Braun Board

Enterprise Account Executive

Siro · Hybrid · New York City, NY

Base
Not disclosed
OTE
$300K–$350K
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 Siro's careers page

What Siro sells

Helps field sales reps with admin and coaching

Field sales reps spend too much of their day on paperwork, and managers can't see what is happening out on the road. Siro is an AI helper that works inside tools like Salesforce. It studies in-person sales conversations, takes care of the admin work, and shows managers what is really going on.

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 38 days. Normal, but not fresh.
Company hiring
This is their only open sales role.

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

You'll sell an AI platform that automates field sales admin and gives managers visibility to Fortune 500 and enterprise accounts. The role is net-new hunting: cold outreach, referrals, and events, then full-cycle close to C-level buyers.

Enterprise · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Field sales teams and their managersIn their words: “Siro is redefining how field sales teams learn, perform, and win.”
Industry:
Home improvement, retail, hospitality, automotiveIn their words: “We are trusted by leading home-improvement, retail, hospitality, and automotive brands”
Company size:
Enterprise

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$300K–$350K 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
Field sales powers the economy — but most teams are struggling. Reps are buried in admin work, managers are stretched thin, and leaders can’t see what’s really happening in the field. Siro is redefining how field sales teams learn, perform, and win. We started as an AI-powered coaching platform that helped reps improve their outcomes in the field. Today, we’re something much bigger — an intelligent companion that automates sales reps’ tedious admin work, gives managers real-time visibility, and helps executives see around corners. Our platform integrates with systems like Salesforce, analyzing thousands of in-person sales conversations to surface insights, automate workflows, and drive better outcomes across the org. Think Iron Man’s Jarvis for sales — proactive, personalized, and built directly into the tools teams already use. Siro has raised $75M and is backed by world-class investors like Index, Fika, CRV, and SignalFire. We are trusted by leading home-improvement, retail, hospitality, and automotive brands, and powered by a lean team from Meta, McKinsey, Doordash, and Uber. We’re building the future of human-AI collaboration in sales — and we’re just getting started. We are seeking an outstanding Enterprise Account Executive who lives to hunt. This person will play a critical role in expanding our footprint among enterprise level clients: identifying strategic opportunities, penetrating accounts and existing partnerships, and establishing long‑term relationships. You’ll be a key member of our sales org, working closely with Marketing, Customer Success, Product, and Leadership. What You’ll Do: - Develop and execute a strategy to source, pursue, and close new enterprise customers in target verticals (e.g., Fortune 500, industry leaders). - Hunt new business: cold outreach (calls, emails, social), leveraging networks, referrals, events, etc. - Own the full sales cycle from initial outreach through contract negotiation and signing. - Build, maintain, and grow a pipeline of high‑value opportunities; forecast with accuracy and drive predictable revenue. - Partner cross‑functionally: collaborate with Marketing to align on lead gen and content; with Product to feed customer insights; with Customer Success to ensure smooth onboarding and account management. - Serve as a thought partner and subject matter expert: present to C‑level executives, position the product in strategic conversations, act as the face of our enterprise go‑to‑market. - Provide feedback to leadership on market trends, competitive intelligence, pricing, packaging. REQUIREMENTS - ~5+ years of enterprise level B2B SaaS sales experience, hunting new logos and managing complex sales processes. - Proven track record of exceeding large quotas. - An existing network and the ability to create relationships with key stakeholders within target verticals. - Deep experience selling to C‑suite / executives in large organizations. - Strong ability to generate leads, build pipeline, and close enterprise deals with minimal assistance. - Excellent communication & presentation skills; ability to tell compelling stories; confidence in executive level conversations. - Self‑motivated, highly organized, resilient; you’re comfortable working independently in ambiguity and forging paths. WHY JOIN SIRO AS AN ENTERPRISE ACCOUNT EXECUTIVE - High ownership & impact: this isn’t a support role - you’ll own your ledger, your strategy, and your results. - Fast‑paced, mission‑driven culture where ideas matter and you can see the difference you make. - Competitive compensation package: base + major variable incentive (quota‑bearing), equity, benefits. - Opportunity to shape the future of field/in‑person sales intelligence. - Strong team culture: helpful, smart, ambitious, and collaborative. At Siro, we are committed to creating a diverse and inclusive environment where all people feel that they are equally respected and valued, whether they are applying for an open position or working at the company. We provide equal employment opportunities to all applicants without regard to race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.
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