Small Business Outbound PE

Gusto · Denver, CO; Atlanta, GA; Phoenix, AZ · Other

Posted 2026-08-03

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About the Role:

We are seeking an experienced sales leader to join our Small Business Sales leadership team based both remotely and in Denver, CO. You will play the critical role of leading small business sales reps; empowering them to engage, educate, and convert small business owners onto the Gusto platform for their payroll and HR needs. You align with our company values and have a passion for building high-performance sales teams that drive stellar monthly/quarterly outcomes while developing processes for the long haul. If you’re passionate about developing people, shaping processes, and you’re excited to roll up your sleeves and lead by example, let’s talk.

Here’s what you’ll do day-to-day:

Lead a team of 12 Sales reps to achieve and exceed weekly/monthly/quarterly targets

Lead by example by rolling up your sleeves to embrace the phone, deliver demos, craft and refine messaging

Use data to inform decision-making and focus areas - ranging from skill development (e.g. coaching conversations, email campaign usage) to team initiatives (e.g. staffing to seasonality, piloting new activities). Track, measure and report-out on sales effectiveness against targets and adjust programs and strategies as necessary

Partner with cross-functional teams to refine lead targeting, messaging, lead qualification, and opportunity handoff

Build a culture of fun and excellence within the team. Cultivate each individual’s skill set development and guide career pathing as they grow within the organization

Ensure the effective use of Salesforce.com and other tools

Here’s what we're looking for:

1+ years of people management experience in a Sales environment

1+ years of working for a company that provides software as a service solutions (SaaS)

Experience working with High Volume and High Velocity sales teams

Consistent track record of establishing and exceeding measurable goals

Experience with start-up environments or SaaS sales models

Salesforce experience required

Experience leading a team of sellers that manages a book of business is a plus

SANDLER Sales Methodology preferred, but not required

Our cash compensation range for this role ranges from $127,000 OTE per year to $165,226 OTE per year in Phoenix, Denver and most remote locations with a 60/40 Split in Base and Commission. Final offer amounts are determined by multiple factors, including candidate experience and expertise, and may vary from the amounts listed above.

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