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Rounds/Retell/Deployment Strategist·#88013
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AI·Series A·Redwood City, California

Deployment Strategist

at RetellAI
Location
Redwood City, California
Salary
$170,000 - $260,000
Type
Full-Time
About Retell
Retell AI is building the modern CX platform for enterprise contact centers, using first-principles voice AI to automate sales, support, and logistics calls at scale. Thousands of companies—including CVS/Aetna, American Airlines, Lenovo, and Grab—use Retell's AI voice agents to replace large teams of human agents, with the platform powering everything from frontline agents to QA analysts and managers. Backed by Y Combinator (W24), Alt Capital, and Carya Venture Partners, Retell claims $80M ARR as of August 2026 (public data: $60M+ as of April 2026), up from $5M at the start of 2025, and a valuation north of $1.5B. The team is 50 strong, with alumni from Stripe (payments lead), Google AI research, and Facebook product. The company has been recognized as a top AI app by a16z, #3 Fastest-Growing Software Company (G2 2026), and a member of the Nasdaq & Wing VC Enterprise Tech 30 (2026). The vision: a fully AI-powered contact center where intelligent agents continuously execute, monitor, and improve every customer interaction—no more basic automation that needs constant human tuning. The market believes: Retell is the fastest-growing voice AI company in the category, with real revenue, enterprise traction, and a reputation for technical depth.
Series A • 51 – 200
Stage & size
AI
Industry
2023
Founded
About This Role

The mandate: Own enterprise voice AI deployments end to end — discovery through production launch — for customers like CVS/Aetna, American Airlines, and Lenovo. This is the Palantir Forward Deployed Engineer / Deployment Strategist archetype applied to voice AI: you sit with the customer, redesign their business process around the technology, build the thing, and own whether it works.

This is not a Customer Success role and should never be pitched as one. Recruiters who position this as "enterprise CSM at a hot AI company" will get the wrong candidates and waste the pipeline.

What You'll Own

  • Full deployment lifecycle: discovery → requirements → scoping → build → production launch → optimization
  • Conversational workflow design, automation strategy, and deployment architecture for enterprise accounts
  • Prototypes and use-case validation — you build, not just spec
  • ROI models and business cases that quantify AI automation impact and drive customer prioritization
  • Executive relationships: trusted advisor to operational leaders and C-suite at Fortune 500 accounts
  • Pre-sales partnership with Sales on scoping and customer presentations
  • Cross-functional unblocking across Product, Engineering, and Customer Success
  • Repeatable deployment playbooks and frameworks that let the motion scale past you

Requirements

Hard gates:

  • On-site in the Bay Area. Not hybrid, not remote. No exceptions surfaced in the JD.
  • Demonstrated customer-facing ownership of technical deployments — not advisory, not account management. They shipped something into production for a customer.
  • Comfortable in technical conversations without being a full-time engineer. Must be able to prompt-engineer, prototype, and read an API doc.

Profile:

  • 3–8 years in deployment, implementation, solutions consulting, forward deployed engineering, product management, or strategic consulting (experience band inferred from comp and scope — pending confirmation)
  • Has written PRDs, implementation plans, requirements docs, or project specs
  • Has built ROI analyses or value-based scoping models
  • Has managed complex multi-stakeholder projects with competing priorities

Strong bonuses:

  • Prior LLM prompting depth — this is called out explicitly as a subject-matter expectation
  • Contact center, CX, CCaaS, or BPO domain knowledge (Five9, Genesys, NICE, Talkdesk, Twilio Flex)
  • Prior experience at a company that sold into Fortune 500 with a deployment-led motion
  • Voice/telephony infrastructure familiarity

Location and visa:

  • On-site, Bay Area
  • Visa sponsorship: Yes — H-1B, TN, L-1, E-3, F-1 (OPT/CPT). This is unusually open and is a real sourcing advantage. Lead with it.

Anti-patterns

  • Pure relationship AMs and CSMs with no build history
  • Enterprise implementation consultants from legacy on-prem vendors running 9–12 month deployment cycles — the pace mismatch is fatal here
  • Sales engineers who only demo and hand off
  • Big-company program managers who coordinate but have never owned an outcome
  • Consultants who produce decks and recommendations rather than shipped systems
  • Anyone who needs the problem defined for them — the JD says "creating structure where none exists" twice in different words

Who Will Thrive Here

Someone who has been the single throat to choke on an enterprise deployment and liked it. They can walk into a room with a VP of Customer Care who has 400 agents and a budget problem, map the workflow, build the prototype that week, and come back with a business case. They're allergic to ambiguity as an excuse and treat it as territory. They want the Palantir FDE job at a company growing 650% year-over-year with 50 people.

Job Details
Experience
3-8 Years
Salary
$170,000 - $260,000
Visa Sponsorship
Yes
Employment Type
Full-Time
Work Arrangement
In office
Work Intensity
9-6-5
Benefits & Perks
$75/month Phone Bill Reimbursement
$50/month Internet Reimbursement
Significant Equity For High Performers
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.)
Green Flags
Led enterprise AI/ML/voice deployments from discovery through launch
Trusted advisor to C-level or VP-level stakeholders
Prior experience in solutions consulting, implementation, or forward deployed engineering at a high-growth SaaS/AI company
Red Flags
Purely internal-facing background—no customer-facing or deployment experience
Weak communication—cannot credibly engage with executives or technical teams
No experience leading complex, multi-stakeholder projects

Required Candidate Q&A

Question 1
Are you able to work in-person in Redwood City, CA, and start within the next 1-2 months?
Question 2
What is your current visa status, and do you require sponsorship to work in the US?
Question 3
Walk through a complex customer deployment you led from discovery through launch—what was your role, and what made it successful?
Question 4
Describe a time you acted as a trusted advisor to executives or technical stakeholders. How did you influence decisions?
Question 5
How have you balanced technical implementation details with business outcomes in a past project?
Question 6
What excites you about deploying AI/LLM/voice technology in enterprise settings?
Question 7
How do you approach ambiguous projects with multiple stakeholders and shifting priorities?

Candidate scorecard

· 12 criteria
3-8 years in customer-facing technology roles (deployment, implementation, solutions consulting, product management, forward deployed engineering, or strategic consulting)
Exceptional communication skills—credible with executives, operators, and technical teams
Strong product intuition—can understand customer workflows and design scalable solutions
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