Full-Time

Head of Customer Success

Posted on 9/12/2025

Propel

Propel

51-200 employees

Free mobile app for benefits management

Compensation Overview

$200k - $280k/yr

+ Bonus

Remote in USA + 1 more

More locations: Brooklyn, NY, USA

Remote

Remote-first role; headquarters in Brooklyn with satellite offices in SF, LA, and Salt Lake.

Category
Sales & Account Management
Requirements
  • A strong product mindset - experience driving alignment across sales, marketing, engineering, and product to deliver results and a willingness to get your hands dirty to understand our internal systems and tools
  • 10+ years of customer success, account management, or partnership experience in a high-growth start-up environment
  • 5+ years of driving consultative sales experience for a two sided Marketplace product
  • 3+ years of experience leading and managing an account management team with varying degrees of experience (junior to senior level)
  • A proven self-starter comfortable navigating ambiguity
  • Deep knowledge of customer success best practices and experience coaching others
  • Existing knowledge or ability to quickly learn vertical-specific trends, business models, market opportunities, and metrics
  • A data driven mindset - strong problem-solving and quantitative analytical skills
  • Passion for building a business with a strong social mission at the intersection of private and public sectors
Responsibilities
  • Drive our client strategy. Partner with CSMs to refine account strategies and ensure we hit ambitious annual growth targets across existing accounts. Design and implement GTM playbooks (pricing, QBRs, etc). Lead on GTM narratives and pitches when launching new products and initiatives.
  • Lead a high-performing team. Coach our team of Customer Success Managers (CSMs) as they set account strategies, handle complex client situations, and seek opportunities to grow revenue. Support team growth and career development while establishing clear performance standards so team members know when they are exceeding, meeting, or falling short of expectations.
  • Align GTM and Stakeholder Priorities. Build strong relationships with Sales, Marketing, Product, and Design teams to deliver results. Advocate for the customer success team’s interests and needs with cross functional partners. Manage and protect the customer success team’s time, bandwidth, and focus.
  • Own and scale our systems. Work with Product to identify tools and platform improvements that help scale excellent customer experiences. Work with BizOps and Data to develop practices and processes for analytical problem-solving, insights, and reporting. Build systems to advise customers on campaign setup, optimization, and growth.
  • Set the targets. Establish goals that push the team to a new level of growth and success, with metrics to measure individual and team performance. Partner with BizOps to ensure account-level goals ladder up to ambitious but achievable team targets.
  • Drive us forward: Deliver account-level reporting to leadership that ensures we have a strong understanding of the health of the business and high-fidelity forecasts. Own a 12-month hiring plan to align with segmentation, portfolio balance, and business development pipeline.

Propel builds and operates a free mobile app called Providers that helps low‑income Americans manage welfare benefits, save money, and earn income. The app provides instant EBT balance checks, removing the need to call a help line, and offers personalized coupons, resources, and job postings that fit different schedules, from gig work to full‑time roles. Propel likely earns revenue through partnerships with businesses that supply the tailored deals and job opportunities featured in the app, while keeping the service free for users across all 50 states and 3 territories. A key goal is to raise awareness about Medicaid churn during post‑pandemic unwinding and to meet users where they already are to help them navigate the safety net more effectively.

Company Size

51-200

Company Stage

Grant

Total Funding

$88M

Headquarters

New York City, New York

Founded

2014

Simplify Jobs

Simplify's Take

What believers are saying

  • 68% of users report improved financial health; 62% reach main financial goals using platform.
  • Papa Murphy's pilot partnership expands merchant ecosystem; April Tax Solutions deepens financial wellness.
  • EBT security features and fraud monitoring reduce theft risk, increasing user trust and retention.

What critics are saying

  • EBT skimming theft surge erodes security claims; users migrate to state portals or competitors.
  • Chime's SpotMe and cash advances directly undercut Propel's deals and job postings with instant liquidity.
  • USDA blockchain-based EBT cards by 2027 render state portal scraping obsolete, forcing costly rebuild.

What makes Propel unique

  • 5+ million users across all 50 states managing EBT, SNAP, WIC, and cash benefits in one app.
  • Integrated job marketplace and exclusive deals from major retailers like Walmart, Amazon, Instacart.
  • Free tax filing partnership with Code for America connecting users to federal tax credits.

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Your Connections

People at Propel who can refer or advise you

Benefits

Generous vacation policy

Unlimited sick days

Medical, dental, & vision coverage

401k with employer match

16 weeks parental leave

New tech tools

Remote first

Growth & Insights and Company News

Headcount

6 month growth

1%

1 year growth

1%

2 year growth

1%
InvestorsObserver
Sep 29th, 2023
Papa Murphy's® is First Quick-Service Restaurant to Partner With Providers App

VANCOUVER, Wash., Sept. 29, 2023 (GLOBE NEWSWIRE) -- Papa Murphy's Take 'n' Bake Pizza is pleased to announce a pilot partnership with Providers by Propel, the #1 app for EBT users to discover savings and effectively manage their benefits.

PYMNTS
Aug 2nd, 2023
Pathward And Dash Solutions Debut Real-Time Payments Tool

Banking-as-a-service firm Pathward and payments company Dash Solutions are giving their partnership another five years. And with that extended partnership, the companies announced in a news release Wednesday (Aug. 2), comes a new tool: SpendIT SendIT, which lets consumer payees use or move their funds to other accounts they own. “Together, we are tapping into an unmet need in embedded finance that few banks and payments providers have been able to solve for, and the solution aims to deliver swift disbursement and access to funds,” Pathward President Anthony Sharett said

IT News Africa
Jul 11th, 2023
Propel secures €2.5 million in funding to drive growth and support Tech talent communities

Propel, an African startup headquartered in Berlin, has successfully raised €2.5 million in seed funding.

Medium
Jan 23rd, 2023
Free Tax Filing on Providers. We are very excited to announce the… | by Propel | Jan, 2023 | Medium

When simplified tax filing became an option in 2020, Propel, Inc partnered with Code for America to help connect Providers users to resources like getCTC in order to receive federal tax credits and stimulus payments.

CPA Trendlines
Jan 18th, 2022
Tax Solutions partners with Joinpropel

April Tax Solutions Inc., calls itself a tech-powered tax platform that simplifies the filing process and integrates tax preparation into broader financial wellness, launched operations today, in partnership with leading financial institutions such as Propel.

INACTIVE