Job Description
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.
