Braun Board

Account Executive

Monk · New York City, NY

Base
Not disclosed
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
3mo ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 2h agoon Monk's careers page

What Monk sells

Helps finance teams get paid faster

Finance teams at businesses that sell to other businesses still chase late payments with spreadsheets. Monk helps them collect the money they are owed, so a company gets paid sooner. The team spends less time on spreadsheets and more time on the work that matters.

In plain English, from their own job posts. Something wrong? Tell us

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The Braun Read

Proceed with caution

A few things here deserve a hard look before you spend time on it.

Pay
No pay listed at all.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Pipeline
Mostly self-sourced. Great if you like outbound, rough if you don't.
Time on market
Open 97 days. Ask why it's been hard to fill.
Company hiring
4 sales roles open, hiring at a steady pace.

Red flags

None spotted.

Worth asking about

  • Open 90+ days. This role has been posted for three months or more. Ask why it's been hard to fill, and whether anyone left it.

Green flags

None spotted.

Based only on what the posting says. Flags are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    This role has been open a while. What's made it hard to fill?

    The answer tells you what candidates saw that made them walk.

  2. 2.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  3. 3.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  4. 4.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  5. 5.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

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The role

Sell Monk's AI accounts receivable platform (billing, collections, payments) to mid-market B2B finance teams. You source your own pipeline via prospecting and cold calling, then run complex deals to close.

Mid-Market · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Finance teams at mid-market B2B companiesIn their words: “We automate billing, collections, and payments so finance teams can turn outstanding invoices into cash, faster.”
Company size:
Mid-Market

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

The posting doesn't list pay.

What is not disclosed

This posting doesn't tell you:

  • Base salary
  • OTE
  • Quota size
  • Quota attainment
  • Average deal size
  • Territory
  • Sales cycle length

The questions above cover the big ones.

Full posting
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. THE ROLE: We are looking for an experienced AE who can source and close midmarket deals. 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 - Prospecting & lead generation: Identify and target potential mid-market customers through any means necessary. Build relationships with mid-market prospects to drive pipeline and revenue.. - Negotiating & closing complex deal cycles: Manage the full customer lifecycle. Lead path-to-close with prospects, addressing their objections, concerns, and close deals. Navigate processes and stakeholders efficiently, working with other team members. - Develop Sales Strategy: Develop and improve strategies to meet or exceed revenue targets. - Help define sales motion: We’re an early and fast-moving team. Your work will directly impact how our GTM function operates and succeeds. - Collaborate cross-functionally: Work effectively across our company to shape Monk’s solution to meet customer needs. Collaborate closely with engineering team to stay updated on latest advancements and tailor solutions to meet client goals. WHAT YOU'LL BRING - 5+ years of experience and proven track record of selling complex software into mid-market industries, with ability to execute on a consultative, value-based selling methodology - Ability to independently manage a large pipeline running end-to-end complex deals. - World-class verbal and written communication abilities for stakeholders ranging from executives and direct users of Monk. - Winner mentality to contribute to the development of our sales process, culture, value proposition of Monk’s product and resources for the team to succeed. - Prospecting & lead generation: Proven track record of identifying and targeting prospects through research, networking, and cold calling. 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. Only results and attitude. WHAT WE OFFER - Competitive OTE with top equity - Full health/dental - Large qualified pipeline where it is yours to lose - Freedom and trust. You will own the full sales cycle and have real authority over how deals get done - Motivated teammates who ship fast and hold a high bar - Tools to succeed. Many resources from eng, product, partnerships poured into making you successful and close deals - Experienced founders with real traction and happy customers - An opportunity to help build 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.
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