VP of Sales

About Us:
At Read AI we’re making the workplace better by acting as the ultimate AI assistant and allowing any individual and workplace leader to know their business in real time. Our platform supercharges productivity across meetings, email, messages, CRM, and workflow tools and integrates seamlessly with every popular platform without complex setup. We meet users wherever they are to take care of all the most mundane aspects of the week: notetaking, scheduling, prioritization, information sharing and search, out of office management, onboarding, offboarding, and more. Read AI helps individuals stay on track and teams move forward faster, wherever and however they collaborate.

Backed by $81 million in funding from Smash Capital, Madrona, and Goodwater Capital, Read AI is growing. If you're excited to shape the future of AI-powered work and want to make an impact at a product-focused startup, we’d love to meet you.

The Role:

Read AI is a Top 50 AI App as measured by a16z, though a purely PLG motion with zero in ad spend and a BDR team of less than 5. We are looking for a strategic and results-driven VP of Sales to lead Read AI’s next stage of growth, driven by the sales organization that you build. In this role, you’ll build and scale a high-performing sales team, define and execute our go-to-market strategy, and drive adoption of our new analytics product across enterprise, mid-market, and prosumer segments.

This is a pivotal leadership position that requires a mix of strategic thinking, team-building, sales execution, and cross-functional collaboration. You’ll report directly to the CEO and work closely with marketing, product, and customer success teams to deliver revenue growth and customer value.

• Develop and execute Read AI’s sales strategy to drive revenue growth across enterprise, mid-market, and self-serve segments
• Build, lead, and scale a high-performing sales team with a strong culture of ownership and accountability
• Own forecasting, pipeline management, and reporting to ensure accuracy and performance against goals
• Establish and optimize sales processes, systems, and tools (CRM, sales engagement, etc.)
• Collaborate cross-functionally with Marketing, Product, and Customer Success to align go-to-market efforts
• Engage directly with key prospects and customers to close deals and shape our value proposition
• Define go-to-market strategies for new product launches and customer segments
• Monitor market trends, competitor activity, and customer feedback to inform strategy and positioning
• Ensure operational excellence across all stages of the sales funnel and customer journey

Qualifications:

• Experience scaling revenue from tens of millions to hundreds of millions in an executive leadership role.
• History of successfully building out a small team to an organization that crosses BDRs, AEs, and Sales Directors. 
• Proven track record of building and scaling high-performing sales teams in a fast-growth environment 
• Track record in taking a prosumer business, accelerating it, and expanding it into an enterprise SaaS model.  
• 8+ years of experience in B2B SaaS sales, with 5+ years in a senior leadership role
• Strong strategic thinking and execution skills, with experience driving both inbound and outbound sales motions in the early stages to a flywheel.
• Hands-on experience with CRM platforms (e.g., Salesforce, HubSpot) and sales tech stacks
• Excellent communication, presentation, and negotiation skills
• Familiarity with productivity, AI, or collaboration software markets is highly desirable

Why Read AI?

• Innovative:  We bring AI to the masses with proactive technology that acts as the ultimate AI assistant. Built on our proprietary, patented technology, Read AI takes notes, surfaces information, facilitates collaboration, and learns you, making individuals and teams more effective.  
• Massive Impact:  AI's greatest impact will be on the ability to allow people to do more, taking away mundane tasks, and guiding them to the next best action.  
• Growth Opportunities:  Read AI is the fastest growing AI-copilot and meeting notetaker in history, and is one of the leading AI companies in the world, adding more than 1MM new customers every month. The company raised Series A and B in 2024, also was recognized as a Top Startup in Seattle by LinkedIn (2025), also notably a Top Company To Watch in 2025 by Inc Magazine, and is one of the Top AI Companies in Demand by Startups, according to a16z. 
• Leadership: Learn more about CEO and Co-Founder David Shim in this Fortune Good Life profile and listen to him share his vision for AI Agents, Digital Twins and the Future of Work. CTO and Co-Founder Rob Williams was recently anointed as one of the most disruptive leaders in AI. For more on our technology, Co-Founder and VP Data Science Elliott Waldron goes behind-the-scenes on our patents and models in this tech brief. 
• Collaborative Culture: Work in a supportive and collaborative environment with a diverse and talented team.

The annual base salary for this position ranges from $200,000 - $275,000 plus variable compensation, equity and benefits. Please note that the base pay shown is a guideline, and individual total compensation will vary based on factors such as qualifications, skill level, competencies, and work location. We also offer low deductible health plans, as well as flexible time away and family leave programs.

Applicants must be authorized to work for ANY employer in the U.S. We are unable to sponsor or take over sponsorship of an employment Visa at this time.