Fractional CEO — Lead a Portfolio of Small Business Owner (Remote)

Fractional CEO — Lead a Portfolio of Small Business Owner (Remote, W-2, $182K + OTE)

Location: Remote (Must reside in AZ, CO, FL, GA, IL, MD, MI, NC, NJ, NY, PA, TX, VA, or WA)

Compensation: $110,000 Base Salary + Performance Compensation | $182,000+ On-Target Earnings

HTM is hiring a Fractional CEO to lead a portfolio of small and mid-sized law firms — acting as the outsourced CEO, COO, or President these owners can’t otherwise afford. This is a full-time, W-2 executive role, not a consulting engagement: you’ll be accountable for the business results of every firm in your portfolio, the same way you would be as an in-house CEO, GM, President, or EOS Integrator.

We provide the client portfolio. You provide the executive leadership — no business development, no sales, no growing your own book of business.

About HTM

How To MANAGE a Small Law Firm (HTM) is the nation’s leading provider of Fractional C-Suite services for solo and small law firms. Recognized on the Inc. 5000 Fastest-Growing Companies list every year since 2013, we help entrepreneurial law firm owners build businesses that scale — companies that no longer depend on the owner for every decision.

What You’ll Do

As Fractional CEO, you’ll partner directly with law firm owners to:

• Build and execute business growth strategies
• Improve profitability and cash flow
• Develop organizational structure and leadership teams
• Coach owners through strategic business decisions
• Improve operational execution and accountability
• Help owners transition from working in the business to leading it

This is hands-on executive leadership — not a reports-and-walk-away advisory role. You’ll help owners implement change, measure results, and stay accountable until their businesses improve.

Who This Role Is For

You’ve been accountable for the results of a business — not just advised on them — as a CEO, President, GM, COO, Operations Executive, or EOS Integrator of a company roughly $500K–$50M in annual revenue.

You should have:

• 10+ years of executive leadership experience
• Direct, hands-on experience working with owners of small to mid-sized businesses — you understand the pace, challenges, and decision-making of entrepreneurial companies
• Ownership of business results (P&L, operations, or both) for a company in the $500K–$50M+ range
• Proven success improving profitability, cash flow, and overall business performance
• Experience building teams, systems, and organizational accountability
• Strong executive coaching and leadership skills
• Ability to manage multiple client relationships simultaneously

Experience as a Fractional CEO, virtual CEO, or multi-client executive advisor is a plus but not required.

Success Looks Like

• Increased profitability and improved cash flow
• Better operational discipline
• Stronger leadership teams
• Greater organizational accountability
• Businesses that no longer depend on the owner for day-to-day operations

This Role Is NOT a Fit If

• Your background is primarily sales, business development, or account management…..
• You don’t have direct experience working with owners or founders of small to mid-sized businesses
• You haven’t owned business results (P&L or operations) for a company in the $500K–$50M+ range
• You prefer large corporate environments with multiple layers of management and established infrastructure
• You avoid difficult conversations or accountability
• You’re looking for a traditional executive role leading one internal company
• Your experience is primarily consulting or advisory, without hands-on operational execution

Compensation & Benefits

• $110,000 Base Salary
• Performance Compensation with $182,000+ On-Target Earnings
• Medical, dental, and vision insurance (75% employer-paid)
• Company-paid short- and long-term disability
• 401(k) with company match
• Pet insurance
• Legal insurance
• Unlimited PTO
• Company closed the entire week of Thanksgiving
• One additional mandatory paid week off annually
• Employee Assistance Program (EAP)
• Access to world-class executive leadership and business development programs
• 100% Remote

Why Join HTM?

You’ve already proven you can build and lead a business. Now apply that experience across dozens of entrepreneurs who need an executive partner — without finding clients, selling services, or running your own consulting practice. Combine the stability of a full-time W-2 role with the variety of serving as CEO for multiple growing businesses.

Apply today with your resume.