Fractional CEO Advisor - Turning Practicing Attorneys Into Business Owners (Remote)

Company: How To MANAGE a Small Law Firm (HTM) Location: 100% Remote (Must reside in AZ, CO, FL, GA, IL, MD, MI, NC, NJ, NY, PA, TX, VA, or WA) Position Type: Full-Time | W-2 Employee of HTM Compensation: $110,000 Base Salary + Performance Compensation | $182,000+ On-Target Earnings | Elite Benefits Bundle
This Is a Full-Time, Salaried Role Serving Up to 75 Law Firm Owners on a Fractional Basis

This is a full-time, salaried Fractional CEO Advisor position - not a 1099 consulting opportunity, and not a traditional single-company executive role either. You'll join HTM as a full-time employee and serve as a hands-on CEO Advisor to a dedicated roster of up to 75 law firm owners, meeting monthly with each and delivering CEO-level operating experience on a fractional basis - bringing real operating experience to businesses that have never had it before. We handle 100% of business development; you focus entirely on the operating work itself.

If you've built your career as an in-house CEO inside a single company, this is a different rhythm - you'll be carrying multiple businesses at once rather than living inside one org chart. If you've already operated as a fractional executive or advised multiple business owners simultaneously, this will feel familiar, just with more support behind you and none of the sales burden.
What You'll Actually Do

You'll partner directly with law firm owners to:

• Build and execute business growth strategies
• Improve operations, systems, and accountability
• Strengthen cash flow, profitability, and financial performance
• Support hiring, structure, and leadership development
• Coach owners through key business decisions
• Help firms transition from owner-dependent to scalable operations

This is hands-on executive leadership across multiple businesses, not traditional consulting - you're not handing off a strategy deck and walking away. You're in the operating details with each owner, week over week, until the business actually changes.

What this looks like in practice: an owner comes to you convinced their problem is 'we need more clients.' You dig in and find the real problem is that they have no intake process, no accountability structure for their one paralegal, and no idea what their actual profit margin is on a case. Growth isn't the fix - operational discipline is, and you're the one who has to build it with them, then hold them to it when it gets uncomfortable.
Who This Role Is For

This role is designed exclusively for experienced business operators. You have likely:

• Owned or operated a business
• Held full P&L responsibility or direct financial accountability
• Built teams, systems, and organizational structure
• Improved profitability, cash flow, and operational efficiency
• Coached or influenced business owners or senior leaders

Ideally, your direct experience spans P&Ls from roughly $500K to $50M+ in revenue - comfortable with a business at the scrappy, first-real-structure stage as well as one wrestling with growth-stage complexity.

Typical backgrounds: CEO, President, General Manager, Founder, Owner, Operations Director, or EOS Integrator.
What Success Looks Like

Success is measured by business outcomes, not activity:

• Increased profitability and cash flow
• Stronger operational structure and accountability
• Improved hiring and team performance
• More consistent execution across the business
• Reduced dependence on the owner for day-to-day operations

This Is NOT a Fit If

• Your background is primarily sales, business development, or account management
• You don't have experience with real P&L responsibility in the small-to-mid-size range
• You prefer large corporate environments with heavy structure and support layers
• You avoid direct or difficult conversations with business owners
• You want a traditional internal executive role managing employees day-to-day
• You don't have real operating experience running or scaling a business

Compensation & Benefits

• $110,000 base salary, with performance-based compensation built to predictably scale you to $182,000+ On-Target Earnings.
• Outstanding medical, dental, and vision for you and your family (75% company-covered) + free short- and long-term disability
• 401(k) match up to 3.5%, pet insurance, and legal coverage
• Unlimited PTO, a strong EAP program, entirely closed for the week of Thanksgiving, plus one additional mandatory week off per year
• Free access to elite personal and professional development programs that cost our clients hundreds of thousands of dollars
• 100% Remote

How to Apply

Submit your application through Breezy with your resume. We are specifically seeking operators with real business leadership and P&L experience - not advisors, consultants, or sales professionals looking for a new title.