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.