Enterprise Account Executive

Enterprise Account Executive closes deals. This one builds a category.

The Company 

Sendbird is on a mission to build the AI workforce of tomorrow. For over a decade, we built the infrastructure behind conversations—chat, voice, video, messaging APIs—and became the #1 CPaaS platform for in-app communications. 4,000+ brands trust us. 7 billion messages flow through our platform every month. 300 million monthly active users.

We powered conversations for DoorDash, Match Group, Noom, Yahoo Sports, Rakuten, and thousands of others. We were good at what we did. Really good.

We also saw it early: AI would fundamentally reshape how businesses talk to customers. The infrastructure we'd spent a decade building would become commoditized. The value would move up the stack—into intelligence, into experience, into outcomes.

We had a choice: protect what we built, or reinvent ourselves.

We chose reinvention.

In December 2024, we made the full strategic pivot to AI-first customer experience. By February 2025, we'd launched our AI agent for enterprise CX—built on a decade of conversation data, now with intelligence on top. And in November 2025, we rebranded to delight.ai.

The name says it all. AI's real promise isn't efficiency or cost savings. It's giving customers back something they lost—the feeling of being truly understood and cared for. Not satisfied. Delighted.

The Product 

Delight.ai is the AI concierge for customer experience. Most AI agents forget you the moment the conversation ends. Ours doesn't. Delight.ai builds memory over time, learns preferences, and connects context across every channel—chat, SMS, email, voice, WhatsApp—without losing the thread. We're building AI that makes customers feel understood, seen, and remembered.

Why Enterprise Account Executive

AI is reshaping how enterprises think about customer experience, and most of them don't fully understand what that means yet. That's the opportunity. You're not just selling software. You're showing companies what's possible when intelligence gets layered on top of every customer conversation they'll ever have.

Sendbird is at an inflection point. We've spent a decade earning trust with 4,000+ enterprise brands. Now we're bringing them into the AI era with delight.ai. We need sellers who can challenge the way customers think, open doors that don't exist yet, and close deals that matter.

The Role

You'll own the full enterprise sales cycle, from self-sourced outbound to closed-won, targeting accounts in the Central and West Coast markets. This role is for someone who thrives with ownership, moves fast, and knows how to make a complex sale feel inevitable.

You might be this person if:

• You build your own pipeline and use AI to do it faster and smarter than anyone else.
• You can walk into a room of skeptical enterprise stakeholders and leave them seeing a problem they didn't know they had.
• You're as comfortable talking to a developer about API infrastructure as you are with a CFO about ROI.
• Multi-threaded enterprise deals energize you rather than slow you down.
• You obsess over your pipeline. 3x isn't enough, you want 5x, and you know exactly what's in it at any given moment.
• You've closed high six- and seven-figure deals and can speak to exactly how you did it.
• You bring energy and humor without sacrificing precision.
• You debrief losses out loud, share what's working, and actively make the people around you better. You know how to read a room.
• You treat AI as a force multiplier, automating the repetitive so more of your time goes toward selling.

You need to have:

• 5–8 years of technology sales experience with a proven track record of closing enterprise-level deals.
• Demonstrated success in complex solution sales. High six- to seven-figure deal sizes, long cycles, multiple stakeholders.
• An outbound-first mentality. You build your own pipeline and don't rely on inbound to hit quota.
• Fluency using AI tools in your day-to-day workflow, from prospecting and account research to pipeline management and reporting.

What you'll actually do:

• Source, qualify, and close enterprise deals end-to-end. Outbound is your starting point, with AI-powered prospecting and enrichment as core parts of your process.
• Build and maintain a 3–5x qualified pipeline with consistent, disciplined hygiene.
• Challenge enterprise buyers, product, engineering, and CX leaders, to rethink how AI-powered conversations can transform their customer experience.
• Navigate complex, multi-threaded sales processes across large organizations, aligning stakeholders at every level.
• Bring a consultative lens to every deal. Understand the customer's business deeply before you ever pitch a solution.
• Use AI to automate research, prep, and follow-up so your time stays focused on high-value selling activity.
• Help shape how we sell in a fast-moving environment, not just execute a playbook.

Added Value:

• Formal SaaS sales training from a competitive, high-performance environment.
• Background at a top-tier professional services firm (investment banking, management consulting, or similar).
• Experience selling AI, Customer Support, or Customer Experience software.
• Previous success selling to enterprise developer and product teams.
• Familiarity with vertical industries like communities, live-streaming, on-demand, ecommerce, or gaming.
• Hands-on experience with AI workflow tools such as Claude, Make, n8n, or similar platforms to automate and scale personal and team productivity.
• Experience building or deploying AI agents, custom GPTs, or automated pipelines that have had measurable impact on sales outcomes.

What we offer:

We take care of the people who build the future. Here's some of what you can expect when you join Sendbird.

• Medical, dental, and vision coverage, on us. Sendbird covers 100% of the premium for our employees and roughly 80% for their dependents.
• Generous time off. 20 days PTO, 13 company holidays, 7 sick days, 2 rest & rejuvenation days, 1 volunteer day, and your birthday off.
• $3,500 annual "Be Your Best Self" boost. Spend it on anything that helps you grow. Gym memberships, therapy, books, courses, massages, and more.
• Parental leave for all new parents. Time to be present for the moments that matter most.
• 401(k) from day one. Auto-enrollment, flexible contributions, and access to Vanguard's investment platform.
• HSA & FSA options. Pre-tax accounts to cover healthcare, dependent care, and commuter expenses.
• Life & disability coverage, fully paid. Life insurance and AD&D at 2x your salary, plus short- and long-term disability at no cost to you.

Pay Transparency

For cash compensation, we set standard ranges for all roles based on function, level, and geographic location.  To determine our ranges, we utilize a variety of compensation data benchmarked against similar-stage growth companies.   A reasonable estimate of the current salary range for this role is $230,000 - $300,000 OTE .  This range is specific to the San Francisco Bay market.  We consider several factors when making final compensation decisions including, but not limited to, skill sets, experience and training, licensure and certifications, and other business and organizational needs which may cause your specific offer to vary from the amount listed above.

Flexible Work Policy

We offer a flexible work schedule at Sendbird. We also value collaboration and relationship building. With those values in mind, we require all employees to gather with their team in the office three days per week as a minimum. Some of our roles require a more frequent in-office schedule. Please work with your manager to understand the office time requirements for your position.

What diversity and inclusion mean to us

There is no such thing as a perfect candidate and the best employees come from a wide range of backgrounds, experiences, and skill sets. Sendbird is a place where everyone can learn and grow. We respect, promote, and encourage diversity for equal employment opportunities and encourage you to apply if this role excites you.

Why Sendbird

We're not optimizing an existing market, we're defining a new one. Delight.ai sits at the intersection of a decade of conversation infrastructure and the AI moment that's reshaping every customer relationship on the planet. If you want to own a territory, build something real, and be part of a team that's moving with genuine urgency, this is the place.

Sendbird is building the AI workforce of tomorrow, and we hire that way too. Learn more about our interview process, how we evaluate candidates, and the role AI plays along the way.