We help B2B financial service companies verify business customers

Monetization Engineer

San Francisco, CA / New York, NY
Job Type
3+ years
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About the role

About Middesk Middesk enables every business to access the products and services they need to grow and thrive. If we can make it easy for a business to access financial products, hire new employees, and transact with other businesses, then we increase the odds of success for that business.

Our products provide accurate and complete information for financial services companies and make it easy for employers to establish their business with state and federal entities.

Our customers include Shopify, Affirm, Brex, Plaid, Mercury, Divvy, Rippling, Gusto, and others.

Based in San Francisco, CA, Middesk is backed by Sequoia Capital, Accel Partners, and Y Combinator.

The role You'll be our first Monetization Engineer. Middesk has reached a size where the complexity of our revenue-generation and collection systems requires full-time attention and iteration. You'll take care of tactical needs, and you'll help evolve our monetization systems to balance simplicity with sometimes complex customer pricing requirements.

This is how we see the role taking shape:

  • Own the monetization roadmap, including doing most of the requisite Engineering, and enlist support from other Engineering teams as needed.
  • Help Sales and Marketing shape our product-pricing structure by pushing to maintain invoicing-cycle simplicity while also meeting endemic pricing needs.
  • Partner with Finance and Sales and Marketing to understand then address important-and-urgent needs related to accounts receivable.
  • Ensure that invoicing cycles run smoothly each month. Address issues as they arise.
  • Understand our monetization strategy for all products, and create a roadmap that solves for them holistically.

While we're hiring a single Monetization Engineer now, you'll be supported by our Foundation Engineering team. And we'd like your help to shape the Monetization Engineering team as we expand it beyond one individual over the next year or so. Being the "only" means you'll not only spend time engineering, you'll also spend time acting as a pseudo-PM driving decisions around what's important and communicating progress with the company.

Some example projects we’ve completed recently or you may lead: Automate billing (as much as possible) via input to contract structure design, tooling recommendations / vendor analysis, and custom infrastructure (as required)

Build source of truth data tables of revenue, billing, contracts, usage in ways that other teams can easily query. E.g. use cases by team:


  • Understand revenue trends to build accurate forecasts
  • Calculate lifetime value (LTV) to compare to acquisition cost (CAC) to ensure efficient investments in growth

Account Management:

  • Receive notification in response to changes in customer growth rates as soon as they happen to
  • Proactively identify opportunities to up-sell existing customers.

Why you'll love it here

  • Customer First: We stay energized by solving real customer problems and make each interaction meaningful and embrace the challenging path to help our customers succeed.
  • Be an owner: We identify and tackle problems, take pride in our work, and measure impact. When we find an opportunity to improve the status quo, take it on!
  • Act with urgency and purpose: We move quickly and simplify things as we go. We solve the problems that we have today in ways that allow us to move even faster in the future.
  • Drive results together: We choose teamwork. We share our opinions, ask questions, understand where others are coming from, and move forward as a unified front.
  • Embrace the journey: We dream big and are open to taking risks. Innovation happens through optimism, positivity, rigorous thinking, and hard work.

Middesk is committed to equal treatment and opportunity in all aspects of recruitment, selection, and employment without regard to gender, race, religion, national origin, ethnicity, disability, gender identity/expression, sexual orientation, veteran or military status, or any other category protected under the law. As an equal opportunity employer; we’re committed to a community of inclusion, and an environment free from discrimination, harassment, and retaliation.

We are committed to providing a positive interview experience for every candidate. If any accommodations are needed during the interview process, please let us know by contacting careers @middesk.com.

Why you should join Middesk

Middesk is building the trust layer between businesses. Where trust between businesses used to rely on a handshake, building trust between modern companies requires tools that deliver complete and reliable data at scale. Middesk is on a mission to redefine how businesses build trusted relationships.

Today, there are no reliable and scalable solutions for understanding the legitimacy, trustworthiness, or credit capacity of a business. We're building the end-to-end solution for companies to verify, screen, and monitor their customers. To do this, we're looking for individuals who think about problems holistically and in-depth, who are relentlessly curious, self-starters, and determined to drive ideas from inception through to completion.

Middesk is a Y Combinator company and is backed by the top VCs in the world including Accel and Sequoia Capital. We’re led by an experienced team that has experience growing and scaling companies like Checkr and Zendesk.

Team Size:85
Location:San Francisco
Kyle Mack
Kyle Mack
Kurt Ruppel
Kurt Ruppel