Account Executive

Account Executive

Monk is an AI-native accounts receivable platform for B2B companies. We automate billing, collections, and payments so finance teams can turn outstanding invoices into cash, faster.

We believe the AR stack is broken and the finance function deserves much better. We are bringing AI, speed, and real craftsmanship to a space that has been ignored for too long.

We are looking for AEs who can source and close. Not someone who needs a BDR to fill their entire pipeline or a manager to tell them what to do. We need people who have done this at a startup before, crushed their number, and want to do it again at a company where everything is still being built. We do not care about your education, age, or past titles. All that matters is your track record and whether you can win.

What you will do

• Own the full sales cycle from prospecting to close. You source your own pipeline and you close your own deals

• Sell into B2B companies (startups and mid-market)

• Run discovery, demos, technical validation, and negotiation

• Work directly with the founders on GTM strategy, messaging, and pricing

• Be the voice of the market back to product and engineering. What you hear on calls shapes what we build

• Build the sales playbook from scratch. There is no existing motion for you to inherit

• Leverage AI at every step: prospecting, outreach, call prep, follow-ups, pipeline management

Who you are

• 2-5 years of full-cycle closing experience at a VC-backed startup, ideally as a founding or early AE

• You have exceeded quota before and can point to specific numbers

• You have sold into companies of similar size and deal complexity

• You have won deals on hustle and product, not brand

• Owner. You do not wait to be handed leads. You find them, qualify them, and close them

• You thrive in chaos. You have worked at a company between 10 and 100 people and you were comfortable when nothing was defined

• Strong communicator. You can run a compelling demo and hold your own in a room with a CFO

• AI-native. You default to using AI to move faster, write better outreach, and manage your pipeline more efficiently

• Excited to build in person in Flatiron, NYC

What we do not need

• Domain expertise in finance or AR. Any B2B SaaS background works. We will teach you the space

• Logo pedigree. Schools and marquee company names are not what we select for

Why join

• Competitive OTE plus meaningful equity and full health/dental

• Freedom and trust. You will own the full sales cycle and have real authority over how deals get done

• We are all in. Expect motivated teammates who ship fast and hold a high bar

• Experienced founders with real traction and happy customers

• You will not be buried in a sales org. You will be building the sales org

• Build in person in Flatiron, NYC. It is more fun

We hire for intensity, craft, and attitude. Everything else can be learned.