Braun Board

Sales Representative - Northeast Region (New)

Hourly, Inc. · Remote · US

Base
$60K
OTE
Not disclosed
Quota attainment
Not disclosed
Posted
8mo ago

Why it matters: OTE tells you what you could earn. Attainment tells you how realistic it is.

Ask: “What percentage of fully ramped reps hit quota last year?”

Still open · checked 1h agoon Hourly, Inc.'s careers page

The job

What you'd sell

Runs payroll and workers' comp insurance for small businesses

When a small business has to pay its hourly workers and cover workers' comp, it usually types hours and pay figures in by hand. The problem is, it's slow, and surprise audits at year end leave owners scrambling. Hourly runs time tracking, payroll, and workers' comp in one app, so payroll takes under 30 seconds.

In plain English, from their own job posts. Something wrong? Tell me · More HR & payroll companies →

Who you'd sell to
Still reading the posting. Check back within the hour.
Where deals come from
A mix. Some leads come to you, some you find yourself.

The Braun Read

Ask hard questions

Too much is left unsaid. Make them answer before you invest.

Pay
Base is listed but not OTE. Ask what the variable is and how many people hit it.
Transparency
Says nothing about quota, attainment, deal size, territory or sales cycle.
Pipeline
A mix of self-sourced pipeline and inbound or SDR help.
Time on market
Open 262 days. Ask why it's been hard to fill.
Company hiring
4 sales roles open, hiring at a steady pace.

Red lights

None spotted.

Yellow lights

  • Open 90+ days. This role has been posted for three months or more. Ask why it's been hard to fill, and whether anyone left it.

Green lights

None spotted.

Based only on what the posting says. Lights are a starting point for your first call, not a final judgment.

Questions to ask on the first call

Built from what this posting leaves out. How they answer tells you as much as what they say.

  1. 1.

    This role has been open a while. What's made it hard to fill?

    The answer tells you what candidates saw that made them walk.

  2. 2.

    What percentage of fully ramped reps hit quota last year?

    OTE is what you could earn. This is how likely you are to earn it.

  3. 3.

    What percentage of reps on the team have been here more than 18 months?

    Tenure shows whether people stay long enough to get paid.

  4. 4.

    Has the comp plan changed in the last 12 to 18 months? What changed?

    A plan that changes every year means the goalposts keep moving.

  5. 5.

    Who sits with reps and reviews calls each week?

    Coaching is often what's behind a good or bad attainment number.

  6. 6.

    Why is this role open? Did someone leave, or is it new?

    New headcount is growth. A replacement means someone left. Ask why.

› When the offer comes

Save these for later. They land better once they've said yes to you.

  1. 1.

    Can I see the full comp plan in writing, including clawbacks and accelerators?

    What's in writing is what gets paid. Read it before you sign.

  2. 2.

    Can I see the actual comp distribution for the team last year, not just the OTE?

    The spread shows what most reps really take home. OTE is just the target.

  3. 3.

    I'd be walking away from earned commission to join. Is there room for a sign-on bonus to help cover that?

    Leaving money behind is a fair reason to ask. The worst answer is no.

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Full posting
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.
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