[Hiring] S&O Senior Associate @Clipboard

Role Description

The Strategy & Ops Senior Associate role is an experienced generalist role at Clipboard suited for the “all-around athlete” type who can do it all and wants exposure to a range of problems and opportunities. You’re likely someone who’s interested in and capable of solving different problem types – you’re resourceful, adaptable, and confident you can figure it out if you can sink your teeth in deep enough.

Your first “tour of duty” will be on the Billing team. The specific projects you take on will depend on your strengths and what we learn during the recruiting process and your first days at Clipboard; that being said, here is a list of example initiatives to give you an idea:

• Build an internal predictive analytics model and corresponding underwriting process to catch bad payers early with high accuracy to inform our contracting decisions and risk mitigation tactics.
• Research, vet, and onboard a new vendor that embeds AI agents into our customer-facing collections efforts.
• Redesign our process for converting workplaces to new methods of payment, such as getting customers who send checks to start paying us via eCheck to speed up the cash conversion process.
• Manage a team of Billing Account Managers.

Our most immediate need right now is on the Billing team. The TLDR is that we want to maximize our profitability by collecting money as fast as possible and minimizing losses, while preserving the customer experience, all in service of reliably converting revenue into cash (the lifeline of a capital-intensive business like ours).

Billing is doing the critical work of converting our revenue into cash that we put in the bank. Otherwise, money we cannot collect is money we’ve already burned. With thousands of customers operating in different regulatory environments, under different conditions, with nuanced capital structures and corporate setups, and using varied complicated processes…this can be hard to do at scale.

Optimizing collections is critical to make sure Clipboard is generating sustainable, high-quality growth and turning top-line revenue into cash that we use to service or grow other parts of the business, and you will help us do that.

Qualifications

• Insatiably curious and notice non-obvious clues and patterns.
• Roll up their sleeves and go to the source.
• Bring a tenacity and persistence to problem-solving.
• Bounce back from failure quickly.

Requirements

• A reliable laptop/desktop (no Chromebooks or Linux OS).
• Minimum 20 Mbps wired internet connection.
• Wired headset for clear communication.
• A quiet, distraction-free workspace.
• Stable power and internet connectivity.

Benefits

• 100% Remote – Always. Work from anywhere in the world.
• Fast-Paced Startup Environment. Join a company that values curiosity, independence, and growth.
• A Hiring Process That Rewards Skills, Not Just Experience. Every applicant gets a fair shot—our selection is based on real-world problem-solving ability, not just credentials.
• Opportunity to make a significant impact with our workplace customers.

Hiring Process

• Application
• Case Study 1
• Interview 1
• Case Study 2 [OPTIONAL]
• Interview 2 [OPTIONAL]
• Interview with Head of Operations
• Interview with Head of People