Braun Board

Account Executive, Mid-Market

Middesk · Hybrid · New York, NY

Base
Not disclosed
OTE
$200K–$230K
Quota attainment
Not disclosed
Posted
12d 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 Middesk's careers page

What Middesk sells

Confirms business identities for banks and lenders

Banks and lenders need to know a business is real before they open an account or lend it money. Middesk checks a company's details against trusted records, so the bank can see exactly who it is dealing with. That means new business customers can be approved faster, with less risk.

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

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The Braun Read

Worth a look

Solid on the basics. Use the first call to fill in the gaps.

Pay
OTE is listed. Ask what the base is.
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 11 days.
Company hiring
3 sales roles open, hiring at a steady pace.

Red flags

None spotted.

Green flags

  • Publishes OTE. It tells you the on-target earnings up front. Most postings don't.

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.

    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.

  2. 2.

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

    Tenure shows whether people stay long enough to get paid.

  3. 3.

    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.

  4. 4.

    Who sits with reps and reviews calls each week?

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

  5. 5.

    What's the base, and how is the rest paid out?

    OTE without a base doesn't tell you what you can count on.

  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

Hunt net-new banking, lending, fintech, and payments logos for Middesk's business verification and compliance platform, owning the full cycle with senior product, compliance, and risk stakeholders. NYC hybrid.

Mid-Market · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Product, compliance and risk leadersIn their words: “building relationships with senior stakeholders in product, compliance, and risk”
Industry:
Banking, lending, fintech and paymentsIn their words: “expanding its presence in the banking, lending, fintech, and payments sectors”
Company size:
Mid-Market

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$200K–$230K OTE

What is not disclosed

This posting doesn't tell you:

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

The questions above cover the big ones.

Full posting
ABOUT MIDDESK: Middesk is building the data and intelligence infrastructure that helps businesses work together with confidence. We started by creating a comprehensive platform for understanding businesses, bringing together authoritative and proprietary data to help customers verify business identities, onboard customers faster, and manage risk throughout the customer lifecycle. Today, Middesk is used by more than 700 banks and fintechs, and in 2025 we verified more than 7 million companies. We've also expanded beyond business verification to help companies form, register, manage, and maintain their businesses, supporting more than 50,000 companies in setting up over 100,000 accounts required to hire employees, run payroll, and stay compliant. Middesk came out of Y Combinator, and is backed by Sequoia Capital, Accel, Insight Partners, and Canapi. We're proud to be named on the Forbes Fintech 50 and Best Startup Employers lists. ABOUT THE ROLE: Middesk is expanding its presence in the banking, lending, fintech, and payments sectors, and we're looking for an Account Executive to drive new business growth in these key markets. This role is focused on hunting new logos—identifying, engaging, and closing net-new customers who can benefit from Middesk’s solutions. You’ll own the full sales cycle, building relationships with senior stakeholders in product, compliance, and risk, while developing acquisition strategies to penetrate new accounts. Additionally, you'll provide valuable market feedback to influence Middesk’s product roadmap, ensuring we continue to meet the evolving needs of our customers. We follow a hybrid work model, and for this role, there is an expectation of 3 days per week in our NYC office. Candidates should be based within a commutable distance, as we believe in the value of in-person collaboration and building strong team connections while also supporting flexibility where possible. WHAT YOU’LL DO: - New Business Focus: Drive pipeline growth and close new business within a set list of target accounts while actively hunting for new opportunities. - Strategic Engagement: Develop tailored engagement plans for senior leaders within key accounts, fostering strong relationships and identifying new partnership opportunities. - Thought Leadership: Position yourself as an expert on business identity, compliance, and risk, providing valuable insights to support customers’ strategic goals. - Product Knowledge: Gain deep knowledge of Middesk’s offerings to communicate their value effectively across a variety of use cases and business needs. - Sales Process Management: Lead the end-to-end sales cycle—from initial outreach to solution evaluation in collaboration with Solutions Engineering, ensuring a smooth handoff to Account Management for long-term growth. - Customer Advocacy: Act as a trusted advisor to customers, advocating for their needs within Middesk and supporting Account Management in driving account expansion. WHAT WE’RE LOOKING FOR: - B2B Sales Experience: 3+ years in a quota-carrying and closing Account Executive role, with a proven track record of exceeding revenue targets in complex sales environments. - Complex SaaS Sales: Experience selling complex SaaS solutions across multiple stakeholders and decision-makers within an organization. - Startup Experience: Previous experience in a high-growth, fast-paced startup environment. We are Series B 150 employees - Strategic Sales Approach: Ability to create tailored solutions for complex buyer journeys and adapt strategies to varied customer needs. - Relationship Building: Proven experience developing relationships with executive-level stakeholders and influencing buying decisions in cross-functional organizations. - Entrepreneurial Spirit: Demonstrated ownership and initiative in navigating a fast-paced, evolving environment; adaptable and impact-oriented. - NYC-Based Hybrid Work: Located in the NYC area, with availability for in-office Tuesday, Wednesday and Thursdays as part of our hybrid model. - Educational Background: Bachelor’s degree preferred. NICE-TO-HAVE: - Industry Knowledge: Experience targeting financial services, fintech, or payments clients, with familiarity in compliance or risk management preferred.
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