Braun Board

Senior Account Executive - Enterprise

Leena AI · Remote · US

Base
Not disclosed
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
1mo 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 Leena AI's careers page

The job

What you'd do
Sell Leena AI's agentic AI platform (AI Colleagues for HR, IT, and Finance) to Fortune 1000/Global 2000 enterprises. Own full-cycle complex deals and self-source pipeline for new logos and expansion.
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 30 days. Normal, but not fresh.
Company hiring
This is their only open sales role.

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.

    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 are the base and the OTE for this role?

    No point investing hours before you know the 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
About Leena AI Leena AI is an agentic AI platform that ships pre-built, pre-trained AI Colleagues for HR, IT, and Finance and gives enterprises a low-code/no-code agent studio to automate their back office. A Gartner Leader three years running, we power 20M+ employees across 500+ global enterprises—including Coca-Cola, Nestlé, Panasonic, and MongoDB—auto-resolving 70%+ of tickets and delivering 4–10× measured ROI, with customers live in 45 days. About the Role Senior Account Executives at Leena AI drive new-logo acquisition and expansion across Fortune 1000 / Global 2000 enterprises. As a key member of the field sales team, you'll own complex, multi-stakeholder deals from first conversation to signed contract—building pipeline, leading executive engagements with CIOs, CHROs, and CFOs, and orchestrating Sales Engineers, partners, and leadership to win. Acting as a trusted advisor, you'll show enterprise leaders how agentic AI—AI Colleagues, low-code/no-code workflow automation, and enterprise-grade governance—transforms their back office and delivers measurable business outcomes. Responsibilities • Own the full sales cycle for strategic enterprise accounts: prospecting, discovery, business case development, executive presentations, commercial negotiation, and close. • Build and maintain a healthy, self-sourced pipeline through targeted outbound, account-based campaigns, events, and partner relationships, in collaboration with Marketing and SDRs. • Develop and execute strategic territory and account plans, mapping each customer's organization and buying committee across HR, IT, Finance, and Procurement. • Lead value-based conversations with C-level and VP-level buyers, quantifying ROI and building compelling business cases around ticket deflection, productivity gains, and cost savings. • Partner with Sales Engineers to run tailored demos, proofs of value, and RFP/RFI responses, and with Legal, Security, and Finance to navigate procurement and contracting. • Forecast accurately and maintain rigorous CRM hygiene, consistently meeting or exceeding quarterly and annual bookings targets. • Work with Customer Success to drive adoption, expansion, and renewals, growing accounts across new departments, geographies, and AI Colleagues. • Represent Leena AI at industry events and trade shows, and share customer and market feedback with product and leadership teams. Requirements Requirements • 7+ years of B2B SaaS sales experience, including 4+ years as a quota-carrying Account Executive selling to large enterprise customers. • A consistent track record of meeting or exceeding quota, with experience closing six- and seven-figure, multi-year deals. • Proven ability to self-source pipeline and break into new logos, navigating complex buying committees and long sales cycles. • Experience with value- or solution-selling methodologies such as MEDDPICC, Challenger, or Command of the Message. • Executive presence and superb communication skills, including C-suite presentations, negotiation, and clear written communication. • Curiosity about AI and agentic AI technologies and the ability to translate technical capabilities into business value. • Bachelor’s degree or equivalent experience; willingness to travel as needed. Substantial experience selling into at least two of the following: • HR Technology – HCM, HR service delivery, and employee experience platforms such as Workday, SAP SuccessFactors, and Oracle HCM. • IT Service Management – ITSM, enterprise service management, and digital workplace solutions such as ServiceNow and Jira Service Management. • Finance & Back-Office Operations – Accounts payable, procurement, expense management, and shared-services transformation. • AI & Automation – Conversational AI, RPA, agentic AI, and low-code/no-code workflow automation platforms. • Enterprise SaaS Platforms – Multi-year, multi-stakeholder platform deals with CIO, CHRO, and CFO buyers.
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