Head of Sales

Job Description

We are seeking an experienced and results-driven Head of Sales to lead and scale the commercial growth of Teams Squared. This role is responsible for developing and executing the company's sales strategy, driving new client acquisition, expanding existing accounts, and leading a high-performing sales team.

As the Head of Sales, you will play a key role in accelerating the growth of our team augmentation business by building relationships with law firms, professional services firms, and businesses seeking high-quality remote talent. You will work closely with the executive leadership team to identify market opportunities, optimize the sales process, and ensure consistent revenue growth.

The ideal candidate has a strong background in B2B sales leadership, preferably within recruitment, staffing, outsourcing, or professional services, and is passionate about building scalable sales functions.

Responsibilities

- Develop and execute the company's sales strategy to achieve revenue and growth targets.

- Lead, coach, and mentor the Sales and Business Development team to consistently meet and exceed KPIs.

- Identify and secure new business opportunities with law firms, legal departments, and other professional services organizations.

- Build and maintain strong relationships with key decision-makers and strategic partners.

- Oversee the entire sales cycle, from prospecting and discovery through proposal, negotiation, and contract execution.

- Develop account growth strategies to increase revenue from existing clients through cross-selling and upselling.

- Collaborate with Recruitment, Account Management, and Operations teams to ensure a seamless client experience from sale through onboarding and delivery.

- Monitor sales performance, pipeline health, forecasting, and conversion metrics, implementing improvements where necessary.

- Establish and refine sales processes, playbooks, and reporting to improve efficiency and scalability.

- Analyze market trends, competitor activity, and client feedback to identify new opportunities and strengthen Teams Squared's market position.

- Represent Teams Squared in client meetings, networking events, webinars, and industry conferences when required.

Qualifications

- Bachelor's degree in Business, Marketing, Communications, or a related field.

- Minimum of 7 years of B2B sales experience, including at least 3 years in a sales leadership or management role.

- Proven experience selling recruitment, staffing, outsourcing, team augmentation, BPO, managed services, or other professional services.

- Demonstrated track record of consistently achieving or exceeding sales and revenue targets.

- Experience leading, coaching, and developing high-performing sales teams.

- Strong consultative selling, negotiation, and relationship management skills.

- Excellent communication and presentation skills with executive-level stakeholders.

- Experience using CRM platforms such as HubSpot, Salesforce, or similar.

- Strong analytical skills with experience using sales metrics and pipeline reporting to drive performance.

- Experience working in a remote or international business environment is highly desirable.

Benefits

- Opportunity for 100% remote work.

- Competitive compensation package with performance-based incentives.

- Leadership role with significant impact on company growth and strategy.

- Professional development and leadership training opportunities.

- Collaborative, entrepreneurial, and fast-growing team environment.