Account Executive
$100,000 USD/year Pay is set based on global value, not the local market. Most roles = hourly rate x 40 hrs x 50 weeks 

Not accepting applications on crossover.com at this time.

Description

You can close deals without conviction. You can also close them without being honest about what comes next. This role is designed for people who reject both approaches. If your goal is to help families make an informed yes-or-no choice, communicate realistic onboarding and ramp timelines, and leverage AI to elevate your communication standards, this may be the right fit.

Alpha Anywhere delivers mastery-based, accelerated learning in a home environment. Students typically learn about 2x faster in roughly 2 focused hours daily, with progress tracked via benchmarks and standardized tests. Families select us for measurable outcomes and transparency, not ambiguous commitments. Your role is to turn qualified leads into enrolled families and ensure their initial weeks begin with clarity, confidence, and participation.

This is not a rigid, script-driven SDR position. You will control the entire conversion journey—from consultative discovery through close to early-stage activation. You will also contribute to building the playbooks the team relies on, including AI-powered workflows that enhance both quality and velocity without reducing messages to impersonal templates.

If you value disciplined pipeline management, precise expectation alignment, and ethical sales practices that earn lasting customer appreciation, we would welcome a conversation.

What you will be doing

  • Conduct consultative discovery calls that assess fit, address objections, and lead to a definitive enroll-or-disqualify decision
  • Manage your CRM pipeline with proactive outreach, rapid responses to inbound inquiries, and clear next steps documented in every interaction
  • Establish realistic onboarding and ramp expectations prior to closing, then support new enrollments through initial steps to secure active participation
  • Apply AI tools for call preparation, outreach personalization, and increased throughput while preserving context and precision
  • Create and distribute straightforward sales playbooks grounded in actual win/loss data and performance metrics to improve team-wide conversion consistency

What you will NOT be doing

  • Sending high-volume generic sequences or relying on scripts that avoid substantive questions
  • Closing transactions without verifying mutual fit or without transparent communication about onboarding and early ramp realities
  • Transferring a new enrollment and assuming someone else will resolve early confusion or address churn risk indicators
  • Operating in a low-accountability environment where you lack authority to refine processes or influence sales approach

Key responsibilities

This role exists to ensure qualified prospects reliably convert into enrolled families who launch with confidence, grasp the onboarding process, and participate actively from the start.

Candidate requirements

  • Demonstrated capability to facilitate consultative sales discussions that establish transparent expectations and conclude with a clear yes/no decision
  • Proven track record of managing a pipeline or workflow with zero missed follow-ups and rigorous CRM discipline
  • Excellent written and verbal communication that remains personalized, precise, and contextually appropriate
  • Practical experience using AI tools to enhance sales execution quality and efficiency (not merely to produce generic content)
  • Capacity to work autonomously in a dynamic, ambiguous setting while delivering quantifiable results
  • Availability for remote, full-time work, operating mainly during US Central Time Zone business hours (some flexibility permitted)

Nice to have

  • Background selling education, tutoring, homeschool, or subscription offerings with a complex, high-consideration buyer journey
  • History of developing practical sales playbooks or workflows that gain genuine adoption among peers
  • Ability to analyze data to identify conversion trends across phases (discovery, follow-up, close, early activation)

Meet a successful candidate

Watch Interview
Andrew Allen
Andrew  |  VP of Content Marketing
New Zealand

Andrew had thought he had already lived his life's dream working on Broadway. His life is even better now he found a role with Crossover.

Meet Andrew

Applying for a role? Here’s what to expect.

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Chat-style
screening interview.
STEP 1

Chat-style
screening interview.

Cognitive 
aptitude test.
STEP 2

Cognitive 
aptitude test.

Prove real-world 
job skills.
STEP 3

Prove real-world 
job skills.

Interview with the hiring manager.
STEP 4

Interview with the hiring manager.

Pass
proctored test.
STEP 5

Pass
proctored test.

Accept job offer.
STEP 6

Accept job offer.

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