Braun Board

Enterprise Account Executive

Greenboard · New York City, NY

Base
$225K–$350K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
22d 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 Greenboard's careers page

What Greenboard sells

One place for a firm's compliance work

Financial firms like hedge funds and private funds have many rules to follow, and they often track that work with a mix of old, separate tools. Greenboard brings compliance work and data into one place, so firms can replace those tools. The result is less risk of missing a rule, a simpler setup, and lower costs.

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

More Security companies →

The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
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 21 days.
Company hiring
3 sales roles open, hiring at a steady pace.

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 OTE, and what did the median rep earn last year?

    Base is what you're guaranteed. OTE and the median show the upside.

  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.

Josh's top five questions for any sales interview →

Going for your first AE role? Get the free interview kit → 24 questions, what good and bad answers sound like, and an offer comparison sheet.

Got an offer from Greenboard? Not sure about it?Ask me. I read every message myself. · JoshAsk Josh
+ Add offer details (optional)

Goes straight to my inbox. I never share it with employers or recruiters.

The role

Sell Greenboard's AI-native compliance platform to mid-market and enterprise financial firms (RIAs, fintechs, private funds). Work inbound leads plus heavy outbound prospecting, then run multi-stakeholder deals through procurement. NYC-based.

Enterprise · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Compliance, legal, finance, and operations teams at financial firmsIn their words: “Compliance, legal, finance, and operations all get a say, each measures the purchase differently”
Industry:
Financial servicesIn their words: “Greenboard is the unified, AI-native compliance operating system for RIAs, fintechs, private funds, hedge funds, and more.”
Company size:
Enterprise

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$225K–$350K base

What is not disclosed

This posting doesn't tell you:

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

The questions above cover the big ones.

Full posting
ABOUT GREENBOARD At Greenboard, we're building the future of financial compliance. Greenboard is the unified, AI-native compliance operating system for RIAs, fintechs, private funds, hedge funds, and more. It replaces the fragmented mix of legacy tools and automates more than previously possible. By centralizing data and workflows, Greenboard helps firms reduce regulatory risk, simplify their technology stack, modernize how they run compliance, and save money. Our founding team includes engineers who have scaled products at Amazon, Google, and multiple unicorn startups. We're backed by Y Combinator, General Catalyst, Base10, and other top-tier investors, and have raised over $20M to date. Brand-name financial institutions already rely on Greenboard, and we're growing fast. ABOUT THE ROLE Greenboard has product market fit and is growing week over week. Brand-name financial institutions run compliance on us, the category is moving our way, and demand is growing faster than we can hire. Good inbound lands every week, but beyond that is a much larger market that will never raise its hand on its own. You'll work both, and we expect you to be as fast on a warm lead as you are willing to be on a cold one. You’ll own the sales cycle from first touch to signature across mid-market and enterprise accounts, partnering with BDRs to build pipeline and break into larger accounts. These are complex deals once they open. Compliance, legal, finance, and operations all get a say, each measures the purchase differently, and the buyer is usually replacing several legacy vendors at once. Discovery and multi-threading matter more here than demo polish. You'll join a proven motion and a new revenue leader sharpening it for scale, and what you hear on your calls will move messaging, target segments, and what we build next. The market in front of you is far bigger than the team covering it today, which is the whole reason this seat is open. WHAT YOU'LL OWN - The full sales cycle. Outbound prospecting through close across mid-market and enterprise accounts, with the number in your name - Pipeline, inbound and outbound. Inbound is a meaningful part of our growth today, and you’ll move quickly and thoroughly on every opportunity that comes in. You’ll also build a pipeline through cold calls, email, social, partnerships, conferences, and other outbound channels. - Multi-stakeholder deals. Structured discovery, multi-threading, and positioning value to compliance, legal, finance, and operations - Deals through diligence. Procurement, security review, and vendor onboarding at regulated firms, working with product and leadership to unblock what stalls - Feedback into the playbook. Run outbound tests, sharpen objection handling, and bring market signal back to sales leadership and product WHO ARE YOU? - Hungry. You work your assigned leads thoroughly, you do the outbound when nobody is checking, and you do not need the process to exist before you start. - Accountable. You own the number and the forecast, you call the misses early, and you do not need to be managed to either - A learner. You take coaching directly, run the experiment, and incorporate changes quickly - Commercially sharp, with strong judgment on deal strategy, prioritization, and negotiation - A clear, concise communicator who builds trust quickly with executives and operators - Curious about financial infrastructure, compliance, and how modern businesses manage operational risk - Located in NYC QUALIFICATIONS - 4 to 8 years carrying a quota, closing $100k to $500k ACV B2B SaaS deals - Have built your own pipeline from cold and sustained it weekly, through list building, cold calls, cold email, and social, rather than only working inbound or an BDR list - Run complex, multi-stakeholder sales processes from discovery through procurement and close - Forecast accurately, keep CRM hygiene without being asked, and work from data - Bachelor's degree or equivalent practical experience - Based in NYC or willing to relocate to work from our New York office NICE TO HAVE - Sold into financial services, especially RIAs, broker-dealers, or private funds - Sold a product that rips out multiple incumbent vendors rather than adding one more tool - Early-stage experience where the playbook did not exist yet BENEFITS - 401(k) with 5% company match - Medical, dental, and vision coverage - 15 days PTO + 11 company holidays + flexible sick time - 2 additional PTO days for each year of service (up to 10 additional days) - 10 remote days per year plus additional around the holidays - Bi-annual off-sites and team retreats - Front-row seat to building the operating backbone of modern finance
Apply →