Mid-Market Account Executive

Read AI, Inc

$125K — $180K *
Enterprise Technology
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 3+ years of B2B SaaS sales experience in a closing role
  • Proven ability to generate your own pipeline through outbound efforts
  • Strong skills in discovery, objection handling, negotiation, and closing
  • Exceptional written and verbal communication skills
  • Curiosity about AI and technology with quick grasp of product value
  • High growth mindset, actively seeking and utilizing feedback for improvement
  • Familiarity with HubSpot, Salesforce, or similar CRM tools
  • Collaborative team player with cross-departmental communication skills
  • Bachelor's degree in Business, Marketing, Communications, or related field or equivalent experience

Responsibilities

  • Own full sales cycle from prospecting to close, focusing on outbound pipeline
  • Navigate complex deal situations by building relationships with multiple stakeholders
  • Convert existing Read AI users into paid opportunities through strategic engagement
  • Conduct targeted prospecting to identify and approach high-potential businesses
  • Lead discovery calls to uncover customer pain points and demonstrate product value
  • Create urgency and momentum to progress deals while maintaining accurate forecasting
  • Experiment with new sales strategies and share insights with the team
  • Develop expertise in collaboration and productivity tools to offer informed advice to prospects
  • Adopt a proactive, entrepreneurial approach to build your sales playbook

Benefits

  • Collaborative, high-energy team environment
  • In-office work Monday through Thursday with remote work option on Fridays after onboarding
  • Growth opportunities in a company focused on impact visibility from day one
Full Job Description
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)

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.

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