Sales Manager

Responsibilities

• Coach and develop a team of 5–8 inside sales reps through weekly 1:1s and call reviews
• Drive performance using CRM and sales analytics to monitor conversion rates and pipeline health
• Execute day-to-day operations including leading team meetings and maintaining CRM hygiene
• Partner with reps on live deals to provide coaching and handle escalations
• Build a high-performance culture by recognizing wins and advocating for team needs

Requirements

• 4-6+ years of experience in sales
• At least 2 years of experience managing a team of inside sales reps
• Proven track record of developing reps into quota-attainers
• Strong analytical skills for sales forecasting and data-driven coaching
• Proficiency with modern CRMs like Salesforce or HubSpot
• Excellent communication and interpersonal skills

Preferred Qualifications

• Experience selling professional services, fintech, or SaaS products
• Familiarity with accounting, bookkeeping, or financial services
• Experience with advanced AI sales tools
• Experience building sales playbooks or onboarding programs

Benefits

• Flexible vacation/time-off policy
• Competitive benefits package including wellness benefits
• 12 weeks of 100% paid parental leave
• 401(k) plan
• All federal holidays observed

About the Company

Pilot provides small businesses with bookkeeping, CFO, and tax services powered by expert teams and intelligent software. A fintech unicorn, Pilot helps thousands of startups scale with financial clarity.