Braun Board

Head of SMB Sales, AMER

Harvey · Hybrid · Chicago, IL

Base
Not disclosed
OTE
$340K
Posted
15d ago

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

What Harvey sells

AI software that helps lawyers work faster

Lawyers and other professional firms have a lot of detailed knowledge work to get through, and it can take a long time. Harvey sells AI software that streamlines these processes and boosts productivity, so lawyers can do their jobs more efficiently.

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

More Legal & contracts companies →

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
Shares 1 of 5: quota, attainment, deal size, territory, sales cycle.
Pipeline
Doesn't say where pipeline comes from. Ask.
Time on market
Open 15 days.
Company hiring
Ramping up: posted 16 sales roles in the last 30 days. That many open roles can also mean churn. Ask how many reps are still there from last year.

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

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

  3. 3.

    What's the annual quota, and how was it set?

    A quota built from real data is a target. Otherwise it's a hope.

  4. 4.

    Where does pipeline come from: inbound, SDRs, or me?

    Tells you how much of your week is prospecting versus selling.

  5. 5.

    How long is ramp, and what's the quota during it?

    Full quota on day one means you start behind.

  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 →

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The role

Leads a North America SMB sales organization, managing frontline managers to hit net new logo targets for legal and professional services customers buying Harvey's AI platform.

SMB · New Logo

Selling motion

New Logo

Who you're selling to

Buyer:
Legal and professional services firmsIn their words: “ensure we are delivering real value to customers adopting AI in high-stakes competitive environments”
Industry:
Legal and professional servicesIn their words: “we're transforming how legal and professional services operate”
Company size:
SMB

Pipeline expectations

Not stated in the posting.

Compensation

$340K OTE

What is not disclosed

This posting doesn't tell you:

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

The questions above cover the big ones.

Full posting
WHY HARVEY At Harvey, we’re transforming how legal and professional services operate. By combining frontier agentic AI, an enterprise-grade platform, and deep domain expertise, we’re reshaping how critical knowledge work gets done for decades to come. This is a rare chance to help build a generational company at a true inflection point. We have strong product-market fit and world-class investor support. We’re scaling fast and defining a new category in real time. The work is ambitious, the bar is high, and the opportunity for growth — personal, professional, and financial — is unmatched. Our team moves fast, takes ownership, and is deeply committed to the mission — operating with intensity, staying close to our customers, and pushing each other for excellence. We live by three values: Decisiveness, Simplicity, and Job's Not Finished. We act quickly on clear judgment over perfect information, we believe simplicity is what scales, and we're never satisfied with where we are. If you want to do the best work of your career alongside people who share that drive, we'd love to build with you. At Harvey, the future of professional services is being written today — and we’re just getting started. ROLE OVERVIEW This is a second-line leadership role where you will lead frontline managers, build a world-class team, and own the regional SMB number. You will be responsible for turning strong early traction into a repeatable, high-performing go-to-market engine across legal and professional services. We are still early. That means you will operate across altitudes, setting strategy, building structure, and staying close to the field on critical deals. You will help define how Harvey shows up in the North America market, shape our sales motion, and ensure we are delivering real value to customers adopting AI in high-stakes competitive environments. We are looking for someone who has led multi-team segments, developed high-potential sales managers, scaled teams in ambiguity, and knows what great looks like in complex SaaS sales. WHAT YOU'LL DO - Lead, coach and develop a team of SMB Sales Managers across North America, driving accountability for net new logo targets. - Implement and maintain a rigorous sales operating cadence, including seller onboarding, enablement, coaching, pipeline generation, and deal execution - Drive the regional sales strategy, including territory design, coverage models, and go-to-market execution. - Own North America SMB forecasting and pipeline health, providing accurate reporting to senior leadership. - Hire, coach, and retain top managerial talent; build a strong leadership bench across the region. - Partner with global SMB leadership to localize and refine the sales playbook for North America markets. - Develop executive relationships with Harvey’s highest value SMB customers across the region - Work cross-functionally with marketing, solutions engineering, legal, and customer success to ensure a cohesive customer experience across the region. - Represent North America SMB in global planning cycles, headcount discussions, and strategic initiatives. WHAT YOU HAVE - 10+ years of B2B tech sales experience, including 4+ years managing and developing sales managers or senior individual contributors. - Demonstrated success leading a regional or multi-market sales organization in a high-growth, early-stage environment. - Strong track record of selling complex software to enterprise or SMB clients using a consultative, value-based methodology. - Experience operating across North America markets, with an understanding of regional dynamics, buyer behaviors, and legal industry nuances. - Exceptional communication and executive presence — able to influence both frontline teams and senior stakeholders. - Genuine passion for Harvey's mission and a strong interest in how AI is transforming knowledge work and the legal profession. COMPENSATION $340,000 USD OTE 50/50 DEPENDING ON YOUR LOCATION, AN APPLICANT PRIVACY NOTICE MAY APPLY TO YOU. YOU CAN FIND ALL OF OUR APPLICANT PRIVACY NOTICES HERE https://harveyai.notion.site/Harvey-Candidate-Privacy-Notices-319ac3fcdd7a803bb807d5094f249922?pvs=74. #LI-JB1 Harvey is an equal opportunity employer and does not discriminate on the basis of race, gender, sexual orientation, gender identity/expression, national origin, disability, age, genetic information, veteran status, marital status, pregnancy or related condition, or any other basis protected by law. We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made by emailing accommodations@harvey.ai
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