Sales Team Lead

ArboStar is a fast-growing SaaS platform helping tree care and landscaping companies streamline operations across North America. As we continue to scale, we're looking for a Sales Team Lead to organize, lead, and develop our sales team while ensuring consistent performance and predictable growth. This role is focused on team leadership, performance management, and enablement, with the expectation that the Sales Team Lead stays close enough to execution to effectively support team results when needed. You'll report to the Director of Sales and work closely with Marketing, Implementation, and Customer Success to ensure a strong and consistent client acquisition experience.

What You'll Do

• Team Leadership & Organization
• Lead, organize, and scale the sales team to meet growth targets.
• Own hiring, onboarding, and ramp-up of new sales representatives.
• Define clear roles, responsibilities, and expectations across the team.
• Build and maintain sales playbooks, scripts, and documented processes.

Coaching, Training & Quality Assurance

• Provide ongoing coaching, feedback, and performance improvement plans.
• Run regular call reviews, QA sessions, and one-on-one coaching.
• Ensure high and consistent quality across cold calls, discovery calls, demo confirmations, and demos.
• Identify skill gaps and address them through targeted training and enablement.

Performance Management & Reporting

• Own team-level performance metrics and reporting (pipeline health, activity, conversion rates, revenue).
• Conduct regular performance reviews for individual reps and the team.
• Document performance trends, risks, and improvement actions.
• Be accountable for team results, with compensation tied to the team meeting defined performance criteria.

Supporting Sales Execution

• Spend time reviewing and shadowing sales reps, particularly during the first months in the role, to understand workflows, strengths, and gaps.
• Step in selectively to support sales activities when it directly helps team performance (e.g., onboarding periods, coverage gaps, or complex opportunities).
• Reinforce best practices by example, without owning a permanent individual quota or day-to-day rep responsibilities.
• Use hands-on involvement to inform coaching, process improvements, and training—not as the primary focus of the role.

Cross-Functional Collaboration

• Partner with Marketing to improve lead quality and funnel performance.
• Work closely with Implementation and Customer Success to ensure smooth handoffs and aligned expectations.
• Share customer feedback and market insights to improve messaging and sales strategy.

What You'll Bring

• 5+ years of experience in B2B SaaS sales.
• Experience leading, mentoring, or managing sales representatives.
• Strong understanding of the full sales cycle and modern sales processes.
• Proven ability to coach and improve individual and team performance.
• Comfort managing performance, accountability, and difficult conversations.
• Data-driven approach to sales metrics and reporting.
• Excellent communication and organizational skills.
• Hands-on experience with CRM systems (HubSpot, Salesforce, Pipedrive).

Nice to Have

• Experience in the landscaping, arbor, or field services industries.
• Background in fast-growing or scaling SaaS companies.
• Experience building onboarding or training programs.

What We Offer

• Competitive base salary + team-performance-based bonus.
• Fully remote role with flexibility across North American time zones.
• Opportunity to lead and shape a growing sales team.
• Direct impact on company growth and sales operations.
• The chance to work in the green industry, helping tree care and landscaping businesses operate more efficiently while supporting healthier urban forests and a more sustainable planet.

Job Types: Full-time, Contract

Work Location: Remote