Remote Territory Sales Manager - Payroll & Workers' Comp

Hourly, Inc.; Tampa (FL); On-site; USD 60,000 - 120,000; Full time

Benefits offered by this job

401(k)

Unlimited time off

100% remote

Communication stipend

Job summary

Hourly, Inc. is hiring a Territory Sales Manager to generate new business selling payroll and Workers’ Comp solutions to SMBs across the United States. This true hunter role requires owning your pipeline, closing new accounts, and building long-term residual income through sustained performance.

You will operate in a field-based/remote capacity with a base salary plus commission and uncapped upside, supported by modern tools and a strong product-market fit for SMBs.

Qualifications

• 1+ years of B2B field or territory sales experience.
• Proven new-logo hunter with outbound prospecting experience.
• Comfort selling to SMB owners (construction, restaurant, service).
• Experience managing short sales cycles in high-volume environments.
• Strong written and verbal communication skills.
• Self-starter with territory planning and execution.
• Proficiency with Google Workspace and CRM tools.
• Bachelor’s degree preferred.

Responsibilities

• Prospect and generate pipeline: drive outbound activity and maintain 3–4x pipeline coverage.
• Close new business: consistently close 4+ new accounts per month with SMB owners.
• Manage full sales cycle from outreach to payroll run including discovery and demos.
• Build referral partnerships with CPAs, brokers, advisors, and banks.
• Forecast accurately with CRM hygiene and deal-stage tracking.
• Collaborate with Customer Success to ensure smooth onboarding and early retention.
• Provide market feedback to inform product and GTM strategy.

Skills

B2B sales

territory management

new-logo hunting

CRM proficiency

Google Workspace

Education

Bachelor’s degree preferred

Tools

CRM tools

Google Workspace

Job description

Hourly, Inc. is hiring a Territory Sales Manager to generate new business selling payroll and Workers’ Comp solutions to SMBs across the United States. This true hunter role requires owning your pipeline, closing new accounts, and building long-term residual income through sustained performance.

You will operate in a field-based/remote capacity with a base salary plus commission and uncapped upside, supported by modern tools and a strong product-market fit for SMBs.