Open Positions

Sales Lead

US - Remote

 Your Mission, Should You Choose To Accept 

Join our passionate team of sales experts to solve a real-world problem, and help people spend less time managing expenses and more time pursuing their real goals. As we revolutionize the way people manage their expenses, being part of the Expensify team means building the easiest, fastest, and most efficient platform to automate everything expense-related.

Sales Lead At Expensify 

The Expensify Sales team is responsible for delivering an exceptional full-cycle sales experience and improving the future of our sales process and product, using a hands-on approach to understanding every aspect of the sales journey—from lead generation and account management to addressing client concerns. We work closely alongside a tight network of internal and external partners to manage companies looking to level up their expense process. 

About You 

  • You are able to discover and teach yourself the nuanced details of a complex, continuously changing product serving a sophisticated, international accounting audience.

  • You have attention to detail and an understanding of how small mistakes can have a large impact. You use this skill to improve processes making them more efficient and scalable.

  • You are a skilled communicator in both written and verbal format with the ability to simplify complex sales or product details for customers and teammates

  • You thrive in an environment with minimal supervision and can stay on task and find ways to fill your extra time constructively without a direct manager

  • You embrace change when the company changes and grow to ensure you get better year after year. 

  • You collaborate with enthusiasm and humility, without regard for whose idea is best, and celebrate being wrong as an opportunity for self-improvement.

  • You’re excited by our culture of Live Rich, Have Fun, and Save the World, and have an ambition you’re incredibly passionate about that Expensify can help you achieve.

Daily Focus and Responsibilities:

Sell Expensify Directly:

  • Convert new leads into paying customers by engaging meaningfully with prospects and showcasing our product’s best-in-class features.

  • Provide tailored support and solutions to address specific pain points for prospective customers.

  • Help set the standard for best practices by selling new products and features successfully, providing the foundation for team-wide scaling.

  • Create positive experiences for partner accounting  firms and their clients, ensuring smooth communication and seamless integration of features.

Collaborate on Product Initiatives

  • Articulate and document product feedback from customers and leads, clearly identifying areas for improvement.

  • Partner with our Product team to find and create solutions to challenges raised by customers or your fellow teammates, contributing valuable insights from a sales perspective.

  • Participate actively in product discussions, ensuring customer needs are represented.

Leadership:

  • Take the lead with our external vendors, overseeing tasks and ensuring successful execution of team objectives.

  • Set the bar for excellence, sharing your sales strategies and encouraging others to adopt best practices.

  • Assist in managing team responsibilities, ensuring seamless collaboration across members the team.

Level Up the Team:

  • Identify areas where our sales processes can be improved—whether they’re outdated, over-complicated, or just not cutting it.

  • Champion the effective use of sales tools like HubSpot and Gong, especially as we integrate new ones.

  • Bring a creative mindset to your team, encouraging experimentation with new sales strategies and techniques to stay ahead of the curve.

We’re Looking For Someone Who Can 


We’re on the lookout for someone who’s more than just great at sales—we want someone who thrives in a dynamic environment and isn’t afraid to innovate. The ideal candidate will have:

  • Confident and Effective Communication Skills: Whether you're engaging with colleagues or demonstrating our product to clients, your communication will be clear, persuasive, and impactful.

  • A Results-Oriented Mindset: You’re driven by closing deals and focused on turning leads into loyal customers.

  • Collaborative Spirit: You bring a positive, humble attitude to conversations, and add value through your ideas and feedback.

  • Problem-Solving Ability: You’re a critical thinker who asks the right questions, identifies challenges, and implements smart solutions. 

  • Adaptability: As our product and processes evolve, you’ll need to keep pace and adjust your approach accordingly. Your adaptability also shines through in how you interact with leads from different industries and backgrounds.

Compensation & Benefits

  • Full-time, salaried position

  • 401k with employer match

  • 100% Medical/Dental/Mental Health support/Vision contributions

  • $20k annual family planning benefit through Carrot

  • Up to three months of fully paid parental leave, with up to six months for birthing parents

  • Commuter benefits

  • Flexible vacation policy

Next Steps

Like what you see? Applying is easy, but it takes time. See, while we know you're awesome, it's actually really hard and time-consuming to find you in the midst of literally hundreds of other applications we get from everyone else. So this is where we're going to ask our first favor: can you make it really easy and obvious how great you are, so we don't accidentally overlook you? There are many ways to do that, but the easiest way to help us out is by answering the following questions:

  1. When did you first begin working in sales, and what is your proudest success story of converting a lead into a long-term customer?

  2. How would you handle a situation where a prospect or customer claims that our product hasn't resolved inefficiencies in their expense management process, even though you know our current suite of features can meet their needs? What steps would you take to address their concerns and demonstrate the value of our solution?

  3. Can you describe a time when you handled a particularly challenging sales situation with a prospect or customer? What obstacles did you face, and what specific strategies did you use to successfully close the deal or resolve the issue?

  4. What do you want to do with the rest of your life, and how is Expensify a step toward your long-term goals? (We’re serious, we want to know! Share what you’re comfortable sharing, but we are a group of ambitious individuals building a community of people who want to achieve success in every aspect of our lives, and we encourage employees to figure out how they can use Expensify to realize their personal goals with the support of the company around them.)

  5. How did you hear about us? A job posting? Chalk on a sidewalk? From a friend? Let us know where you saw this opening.

Please note that we are only looking for candidates who are based in the US

Resume not your thing? That’s great, we don’t really read them anyway! Forward your responses to the questions to apply@expensify.com. We're excited to hear from you!

Meet Our Team

From San Francisco to Portland and London to Melbourne, we’ve got one hell of a team that just can’t stop growing. We’re collaborators, innovators, friends, and for a month each year, travel buddies. Meet our diverse team of Expensifiers!

Meet Our Team