Executive Business Scaling Strategist

Scaling.com

$210K — $250K *
US-AnywhereRemote in Mapleton, MN
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • Entrepreneurial experience in building or scaling a business is required.
  • High-level coaching or consulting expertise in a relevant field.
  • Exceptional communication skills with commanding presence.
  • Ability to rapidly build deep trust and lead with clarity.
  • Capability to distill complex strategies into actionable insights for serious operators.
  • Results-driven with a strong focus on execution and rhythm.
  • Emotional intelligence, discipline, and strong action orientation are essential.

Responsibilities

  • Advise 40 founders individually through monthly scaling cycles.
  • Guide clients using the Scaling Framework with clarity, focus, and discipline.
  • Establish trust through radical candor in high-performance conversations.
  • Provide strategic insights and accountability to ensure momentum and results.
  • Identify bottlenecks and uncover opportunities for growth.
  • Contribute to the improvement of strategist systems and member experiences.
  • Deliver exceptional service with a commitment to 'unreasonable hospitality' at every interaction.

Benefits

  • Paid Time Off including vacation days, sick leave, and company holidays.
  • World-Class Training & Certification with ongoing professional development and exclusive resources.
  • Remote Work Flexibility allowing work from the preferred U.S. location with necessary support.
Full Job Description
Job Title: Executive Business Scaling Strategist

Company: Scaling.com

Compensation: $210,000-$250,000 (W2)

Employment Type: Full-Time

Location: Remote

Reports To: Head of the Strategy Department

You'll Work Directly With
Dr. Benjamin Hardy, organizational psychologist and author of 10x Is Easier Than 2x, Who Not How, The Gap and The Gain, and Be Your Future Self Now-the world's leading voice in strategic psychology
Blake Erickson, Co-founder of Scaling.com and co-author of the highly anticipated book The Science of Scaling

As a strategist, you'll be applying their proprietary Scaling Framework and research in real time with a client roster of ambitious entrepreneurs-all of whom are scaling toward million- and billion-dollar outcomes.

What You'll Do
• Advise 40 founders one-on-one through monthly scaling cycles
• Advise clients through the Scaling Framework with clarity, focus, and discipline
• Build fast, lasting trust through radical candor and high-performance conversations
• Provide strategic insight and firm accountability to drive momentum and results
• Track progress, remove bottlenecks, and surface opportunities for acceleration
• Contribute to the evolution of our strategist systems and member experience
• Show up with unreasonable hospitality-every call, every touchpoint, every time

You'll Be Working With Clients Who...
• Run businesses doing $1M to $100M+ in annual revenue
• Are founders, CEOs, and decision-makers-driven and growth-obsessed
• Are absolutely committed to 10x or more their business in three years or less
• Are scaling toward legacy-level outcomes: $10M, $100M, even $1B+
• Don't want surface-level support-they want transformation
• Expect excellence, candor, and real results

Why This Role Is Different

This is not a traditional coaching role, nor is it content delivery.
This is strategic execution alongside founders who are committed to winning.

As a Strategist, you will help clients rethink how they lead, decide, and scale - translating insight into disciplined action. Your work will drive transformation through structure, systems, behavioral psychology, and consistent execution.

You will join a high-caliber team operating at the intersection of strategy, psychology, and business scaling - helping define a new standard for how entrepreneurs grow and lead.

If You're Ready to Apply

We're not looking for a flood of resumes. We're looking for a perfect fit.

If you're one of them, you already know. Apply now. Let's talk.

Requirements

(Non-Negotiable)
  • You have built or scaled a business yourself-entrepreneurial experience is required
  • You have high-level coaching and/or consulting experience
  • You have elite communication skills and command presence
  • You excel at building deep trust, fast-and leading through clarity and conviction
  • You can simplify complex strategy and speak the language of serious operators
  • You are obsessed with results, rhythm, and execution-not fluff
  • You're not here to push your own frameworks-you're here to master and deploy ours
  • You're emotionally intelligent, highly disciplined, and action-oriented
  • Full-time, exclusive role - Strategists may not engage in outside coaching, consulting, or side businesses

• This role includes a 90-day training and probation period to ensure alignment, readiness, and fit. Compensation ramps up during this period, with full salary applied upon successful completion.

Benefits
  • Paid Time Off - Includes vacation days, sick leave, and company holidays
  • World-Class Training & Certification - Comprehensive onboarding, ongoing professional development, and access to exclusive resources
  • Remote Work Flexibility - Work from the location of your choice (U.S.-based) with the structure, autonomy, and support to thrive

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