Executive Business Scaling Strategist

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

The Opportunity of a Lifetime

You’re not just an advisor — you’re a strategic partner with the ability to fundamentally change how leaders think, operate, and scale. If you’ve built real businesses, guided serious entrepreneurs, and are driven by the opportunity to create exponential impact, this role may be for you.

At Scaling.com , we help founders and entrepreneurs grow their businesses 10x or more within three years. This is not aspirational language — it is the standard we operate against. Through a combination of behavioral science, disciplined business strategy, and our proprietary Scaling Framework, we help leaders execute with clarity while driving meaningful, identity-level transformation.

We are building a world-class team of Executive Business Scaling Strategists to guide high-performing clients through this journey. This role is designed for experienced operators — individuals who have built, led, and scaled real businesses and can quickly establish trust, provide strategic clarity, and drive measurable growth.

This is not a role for career coaches or passive advisors. It is for practitioners who bring lived entrepreneurial experience and the confidence to challenge, guide, and elevate leaders from day one.

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.

(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.

• 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