Braun Board

Enterprise Account Executive

Retell AI · Redwood City, CA

Base
$300K–$350K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
3mo 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 Retell AI's careers page

What Retell AI sells

AI phone agents that handle customer calls

Answering customer phone calls can take a large team of people, and that team is expensive to run. Retell AI makes AI voice agents that handle sales, support, and logistics calls that used to need those human agents. Thousands of companies now use them to take calls that once required large teams.

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

More Customer support 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 103 days. Ask why it's been hard to fill.
Company hiring
2 sales roles open, hiring at a steady pace.

Red flags

None spotted.

Worth asking about

  • 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 flags

None spotted.

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.

    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.

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 Retell AI? 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 Retell's voice AI agents for enterprise contact centers, running full cycles from discovery and pilots to signed production deals. Outbound prospecting and pipeline creation are core to the role.

Enterprise · New Logo · Outbound

Selling motion

New Logo

Who you're selling to

Buyer:
Contact center, CX, IT, security, procurement and legal teamsIn their words: “Build trusted relationships across executives, contact center leaders, IT, security, procurement, legal, product teams, and technical champions.”
Company size:
Enterprise

Pipeline expectations

Mostly self-sourced. Expect a lot of outbound.

Compensation

$300K–$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 RETELL AI Retell AI is using first-principles thinking to reimagine the call center with cutting-edge voice AI. Thousands of companies now use Retell's AI voice agents to handle sales, support, and logistics calls that once required large teams of human agents. Backed by Y Combinator, Alt Capital, and other leading investors, we've scaled to $80M in ARR with a team of 50, up from $5M at the start of 2025, and are now valued at over $1.5B. Our vision for 2026 is to build a modern CX platform where entire contact centers are powered by AI. Instead of basic automation that needs constant human tuning, we're creating intelligent AI “workers” that act as frontline agents, QA analysts, and managers, continuously executing, monitoring, and improving every customer interaction. We're growing fast and looking for ambitious builders who want to tackle hard technical problems, move quickly, and have a real impact on one of the fastest-growing voice AI companies in the world. Let's build the future together. Recent recognition: - No. 1 Best Places to Work in the Bay Area, San Francisco Business Times 2026 https://finance.yahoo.com/technology/ai/articles/voice-ai-startup-retell-ai-145200025.html - Top 50 AI Apps, a16z (2025) https://a16z.com/the-ai-application-spending-report-where-startup-dollars-really-go/ - #3 Fastest-Growing Software Company, G2 Best Software Awards 2026 https://company.g2.com/news/g2s-2026-best-software-awards - Best Agentic AI Software, G2 Best Software Awards 2026 https://www.retellai.com/blog/retell-ai-recognized-as-the-best-agentic-ai-software-by-g2 - #4 Fastest-Growing Software Vendor, Brex Benchmark 2025 https://www.brex.com/journal/brex-benchmark-december-2025 - Enterprise Tech 30 Class of 2026, Nasdaq & Wing VC https://www.nasdaq.com/videos/retell-ai - Top-Ranked Startup, Lean AI Leaderboard https://leanaileaderboard.com/ - Backed by Y Combinator https://www.ycombinator.com/companies/retell-ai   ABOUT THE ROLE Retell AI transforms customer experience with voice AI for enterprises, including customers like CVS/Aetna, American Airlines, Lenovo, and Grab. We have more customer stories than we can tell! We are hiring an Enterprise Account Executive to build and grow our new business revenue. This is a high-ownership craft role. You report to the CEO and work closely with the founding team.   