About Stepful
Stepful is on a mission to revolutionize vocational education. We train people with a high school education in 4 months or less and places them into healthcare jobs. Healthcare is the fastest growing industry in the US accounting for 40% of all jobs added including medical assistants, nursing assistants, and phlebotomists.
Chief of Staff
Stepful
Online Training for Healthcare Jobs
Chief of Staff
About the role
About Stepful :
Stepful is a workforce platform redefining how America's largest health systems build, train, and retain their talent. Since our founding in 2021, Stepful’s trained over 32,000 practice-ready healthcare workers.
Layering onto our successful direct-to-consumer training, Stepful partners with leading healthcare institutions to address the growing national shortage of healthcare workers. We’re improving access to quality healthcare for everyone, everywhere, and improving access to healthcare career ladders for those who need them most.
Our students form the talent pipelines for major employers such as NY-Presbyterian, Mt. Sinai, HCA, Providence, CVS, and Walgreens. We have partnerships with half of the top 10 health systems in the US and are in process with many more.
Stepful is backed by Y Combinator, Reach Capital, and AlleyCorp, with a recent $55M Series C led by Oak HC/FT. We were named the #1 EdTech company in the U.S. by TIME for 2025.
Our values :
We credit much of our success to our exceptional team. We’re looking for mission-driven builders who thrive in fast-paced, ambiguous environments, and embody our four core values:
- Care first : We do whatever it takes for our students to succeed.
- Learn quickly : We test, learn with data, and iterate.
- Build together : We win when we rely on each other.
- Own it : We show up, take initiative, and show pride.
The opportunity
As Chief of Staff, you will act as a trusted advisor and the operating right hand to Stepful’s co-founders, owning cross-functional problems and helping the leadership team run the company with focus, speed, and clarity as we scale. You will own the systems that keep the organization aligned (our rhythm of business, planning cadences, and leadership communications) while driving high-priority special projects. Rather than a fixed set of tasks, you will handle complex, evolving challenges, so success requires self-direction and the ability to create value without constant oversight.
This role reports directly to the CEO.
What you'll do
Act as a trusted partner to the co-founders and leadership team
- Maintain a bird’s-eye view of key initiatives and organizational health across Stepful; proactively surface risks, tradeoffs, and opportunities to leadership and drive teams to clear decisions
- Represent leadership’s thinking accurately and handle confidential information with sound judgment
- Set agendas and follow up on action items so leadership time is spent on the highest-priority items
Run the company’s operating system (“Rhythm of Business”)
- Translate leadership decisions and priorities into clear, actionable communication for the broader team (e.g., All Hands for both full-time and contractor teams)
- Facilitate quarterly and annual planning: Own and continuously improve Stepful’s core operating cadences (Monthly and Quarterly Business Reviews)
- Track company-wide KPIs and maintain the systems behind them, partnering with Finance to keep leadership’s source of truth accurate and up to date
Lead executive, board, and investor communications
- Draft Board materials and monthly investor updates, assembling the underlying data analysis
- Capture and communicate the state of the business clearly and concisely for both internal and external audiences
Drive cross-functional special projects end to end
- Own high-impact, cross-functional initiatives from problem definition through execution, working across teams like Learning & Operations, Growth, Product, Sales/Workforce Solutions, and more
- Dive into data and processes to find the insight that matters and turn it into action; build the analysis yourself where needed
- Support leadership on select external and partner relationships
- Set direction for company-wide events that celebrate wins and strengthen culture, partnering with the Employee Experience Manager to bring them to life (e.g., now-annual company-wide Stepfest offsite)
Examples of past special projects: Building strategic partnerships to expand student career opportunities; opening a new revenue-driving growth channel; measuring and communicating Stepful's social impact to investors; and rolling out internal AI tooling to improve productivity.
What you’ll bring
- 5+ years of experience, including in consulting, business operations, or a similar role at a high-growth startup.
- Highly analytical, with a structured approach to breaking down ambiguous problems; comfortable working directly with data
- Excellent written and verbal communication: clear, concise, and credible with senior and external audiences
- A strong collaborator who leads through influence and coordinates diverse stakeholders across levels and functions
- Sound judgment and discretion with confidential and sensitive information
- An owner’s mindset: you take initiative, drive work to outcomes, and hold a high bar for execution
- You thrive in a fast-paced, ambiguous environment and learn quickly through experimentation
- Passionate about Stepful’s mission: Empowering communities with accessible pathways to healthcare careers, regardless of background or circumstance.
ABOUT THE INTERVIEW
- Step 1: Screening Call with Recruiter
- Step 2: Intro Call with Current Chief of Staff
- Step 3: Take-home assignment & presentation
- Step 4: Onsite interview at office in SoHo, NYC
COMPENSATION
Base Salary: $140K - $160K
At Stepful, we're an equal opportunity employer and value diversity at our company. We do not discriminate based on race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
Stepful is proud to be an equal opportunity employer. We do not discriminate in hiring or any employment decision based on race, color, religion, national origin, age, sex, marital status, ancestry, disability, genetic information, veteran status, gender identity or expression, sexual orientation, pregnancy, or other applicable legally protected characteristic.
About Stepful
Stepful is on a mission to revolutionize vocational education. We train people with a high school education in 4 months or less and places them into healthcare jobs. Healthcare is the fastest growing industry in the US accounting for 40% of all jobs added including medical assistants, nursing assistants, and phlebotomists.
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