Sales Representative - Northeast Region (New)

Hourly; Connecticut; Remote; USD 60,000 - 120,000; Full time

Benefits offered by this job

Health insurance

401(k) retirement plan

Unlimited PTO

Remote work

Job summary

Hourly, Inc. is a fast-growing fintech and insurtech pioneer redefining payroll and workers' compensation for SMBs across the United States.

The Sales Representative role concentrates on selling Hourly's integrated solution directly to SMB owners and building a referral network of CPAs, brokers, and advisors. This 100% remote, hunter-focused position offers uncapped commission potential, a clear pipeline, and a collaborative team including Sales Enablement and Customer Success to drive high

Qualifications

• 1+ years of B2B field or territory sales experience, ideally in payroll, HCM, workers' comp, or insurance.
• Bachelor's degree in Business, Marketing, or related field preferred.
• Proven hunter mentality with a track record of exceeding new-logo quotas.
• Excellent verbal and written communication with ability to present fintech solutions.

Responsibilities

• Drive outbound activity to generate 3-4x pipeline coverage through cold outreach, referrals, and events.
• Own full sales cycle from discovery and demos to proposal and closing first payroll run.
• Close 8+ new accounts per month to meet territorial production targets.

Skills

Hunter mentality

Strong closing

Self-starter

Education

Bachelor's degree in Business/Marketing or related

Tools

Salesforce

Google Workspace

Job description

Company Overview

Hourly, Inc. is a fast-growing fintech and insurtech pioneer that simplifies payroll and workers' compensation for small and mid-sized businesses (SMBs) across the United States. While traditional payroll and insurance systems rely on manual data entry and outdated processes, Hourly leverages a proprietary, real-time technology ecosystem to bridge the gap between labor costs and insurance premiums.

By integrating time tracking, payroll, and workers' comp into a single, intuitive platform, Hourly enables business owners to run payroll in under 30 seconds and eliminates the stress of year-end workers' comp audits. Hourly is transforming how the 80+ million hourly workers in America are paid and protected.

Position Background

Since its launch, Hourly has seen rapid adoption, particularly in high-complexity sectors such as construction, hospitality, and service industries. As we move into 2026, Hourly is expanding its footprint to meet the increasing demand for transparent, mobile-first financial tools that support both employers and employees. The Sales Representative will be a critical driver of this expansion. This is a \"hunter\" role designed for high-performing sales professionals who thrive in a high-activity, short-cycle environment. You will be responsible for generating new business by selling Hourly's integrated solution directly to SMB owners and building a robust referral network of CPAs, insurance brokers, and financial advisors. This role offers a unique opportunity to build a personal book of business with uncapped commission potential and long-term residual income.

Corporate Structure

This position reports directly to the Regional Sales Director. This is a 100% remote role that requires proactive territory management. While you own your pipeline, you are supported by a dedicated Sales Enablement team, Customer Success managers, and modern CRM tools to ensure seamless onboarding and high client retention.

Key Responsibilities

Pipeline & Territory Management

• Lead Generation: Drive consistent outbound activity to generate a 3-4x pipeline coverage through cold outreach, referrals, and local events


• Full Sales Cycle Ownership: Manage the entire process from initial discovery and platform demos to proposal development and closing the first payroll run


• Sales Targets: Consistently close 8+ new accounts per month to meet and exceed territorial production objectives

Partner Relationship Development

• Referral Networks: Identify and cultivate strategic partnerships with CPAs, insurance brokers, and banks to create a steady stream of warm leads


• Market Engagement: Actively participate in local industry trade associations and events to build the Hourly brand within your territory

Strategic Operations

• Data Integrity: Maintain meticulous CRM hygiene and provide accurate weekly forecasting to leadership


• Customer Success Collaboration: Work closely with the onboarding team to ensure a \"white-glove\" transition for new clients, focusing on 85%+ retention for integrated accounts


• Competitive Analysis: Gather field intelligence on local competitors and market trends to inform Hourly's go-to-market strategy

Requirements

• Experience: 1+ years of B2B field or territory sales experience, specifically within payroll, HCM, workers' comp, or the insurance industry


• Education: Bachelor's degree in Business, Marketing, or a related field (preferred)


• Skills: * Proven \"hunter\" mentality with a track record of exceeding new-logo quotas


• Strong closing skills and the ability to navigate short, high-volume sales cycles


• Excellent verbal and written communication, with a knack for presenting complex fintech solutions simply


• Proficient with Google Workspace and modern CRM tools (Salesforce etc.)


• Attributes: Self-starter with superior organizational skills; comfortable selling to SMB owners in blue-collar and service-based industries

Benefits

• Base Salary: $60,000


• First-Year OTE: $120,000 (Base + Commission + Residuals)


• Uncapped Upside: No commission ceilings; higher performance unlocks higher tiers


• Health & Wellness: Medical, dental, vision, and life insurance


• Future Planning: 401(k) retirement plan


• Flexibility: Unlimited Time Off (PTO) and 100% remote work environment


• Support: Communication stipend, client entertainment budget, and mileage/expense reimbursement