KEY RESPONSIBILITIES - Own Complex Enterprise Deals: Own the full sales cycle from first conversation through signed production agreement. Lead discovery, solution positioning, business-case development, technical validation, security and procurement, commercial negotiation, and executive alignment. - Turn Customer Problems Into Retell Deployments: Understand the customer’s call center operations, existing technology stack, priority use cases, and success criteria. Translate these into a clear deployment roadmap and compelling vision for how Retell can transform their customer operations. - Design Pilots That Convert: Structure tightly scoped pilots with clear stakeholders, timelines, success metrics, production requirements, and commercial next steps. Maintain urgency throughout the pilot and drive a decisive transition into production. - Run Rigorous Deal Qualification: Use MEDDPICC to identify the economic buyer, decision process, technical and business criteria, internal champion, competition, procurement path, and quantified customer pain. Maintain accurate forecasts and proactively address deal risk. - Build and Quantify the Business Case: Connect Retell’s technical capabilities to measurable business outcomes, including automation rate, resolution rate, cost reduction, customer experience, revenue impact, and speed to deployment. - Navigate Complex Buying Committees: Build trusted relationships across executives, contact center leaders, IT, security, procurement, legal, product teams, and technical champions. Multithread every strategic account and create alignment across business and technical stakeholders. - Lead Technical and Product Collaboration: Partner closely with solutions engineering, FDE, product, and engineering teams to demonstrate Retell’s platform, validate integrations, resolve technical blockers, and design solutions that can succeed in production at enterprise scale. - Drive Production and Expansion: Stay accountable beyond the initial signature. Partner with deployment and customer success teams to ensure successful implementation, demonstrate value, and expand Retell across additional use cases, teams, business units, and geographies. - Bring the Market Back Into Retell: Represent the customer internally by clearly communicating objections, competitive intelligence, product gaps, and emerging enterprise requirements to Retell’s product and leadership teams.   REQUIREMENTS - 5+ years of enterprise sales experience at a high-growth SaaS or AI company, with a track record of closing $300k+ ACV complex enterprise deals. - Experience selling technical products to enterprises, ideally across contact centers, CCaaS, CRM, communications infrastructure, or AI. - Proven ability to manage long, multi-stakeholder sales cycles involving business leaders, IT, security, legal, procurement, and executive buyers. - Strong track record of designing successful pilots, building quantified business cases, and converting technical evaluations into large-scale production deployments. - Skilled in MEDDPICC, multithreading, commercial negotiation, pipeline management, and accurate forecasting. - Strong executive presence with the technical fluency to earn credibility with both business and engineering stakeholders. - Highly organized, proactive, and accountable, with the ability to create urgency and drive complex deals forward with limited structure. YOU MIGHT THRIVE IF - You have 5–10 years of enterprise SaaS or AI sales experience, consistently closing complex six- and seven-figure enterprise deals. - You have personally owned the entire enterprise sales cycle from outbound and discovery through pilots, procurement, negotiation, executive alignment, and signed production agreements. - You can confidently speak with a CTO about APIs, integrations, security, and AI architecture, then switch to a VP of Customer Experience or COO to quantify ROI, automation rates, and business impact. - You know MEDDPICC inside and out and use it to qualify opportunities, build executive alignment, forecast accurately, and proactively manage deal risk. - You thrive in an early-stage, high-growth environment where there is no playbook you create pipeline, build relationships, drive urgency, and consistently move complex enterprise opportunities to production. JOB DETAILS - Cash: 300k - 350k (includes commissions) - Equity: Equity Provided - Location: Redwood City, CA, US - US Visas: Retell AI is open to sponsoring work authorization for qualified candidates, including H1B/H-1B, TN, L-1, E-3, F-1 (OPT/CPT). OTHER BENEFITS - 100% coverage for medical, dental, and vision insurance - $70/day DoorDash credit for unlimited breakfast, lunch, dinner, and snacks - $200/month wellness reimbursement (gym, fitness classes, etc.) - $300/month commuter reimbursement (gas, Caltrain, etc.) - $75/month phone bill reimbursement - $50/month internet reimbursement   COMPENSATION PHILOSOPHY - Best Offer Upfront: Choose from three cash-equity balance options; no negotiation needed. - Top 1% Talent: Above-market pay (top 5 percentile) to attract exceptional builders. - High Ownership: Small teams, >$1M revenue/employee, and significant equity. - Performance-Based: Offers tied to interview performance, not experience or past salaries.   INTERVIEW PROCESS - Stage 1: Recruiter intro call (15 min) - Stage 2: Phone round with CEO (30 min) - Stage 3: Phone round with COO (30 min) - Stage 4: Final onsite with the team (3 hours)
Apply →