Mid-Market 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

We're hiring an Account Executive to build and own a new Mid-Market sales motion at Read AI. You'll own the full sales cycle — from outbound prospecting to close — bringing new companies into the ecosystem and converting existing freemium users into paid workspaces.

This role is built for hungry sellers who are deeply curious, energized by the hunt, and eager to grow. You're determined, collaborative, and resilient. You take feedback seriously, apply it fast, and bounce back from rejection stronger. If you want to sharpen your sales craft at a company where your impact is visible from day one, this is the role.

What You'll Do

• Own the full sales cycle from prospecting to close, with a heavy emphasis on building and managing your own outbound pipeline
• Navigate complex deal cycles involving multiple stakeholders, procurement processes, and security reviews, building champion relationships at the user level while earning buy-in from senior decision-makers to drive deals across the finish line
• Convert product-led growth into revenue by engaging individuals already using Read AI and expanding them into paid workspaces
• Identify and target high-potential growing businesses through creative prospecting and strategic outreach
• Run discovery calls that uncover real workflow pain and deliver compelling product demos that connect Read AI to those problems
• Build urgency and momentum to move deals forward while maintaining an accurate, up-to-date forecast
• Experiment constantly.
• Test new messaging, new channels, new approaches, and share what works with the team
• Develop deep knowledge of the collaboration and productivity landscape so you can advise prospects, not just pitch them
• 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.

What We're Looking For

• 3+ years of B2B SaaS sales experience in a closing role
• Track record of generating pipeline through outbound.
• You don't rely solely on marketing or BDR to hit quota
• Strong discovery, objection handling, negotiation, and closing skills
• Excellent written and verbal communication.
• You can capture attention quickly and hold it
• Genuine curiosity about AI and technology, with the ability to learn and articulate technical product value fast
• High growth mindset.
• You actively seek feedback, internalize it, and use it to get better every week
• Experience with HubSpot, Salesforce, or similar CRM tools
• Collaborative by nature.
• You work well across teams to get deals done
• Bachelor's degree in Business, Marketing, Communications, or related field (or equivalent experience)
• Why Read AI?Innovative: We bring AI to the masses with proactive technology that acts as the ultimate AI assistant, making individuals and teams more effective
• Massive Impact: Help shape the future of work by empowering people to focus on what matters most
• Growth Opportunities: Join one of the fastest-growing AI companies, recognized as a Top Startup in Seattle and a Top Company To Watch by Inc Magazine
• Leadership: Work alongside visionary leaders and learn from some of the most disruptive minds in AICollaborative Culture: Be part of a supportive, ambitious, and high-performing team that celebrates people who take initiative and win
• On-target earnings for this role range from $125,000 - $180,000, 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.