Enterprise Account Executive

Read AI, Inc

$200K — $250K *
Enterprise Technology
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years of B2B SaaS sales experience targeting large organizations (1,000+ employees)
  • Proven ability to build outbound pipeline without dependence on inbound leads
  • Experience in early-stage or high-growth environments with undefined sales processes
  • Strong consultative selling skills for value-driven discovery
  • Adept at navigating complex procurement and multi-stakeholder buying processes
  • Entrepreneurial mindset with high autonomy in prioritizing and driving outcomes
  • Deep curiosity about AI and productivity, with a proactive approach to adopting new tools
  • Bachelor's degree in Business, Marketing, Communications, or related field (or equivalent experience)

Responsibilities

  • Build and execute an outbound enterprise pipeline from existing usage data
  • Close flagship enterprise accounts to validate sales efforts
  • Convert individual users into structured organizational deployments
  • Manage complex procurement and security review processes effectively
  • Partner with product and leadership to create custom enterprise solutions
  • Document a repeatable enterprise sales playbook for future scalability
  • Drive initiatives with an entrepreneurial approach, taking full ownership of outcomes
  • Share best practices and advise prospects strategically

Benefits

  • Opportunity to solve hard problems with substantial business impact
  • Direct access to leadership, including the VP of Sales and CEO
  • Career-defining role that can pave the way to higher positions
  • Collaborative, high-energy team environment
  • Office work Monday through Thursday with flexible remote work on Fridays after onboarding
Full Job Description
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.

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