# Territory Sales Manager Mid-West (New)

> Hourly, Inc. · Peoria, United States (Remote) · Full-time · Posted 2026-02-23

**Salary:** USD 120,000–120,000

**Workplace:** remote

**Department:** Sales & Marketing

## Description

**Location:** Field-based / Remote (U.S.)  
**Employment Type:** W-2, Base Salary + Commission  
**Compensation**: $60,000 Base + Commission + Residuals  
**First-Year On-Target Earnings (OTE):** **$120,000 at plan**

### **Why This Is a Strong Opportunity**

-   **Build a book of business:** Earn upfront commissions and long-term residual income as your client base grows.
-   **Uncapped upside:** No commission ceilings — higher performance unlocks higher commission tiers.
-   **Hunter-focused role:** High-activity, high-volume sales motion with short sales cycles.
-   **Strong product-market fit:** Payroll and Workers’ Comp are mission-critical services for SMBs.
-   **Autonomy with support:** You own your pipeline and territory, backed by sales enablement, Customer Success, and modern tools.

### About Hourly

Hourly is a fast-growing fintech company that simplifies **payroll and workers’ compensation** for small and mid-sized businesses in the U.S.

Our platform delivers:

-   Payroll runs in **under 30 seconds**
-   **Same-day direct deposit**
-   Seamless **payroll + Workers’ Comp integration**
-   Unlimited payroll runs at no extra cost
-   Elimination of surprise Workers’ Comp audits
-   **85%+ retention** when payroll and WC are sold together

Hourly’s product is proven, sticky, and designed for SMBs — making it a strong sell for high-performing sales professionals.

### The Opportunity

As a **Territory Sales Manager**, you will focus on **generating new business** by selling Hourly’s payroll and Workers’ Comp solution to small and mid-sized businesses.

This is a **true hunter role**. You will own your territory, generate your own pipeline, close new accounts, and build long-term residual income through consistent performance.

### What You’ll Do

-   **Prospect and generate pipeline:** Drive outbound activity, referrals, events, and partner-sourced leads; maintain a healthy 3–4x pipeline coverage.
-   **Manage the full sales cycle:** From first outreach to first payroll run, including discovery, demos, proposal development, and close.
-   **Build referral partnerships:** Develop relationships with **CPAs, insurance brokers, financial advisors, and banks**.
-   **Forecast accurately:** Maintain strong CRM hygiene, deal-stage accuracy, and weekly forecasting.
-   **Collaborate cross-functionally:** Partner with Customer Success to ensure smooth onboarding and strong early retention.
-   **Provide market feedback:** Share insights from the field to inform product, messaging, and go-to-market strategy.

## Requirements

-   1+ years of **B2B field or territory sales experience**, ideally in:

-   Payroll, HCM, Workers’ Comp, insurance, uniforms, food service, or SMB-focused industries

-   Proven **new-logo hunter** with consistent outbound prospecting experience
-   Comfort selling to **small business owners**, especially in construction, restaurant, and service industries
-   Experience managing short sales cycles in high-volume environments
-   Strong written and verbal communication skills
-   Self-starter mindset with the ability to plan and execute within a territory
-   Proficiency with Google Workspace and modern CRM tools
-   Bachelor’s degree preferred

## Benefits

-   Medical, dental, vision, and life insurance
-   401(k)
-   Unlimited time off
-   **100% remote**
-   Communication stipend, client entertainment budget, mileage and expense reimbursement

### Ready to Own Your Success?

If you’re a driven B2B sales professional who thrives on prospecting, closing new business, and building long-term income through residuals — we’d love to talk.

Hourly is an equal opportunity employer committed to building a diverse and inclusive team.

## Apply

[Apply at Hourly, Inc.](https://apply.workable.com/hourly/j/B7840A4987/apply)

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