Head of Sales

United States – Remote 

About the Head of Sales Position 

The Head of Sales is a high impact, hands on sales leader responsible for building, testing, and scaling revenue generating sales strategies across the 360 Legal family of brands, including Trademark Engine, Swyft Filings, Snap Mailbox, 360 Legal Forms and Beacon Nonprofit. This role is ideal for a rising sales leader who is hungry to win, thrives in inbound and outbound sales, and is ready to grow into a larger leadership role. 

Reporting to the Chief Executive Officer, the Head of Sales will manage the Sales Team, develop new sales motions, and implement new technology for scalable revenue growth. This role will own the development and execution of sales pilots, go to market strategies, project initiatives, and performance management to help evolve the company’s sales engine. 

Rather than a legacy enterprise style leader, 360 Legal is seeking someone with the energy, grit, and ambition to help shape the future of sales at a growing, multi-brand organization. 

About 360 Legal 

360 Legal is a leading provider of online legal and business solutions, offering a suite of innovative, easy-to-use platforms designed to empower individuals, entrepreneurs, nonprofits, and businesses at every stage. As the parent company of a growing family of brands, 360 Legal delivers accessible and affordable services across a wide range of needs – from business formation and trademark registration to estate planning, legal documents, mail management, and nonprofit compliance.   

What You’ll Do 

• Design, pilot, and scale revenue generating sales strategies aligned to 360 Legals’ products and customer segments 

• Build and execute new sales motions across outbound, inbound conversion, and consultative sales models 

• Lead sales pilots and experimentation to validate messaging, pricing, processes, and team structure 

• Translate pilot insights into repeatable, scalable sales playbooks 

• Own revenue targets and sales performance outcomes across assigned channels and brands 

• Establish and monitor KPIs, dashboards, and reporting to track pipeline health, conversion rates, and revenue performance 

• Optimize sales processes to improve efficiency, forecasting accuracy, and close rates 

• Partner with Finance and executive leadership on revenue forecasting and planning 

• Build, lead, and develop high performing sales teams as the organization scales 

• Define sales roles, capacity models, compensation structures, and incentive plans 

• Coach and mentor sales leaders and individual contributors to drive performance and accountability 

• Establish clear expectations, operating rhythms, and performance standards 

• Partner with Marketing to align lead generation, messaging, and funnel performance 

• Collaborate with Product, Legal, and Operations teams to ensure alignment with product capabilities and compliance requirements 

• Provide structured customer and prospect feedback to inform product and service improvements 

• Serve as a strategic advisor to executive leadership on sales strategy and market trends 

• Design and implement scalable sales processes, tools, and systems 

• Develop onboarding, training, and enablement programs to accelerate ramp time 

• Ensure sales operations are data driven, compliant, and aligned with company standards 

• Standardize documentation, workflows, and best practices across the sales organization

What You’ll Need 

• Bachelor’s degree in Business, Marketing, or a related field; MBA preferred 

• 2-5 years of progressive sales leadership experience, including building and scaling sales teams 

• Demonstrated success designing and executing new sales strategies or pilots from the ground up 

• Strong understanding of consultative and solution-based sales models 

• Experience selling services or technology solutions to SMBs, entrepreneurs, or nonprofits preferred 

• Proven ability to use data and metrics to drive decision-making and performance 

• Excellent communication, leadership, and stakeholder management skills 

The Ideal Candidate 

The ideal Head of Sales is a driven, growth minded sales leader who is hungry to win and excited by the challenge of building something from the ground up. They shine in outbound sales, are comfortable picking up the phone, testing new approaches, and leading by example. 

This person brings 2 to 5 years of sales management and leadership experience and a strong desire to grow, learn, and continuously improve their craft. They are a natural project leader who can organize, execute, and drive cross functional initiatives from concept to completion. 

They thrive in fast-moving environments, are resilient, competitive, and motivated by results. While legal or compliance industry experience is a plus, it is not required. What matters most is their hunger, coachability, and commitment to building a high performing sales function. 

Compensation

Base: 90-100k 

Quarterly Bonus: 20%