Hiring Head of Checkr Pay | Checkr

Head Of Checkr Pay


Date listed

2 months ago

Employment Type

Full time





Total Funding

$149.0 million

Glassdoor Rating

4/5 (55 reviews)

About Checkr
Checkr’s mission is to build a fairer future by designing technology to create opportunities for all. We believe all candidates, regardless of who they are, should have a fair chance to work. Established in 2014 and valued at $5B, Checkr is using technology to bring hiring to the next level. Our People Trust Platform uses machine learning to help thousands of companies modernize their background check process and make hiring safer, more efficient, and more inclusive. Some of our customers include Uber, Instacart, Doordash, Netflix, Compass Group, and Adecco.

A career with Checkr is an opportunity to work with some of the best and brightest minds, disrupt an industry for a better future, and give otherwise overlooked candidates access to employment. Checkr has been recognized in Forbes Best Startup Employers and is a top Y Combinator company by valuation.

Checkr is looking for a Head of Checkr Pay to join and lead Checkr Pay, our new embedded worker payments product. Checkr Pay is already seeing strong demand and has significant cross-sell opportunities with Checkr’s larger base of customers. Checkr Pay started as part of Checkr X, our innovation program aimed at finding and bringing to market new product bets for Checkr. Think about joining a high growth startup within a startup! Checkr Pay rethinks how workers are paid in the gig economy, creating a new experience that better serves both gig platforms and workers alike. 

As a team designed to operate and iterate quickly, this role will require that its leader have a strong early-stage startup experience. These skills will support everything from customer acquisition, hiring a team, go-to-market (GTM) strategy to product development and iteration leveraging early customer feedback and worker feedback. 

The ideal candidate has a track record of building and bringing new products to market, managing cross functional teams, and working closely with startups and larger strategic customers to collect feedback and build solutions which solve their core challenges. It will be critical that the candidate has strong analytical skills and is excellent in developing creative/ out-of-the-box solutions for challenging business problems. As a senior leader, you will have a say in how we launch and grow Checkr Pay by reporting directly to the CEO and working closely with Checkr’s C-suite leaders. 

What you will do:

  • Product Strategy: Develop a compelling payments roadmap and strategy which differentiates Checkr in the market, including developing the key initiatives to support your strategy, leading an engaged product and engineering team.
  • Customer and Market Research: Research and document key customer challenges by building relationships with customers, market leaders, and subject matter experts (SMEs) in the fintech space.
  • GTM Ownership: Partner directly with Checkr’s GTM leadership team to design and scale an organization equal to the requirements of the growing pipeline including ownership of sales, customer success, implementation and technical solutioning.
  • Business Operations: Partner with Checkr Operations teams to design, rollout, and scale an efficient customer and worker support model that meets customer and earner expectations and reduces business risk.
  • Team Leadership: Build and mentor an agile and broad team in the development and execution of critical initiatives for this product line.

What you will bring:

  • Proven leader with at least 10 years of management experience and 5 years of product management experience
  • Experience founding or leading a startup highly desirable
  • Ability to thrive in a fast-paced, dynamic environment; comfortable managing with ambiguity
  • Expertise in FinTech is a plus with knowledge of the payments space, PSPs (payment service providers), money movement and the competitive landscape strongly preferred; also a basic understanding of the risk and regulatory requirements of the market is ideal
  • Intellectual curiosity, startup agility, and grit; flies both high and low with the ability to shift contexts, execute across all levels of the business, and lead by example
  • Outstanding analytical capabilities (quantitative and qualitative); ability to generate key insights and recommendations on critical payments topics
  • Excellence in structured thinking, developing sensible, creative solutions to challenging strategic business problems, as well as creativity and “out of the box” thinking that drives innovation. 
  • Ability to communicate strategy simply; ease with executive-level interactions; ability to create clear storylines that resonate with customers
  • Highly collaborative and a team player
  • Undergraduate degree required with technical concentration preferred; advanced degree or MBA desirable

What you will get:

  • A fast-paced and collaborative startup environment where we leverage the latest technology
  • Hands-on coaching and professional development from the CEO
  • Competitive compensation and opportunity for advancement – a true meritocracy
  • 100% medical, dental and vision coverage
  • Flexible remote work and PTO policies
  • Gym membership, transportation reimbursements
  • Significant Stock Options in one of the fastest growing companies in Silicon Valley
  • Catered lunch, dinner, and snacks

One of Checkr’s core values is Transparency. To live by that value, we’ve made the decision to disclose salary ranges in all of our job postings_. We use geographic cost of labor as an input to develop ranges for our roles and as such, each location where we hire may have a different range. If this role is remote, we have listed the top to the bottom of the possible range, but we will specify the target range for an exact location when you are selected for a recruiting discussion. For more information on our compensation philosophy, see_ our website.

The salary range for this role is $300,000 to $375,000.

Equal Employment Opportunities at Checkr
Checkr is committed to hiring talented and qualified individuals with diverse backgrounds for all of its tech, non-tech, and leadership roles. Checkr believes that the gathering and celebration of unique backgrounds, qualities, and cultures enriches the workplace.   _

Checkr also welcomes the opportunity to consider qualified applicants with prior arrest or conviction records. Checkr’s commitment to diversity extends to hiring talented individuals in spite of a prior criminal history in accordance with local, state, and/or federal laws, including the San Francisco’s Fair Chance Ordinance._

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