Enterprise Account Executive
At a glance
Mid-level Account Executive role at Riderflex. San Francisco · full-time · $300,000–$350,000 OTE.
growthroles summary, based on the employer's posting.
What you'll do
- Build new enterprise pipeline and take complex opportunities from discovery through signed production agreements
- Map each buyer’s call-center operations and systems, then shape a practical deployment plan
- Set pilot goals and commercial next steps, then move successful evaluations into production
- Qualify opportunities with MEDDPICC, involve multiple account stakeholders and keep revenue forecasts current
- Work with technical and deployment teams to clear integration issues, then grow signed accounts across use cases
What you bring
- At least five years selling enterprise deals at a fast-growing SaaS or AI company, including wins worth $300K or more in annual contract value
- You have sold technical products to enterprise buyers and managed extended, multi-stakeholder sales cycles
- You can design pilots, quantify customer value and turn evaluations into large-scale deployments
- You are fluent in MEDDPICC, account multithreading, negotiation, pipeline management and forecasting
Who this fits
You’ll suit a hands-on seller who can own the full cycle, discuss technical details with engineering leaders and explain business value to executives. The role is on-site five days a week in the San Francisco Bay Area Peninsula, with relocation support available. It reports to the CEO and involves close work with the founding team.
From the employer
Location: San Francisco Bay Area, Peninsula. On-site, five days a week.
Type: Full time
Compensation: $300,000 to $350,000 on-target earnings (base plus commission), plus equity. Relocation support provided.
About the company
Our client is a venture-backed voice AI company building AI agents that handle the sales, support and logistics calls enterprise contact centers once staffed with large human teams. Thousands of companies run on the platform, including Fortune 500 names in healthcare, travel and technology. Revenue has grown more than tenfold since the start of 2025 with a team of about 50, and the company was recently ranked the top place to work in the Bay Area by a major business publication.
Their 2026 goal is a full CX platform where AI workers act as frontline agents, QA analysts and managers, improving every customer interaction rather than waiting for a human to retune them.
About the role
The company is hiring an Enterprise Account Executive to build and grow new business revenue. This is a high-ownership, hands-on sales role that reports directly to the CEO and works closely with the founding team. There is no playbook yet. This person creates pipeline, runs complex enterprise cycles end to end, and turns pilots into production deployments.
What this hire owns
Complex enterprise deals from first conversation to signed production agreement.
- Lead discovery, solution positioning, business case, technical validation, security and procurement, commercial negotiation and executive alignment
- Understand each customer's call center operations and technology stack, and translate them into a clear deployment roadmap
- Design tightly scoped pilots with defined success metrics and commercial next steps, and drive them decisively into production
- Qualify rigorously with MEDDPICC, multithread every strategic account, and keep forecasts accurate
- Quantify the business case: automation rate, resolution rate, cost reduction, customer experience and revenue impact
- Partner with solutions engineering, deployment, product and engineering to validate integrations and remove technical blockers
- Stay accountable after signature, working with deployment and customer success to expand across use cases, teams and business units
- Bring objections, competitive intelligence and product gaps back to product and leadership
What they are looking for
Must have:
- 5+ years of enterprise sales at a high-growth SaaS or AI company, with a track record of closing $300K+ ACV complex deals
- Experience selling technical products to enterprises, ideally contact center, CCaaS, CRM, communications infrastructure or AI
- Proven ability to run long, multi-stakeholder cycles across business leaders, IT, security, legal, procurement and executives
- Track record of designing pilots, building quantified business cases, and converting evaluations into large production deployments
- Fluent in MEDDPICC, multithreading, negotiation, pipeline management and forecasting
- Executive presence plus the technical fluency to earn credibility with engineering stakeholders
They thrive if:
- They have personally owned the entire cycle from outbound through signed agreement, consistently closing six- and seven-figure deals
- They can talk APIs, integrations and AI architecture with a CTO, then switch to ROI and automation rates with a COO
- They want an early-stage environment with no playbook and real ownership
Interview process
Four rounds: a recruiter intro call, a 30-minute phone round with the CEO, a 30-minute phone round with the COO, and a three-hour final onsite with the team.
Benefits
100% medical, dental and vision coverage, a daily meal credit, and monthly wellness, commuter, phone and internet reimbursements. The company sponsors work authorization for qualified candidates.
How to apply
This search is run by Riderflex on the company's behalf. Apply through this posting and the company name and full details are shared on the first call.
By applying for this position, you consent to receive future communications from Riderflex about open positions and other relevant updates. You may unsubscribe from these communications at any time.
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