Braun Board

Sales & Business Development Representative

Weekday AI · New York, NY

Base
Not disclosed
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
12mo 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 Weekday AI's careers page

The job

What you'd do
Prospect, qualify, and close new B2B deals for technology, AI, and digital solutions, and manage renewals and upsells. Run discovery calls and demos, working alongside Account Executives. Based in New York.
Who you'd sell to
Still reading the posting. Check back within the hour.
Where deals come from
Mostly you. Expect a lot of outbound: cold calls, emails and LinkedIn.

The Braun Read

Ask hard questions

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

Pay
No pay listed at all.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Time on market
Open 361 days. Ask why it's been hard to fill.
Company hiring
10 sales roles open, hiring at a steady pace.

Red lights

None spotted.

Yellow lights

  • 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 lights

None spotted.

Based only on what the posting says. Lights 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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Full posting
This role is for one of the Weekday's clients - JD Requirements We’re building a high-performing Sales and Business Development team in New York to help companies leverage modern technology, AI, and digital platforms to scale faster. This role is ideal for ambitious sales professionals who thrive in a dynamic market and want to grow within a high-energy, results-driven organization. Key Responsibilities - Prospect, qualify, and close new business opportunities across assigned territories or verticals. - Partner with Account Executives and Sales Leaders to execute go-to-market strategies. - Lead discovery calls, product demos, and proposal discussions with clients. - Manage renewals and upsell opportunities to maximize account value. - Achieve and exceed monthly and quarterly revenue targets. - Represent the company at local events, networking sessions, and virtual conferences. What We’re Looking For - Experience in B2B sales, inside sales, or business development. - Strong relationship-building and client engagement skills. - A proven track record (or demonstrated potential) of achieving sales goals. - Prior experience in SaaS, IT services, fintech, or digital solutions preferred. - Excellent communication, time management, and presentation skills.
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