Founding Recruiter
Monk
Founding Recruiter
Monk
AI-powered accounts receivable platform automating invoicing
Monk is an AI-native accounts receivable (AR) platform for B2B companies helping businesses get paid fast.
The AR stack is broken. Finance teams still chase payments with spreadsheets, reconcile AR in spreadsheets and use software that was built a decade ago. We think this is one of the largest, most ignored problems in B2B software. Trillions of dollars sit in outstanding invoices and the tools to unlock cashflow are stuck in the past. We are rebuilding Monk with AI, speed, and real craftsmanship.
We are already doing this for over $1B of accounts receivables. We are backed by leading investors and our founders bring significant experience to our company (more here).
We are early, the upside is enormous, and the hardest, but also the most rewarding work is ahead of us.
Own Monk's talent engine end-to-end: how we find, evaluate, close, and onboard the exceptional people who will build the company.
You will partner directly with founders and hiring managers to turn company priorities into hires. This is a generalist role with an immediate focus on engineering and GTM: finding exceptional builders while building the systems, candidate experience, and hiring culture that let Monk scale.
This is one of Monk’s most important functions. The people you bring in will determine what we can build, how fast we move, and whether we win.
Own full-cycle recruiting across Monk: role intake, sourcing, outreach, assessment, coordination, and onboarding. Engineering is the immediate priority; over time, you will hire across product, GTM, operations, and leadership.
Build exceptional engineering pipelines: Map target companies, technical communities, and emerging talent; find people others miss; run thoughtful outbound; and earn responses from high-agency technical candidates who have many options.
Partner with founders and hiring managers on every search: Sharpen the profile, calibrate the bar, design the process, bring market intelligence and candidate signals to decisions, surface tradeoffs early, and keep the team moving with urgency.
Build Monk’s recruiting operating system: interview loops, scorecards, sourcing workflows, candidate data, referrals, agency relationships, and funnel reporting. Make the system faster and more rigorous with every hire.
Create a candidate experience that reflects Monk: Tell a compelling, honest story about the work and team; run a high-signal process; and make every candidate leave respecting the company.
Automate more of your role: Use AI, automation, and great tooling to create more leverage, spend your time on the work that matters, and help Monk hire the best people faster.
4+ years of full-cycle recruiting experience, including technical hiring for high-growth startups or similarly demanding environments.
A demonstrable track record of sourcing exceptional engineers. You understand how strong builders evaluate a company and can earn their attention.
Experience building or materially improving recruiting processes, systems, and data. You are comfortable owning an ATS and using funnel data to find and fix bottlenecks.
Exceptional judgment. You can distinguish signal from polish, hold a high bar, and give founders and hiring managers clear, direct advice.
AI-native. You use AI and automation daily to research, source, personalize, and operate at higher leverage.
An owner. You don't wait for perfect requirements or file tickets. You find the constraint, fix it, and make sure it doesn't happen again.
Excited to build in person in Flatiron, NYC.
have been a founding or early recruiting hire at an exceptional startup.
have recruited engineers for developer tools, AI, fintech, infrastructure, or other technical products.
have built a talent brand, community, or recruiting-event motion that helped a company win hard-to-reach candidates.
have experience with Ashby.
Ownership and craft: We own our work end to end and obsess over getting the details right. We believe that our Customers deserve the best possible outcomes and we strive to produce work that would get a 12/10 reaction from either our Customers or members of our team. Ownership is also knowing when to go deep on a problem and when to move fast. And when the v1 is live - we own all follow-through until it is perfect
Speed and urgency: We ship daily. We act now. Not tomorrow and not the end of the week, but today - this hour. We love shipping fast to delight our Customers
Radical clarity: We believe in getting to the truth. It is important that all of us reason from the same version of reality (the truth) so that we can get the best result. We strive to get the truth by any means necessary. This means being open to feedback, obsessing over improving from our mistakes and clear communication
A broken market and a real shot at owning it. AR is huge, ignored, and ready to be rebuilt. We're early and the surface area is enormous
$T+ market and max EV from a single AR wedge
No clear winner has emerged in this massive category. It can be us
Insulated from labs. This workflow is complex, too many integrations are required and the last mile in AR is too bespoke for general purpose models
Hard problem worth solving. Revenue intelligence is challenging and inherently unsexy. Frankly, there are fewer strong companies in our space and we are building the most talent-dense team
Undeniable $ROI that allows us to clearly illustrate value to Customers, and embeds us into integral workflows
Our unfair advantage: We have ex-finance founders that have previously exited, scars and learnings from those experiences, an eng-first culture and late-mover advantage
You want to be a founder someday. We are sharing everything we’ve learned building our past companies (25% of the team are 2nd time founders). One of our primary goals is to help you become a founder and create a place where you do your life’s best work (see more here)
Real ownership and an opportunity to 10x your learning curve. You will see your work go to production and deliver results for Customers, fast. Your own experience is the greatest teacher and at Monk we are maximizing the # of times you get to have valuable experiences
Build at the frontier of applied AI and solve hard problems. You are curious about AI and do not want to miss this moment building at the frontier
Experienced founders that have exited before and a motivated team that is all-in
Competitive salary and meaningful equity
Medical/dental/vision, flexible paid time off and dinner stipend
Beautiful office in Flatiron, New York
Category defining companies are built with exceptional people. Our team is one of the products we're shipping = come help build it.
Monk offers an AI-native accounts receivable platform that automates the contract-to-cash workflow, including invoicing, payment reminders, and collections, and connects with ERP and accounting systems. It uses AI and machine learning to predict late payments, flag high-risk accounts, and prioritize collection efforts to reduce days sales outstanding and minimize bad debt. The system provides real-time cash flow insights, automated payment matching, and personalized dunning messages to speed up collections. Its target clients include SaaS companies and SMBs seeking better cash flow, more accurate forecasting, and frees finance teams to focus on strategic tasks.
Explore more opportunities at Monk