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Pilot.comPilot.comSan Francisco, CA

Sales Manager

Hands-on Sales Manager leading 5-8 inside sales reps selling accounting services. Coaches via 1:1s and call reviews, drives performance through data and CRM metrics, and executes daily operations to hit quotas. Requires 4+ years sales experience including 2 years managing reps.

163k – 214k
On-site4+ YOESales Enablement

About the role

What You'll Do

Coach and Develop Your Team

  • Run structured weekly 1:1s with each rep focused on skill development, pipeline review, and goal-setting
  • Listen to call recordings and provide specific, actionable feedback to improve rep performance
  • Identify each rep's strengths and growth areas, and build individualized development plans
  • Onboard new hires and ensure they ramp quickly and confidently

Drive Performance Through Data

  • Own team-level metrics including activity volume, conversion rates, pipeline health, and quota attainment
  • Use CRM and sales analytics data to spot trends, flag risks early, and surface coaching opportunities
  • Hold the team accountable to daily and weekly activity targets in a constructive, motivating way
  • Deliver clear, consistent reporting to the Director of Sales on team performance and forecast

Execute Day-to-Day Operations

  • Lead weekly team meetings that keep the team energized and aligned
  • Partner with reps on live deals — provide deal coaching, handle escalations, and help close
  • Maintain CRM hygiene standards across the team to ensure data accuracy and pipeline visibility
  • Coordinate with Sales Leadership and Marketing on messaging, campaigns, and tooling rollouts

Build a Winning Culture

  • Create a team environment that is high-performance and high-care — reps should feel challenged and supported
  • Recognize wins loudly and coach through misses constructively
  • Advocate for your team's needs: tools, process improvements, and career growth opportunities

What We're Looking For

Required:

  • 4-6+ years of experience in sales, including at least 2 years managing a team of inside sales reps
  • A track record of developing individual reps into consistent quota-attainers
  • Strong analytical skills — comfortable digging into sales data, building a forecast, and using metrics to make coaching decisions
  • Excellent communication and interpersonal skills; you give direct, caring feedback
  • Proficiency with a modern CRM (Salesforce, HubSpot, or similar)
  • Organized, detail-oriented, and consistent in following through on commitments to your team

Nice to Have:

  • Experience selling professional services, fintech, or SaaS products
  • Familiarity with accounting, bookkeeping, or financial services
  • Experience with advanced AI tools and processes for sales (Claude Cowork, Codex)
  • Prior experience building or iterating on a sales playbook or onboarding program

Compensation: Base pay range $163,000 - $214,000 in San Francisco, CA, plus equity, 401(k), health benefits.

Skills

SalesforceHubSpotCRMSales AnalyticsPipeline ManagementSales ForecastingCall CoachingSales PlaybookAi Sales Tools
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