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Small Business Outbound PE

Gusto - Denver, CO, USA - Hybrid - posted 2026-08-03

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Salary: USD 127,000 - 165,226 / annual

Gusto is seeking an experienced sales leader to manage a team of 12 small business sales representatives focused on outbound engagement and conversion. You will lead high-volume, high-velocity sales efforts, driving weekly, monthly, and quarterly targets while building a high-performance culture. Day-to-day responsibilities include: - Managing and coaching a team of 12 sales reps to achieve and exceed targets - Leading by example through direct selling activities: phone outreach, product demos, and messaging refinement - Using data-driven insights to inform coaching, skill development, and team initiatives (e.g., seasonality staffing, new activity pilots) - Partnering with cross-functional teams on lead targeting, qualification, messaging, and handoff processes - Building team culture, cultivating individual skill development, and guiding career growth - Ensuring effective use of Salesforce and other sales tools Required qualifications: - 1+ years of people management experience in a sales environment - 1+ years at a SaaS company - Experience with high-volume, high-velocity sales teams - Proven track record of establishing and exceeding measurable goals - Salesforce proficiency required - Start-up or SaaS sales model experience Preferred: - Experience leading sellers managing a book of business - SANDLER Sales Methodology familiarity Gusto supports 500,000+ small businesses with payroll, health insurance, 401(k)s, and HR solutions. The company has offices in Denver, San Francisco, and New York. Hybrid employees in Denver are expected to work on-site 2-3 days per week. All full-time employees receive competitive base pay, equity (RSUs), and benefits. AI fluency is expected across all roles.

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