Enterprise Account Executive

About Read AI:

At Read AI, we're redefining how teams collaborate by bringing intelligence to every conversation. Our platform supercharges productivity across meetings, messages, and email so work gets done faster, smarter, and with better focus. We integrate seamlessly with tools like Zoom, Microsoft Teams, Google Meet, Slack, and more, helping teams stay aligned and move forward whether they're in the same room or across time zones.

Backed by $81 million in funding from Smash Capital, Madrona, and Goodwater Capital, Read AI is growing quickly. We're building a category-defining AI platform that sits at the center of how modern teams communicate. If you're excited by big markets, fast growth, and building something meaningful from the ground up, we'd love to meet you.

The Role:

Read has grown organically across thousands of companies, averaging 40,000 daily user activations. We’re looking for an Enterprise Account Executive to build and own the Enterprise sales motion from the ground up. You’ll identify high-potential accounts where Read already has a footprint, build relationships with decision-makers, consolidate individual users into organizational deployments, and close flagship accounts. You’ll work closely with our product and executive teams to shape packaging, positioning, and solutions tailored to how large organizations buy.

This role is built for entrepreneurial sellers who thrive when building from scratch. You're determined, creative, and resilient — someone who creates their own pipeline and momentum without waiting for the playbook to be written. If you want to land logos and shape the future of enterprise AI at a company where your impact is visible from day one, this is the role.

What You'll Do:

• Build and execute an outbound enterprise pipeline — identify high-fit accounts from existing usage data, develop targeted outreach, and generate qualified enterprise opportunities from scratch

• Land flagship enterprise accounts — close deals with recognizable brands that validate the motion and create referenceable customers

• Consolidate organic usage into enterprise workspaces — convert individual users into structured, org-wide deployments with executive sponsorship

• Navigate complex procurement and security review processes — successfully manage enterprise buying cycles without stalling deals

• Design custom packaging and product solutions for enterprise buyers — partner with product and leadership to shape enterprise-specific offerings

• Develop a repeatable enterprise sales playbook — document the motion so it can scale as the team grows

• Operate as a relentless builder, not an order taker. You don't wait for the playbook to be written; you create your own momentum, take full ownership of your outcomes, and move with a founder's mentality in every deal

• Be a creative, collaborative consultant. Uplevel the entire team by sharing winning tactics and advising prospects with a strategic lens that goes far beyond a standard pitch

How You'll Be Successful:

• Entrepreneurial drive — thrives when building from scratch with limited infrastructure. Creates their own pipeline, messaging, and processes without relying on established playbooks or dedicated marketing support. Makes something out of nothing.

• Outbound pipeline generation — proactively sources and develops enterprise opportunities through creative outreach, networking, and leveraging product usage data. Doesn't rely on others to find opportunity.

• Value-driven selling — runs consultative discovery that uncovers real business problems, then articulates Read's unique value in a crowded space with conviction tailored to each buyer.

• Organizational navigation — maps complex stakeholder landscapes, identifies champions and blockers, and builds multi-threaded relationships across the buying committee.

• Cross-functional partnership — works with product, engineering, and leadership to shape solutions, packaging, and creative approaches to winning deals.

• Adaptability and persistence — stays effective in ambiguous, fast-moving environments. Iterates quickly on what's working, stays positive through long enterprise cycles, and treats setbacks as signal.

What We're Looking For:

• 5+ years of B2B SaaS sales experience, with a meaningful portion selling into organizations with 1,000+ employees

• Demonstrated track record of building outbound pipeline without relying on inbound leads or heavy marketing support

• Experience in early-stage or high-growth environments where the sales motion was still being defined

• Strong consultative selling skills with the ability to run value-driven discovery and articulate differentiated value

• Comfort navigating complex procurement, security reviews, and multi-stakeholder buying processes

• Entrepreneurial mindset with the ability to operate with a high degree of autonomy — setting your own priorities, building your own processes, and driving results without close oversight

• Deep curiosity about the AI and productivity space, with a habit of adopting new tools and staying current on modern selling tactics

• Bachelor's degree in Business, Marketing, Communications, or related field (or equivalent experience)

Why Read AI?

• A hard problem with massive upside — Converting organic PLG adoption into enterprise revenue isn’t easy. If you figure it out, the business impact is enormous.

• Direct access to leadership — Report to the VP of Sales with a direct line to the CEO and exec team. You’re in the room where strategy gets shaped.

• Career-defining work — Build a motion from scratch, land flagship logos, and lay the foundation for Read’s enterprise future. This is the kind of chapter that anchors a path to VP of Sales or founder.

On-target earnings for this role range from $200,000 - $250,000, including base salary and performance-based commissions paid quarterly. Actual total compensation will depend on the candidate's qualifications, skills, and experience.

You'll be joining a collaborative, high-energy team in Seattle, in the office Monday through Thursday with the option to work from home on Fridays after the initial onboarding period.