Inside Sales Representative — SMB Software

About the role
We are hiring an Inside Sales Representative to help small service-based businesses simplify invoicing, estimates, customer approvals, and payment collection.
You will sell PM Essentials and our QuickBooks integration with Biller Genie to small and midsized businesses, primarily HVAC, plumbing, electrical, roofing, landscaping, and other service contractors.
This is a full-cycle sales role. You will identify prospective customers, conduct outbound calls and emails, qualify business needs, demonstrate the software, follow up on opportunities, and close new accounts.
The position is based at Bell Works in Hoffman Estates. Our hybrid schedule is designed to provide hands-on coaching and team collaboration while allowing focused remote prospecting and follow-up time.
What you will do

Prospect small and midsized service businesses through phone, email, referrals, and targeted outbound campaigns.
Conduct approximately 80–100 quality outbound activities per day during dedicated prospecting periods.
Speak with business owners, office managers, controllers, and operations leaders.
Learn how prospects currently manage estimates, approvals, invoicing, QuickBooks, and payment collection.
Explain how PM Essentials and the Biller Genie integration can improve billing workflows and cash collection.
Conduct online software demonstrations tailored to each prospect’s business.
Manage opportunities from initial contact through activation and first payment.
Maintain accurate activities, notes, next steps, and forecasts in the CRM.
Follow a structured sales process while contributing ideas to improve messaging and outreach.
Work toward a full-productivity target of 10 activated accounts per month.
Participate in call reviews, role-playing, product training, and weekly pipeline meetings.
Coordinate with onboarding and customer-support teams to create a smooth customer transition.
Monitor early customer adoption and help reduce cancellations during the first 90 days.
What success looks like
During your first month, you will complete product and sales training, begin building pipeline, and target approximately 25% of the mature monthly sales goal.
During your second month, you will conduct independent discovery calls and demonstrations and target approximately 60% of the mature goal.
By your third month, you will be working toward the full target of 10 activated accounts per month with qualified pipeline equal to at least three times your monthly target.
Qualifications

One or more years of inside sales, business development, customer-facing, or telephone-based sales experience preferred.
Comfortable making outbound calls and creating new business opportunities.
Strong verbal and written communication skills.
Able to speak confidently with small-business owners and understand operational problems.
Organized and disciplined with follow-up and CRM activity.
Comfortable learning software and conducting online product demonstrations.
Coachable, resilient, curious, and motivated by measurable goals.

Able to work from our Hoffman Estates office Tuesday through Thursday.

Experience selling SaaS, payments, accounting software, QuickBooks solutions, or services to contractors is helpful but not required.
Compensation
The base-salary range for this position is $45,000–$52,000 annually, based on relevant experience and demonstrated sales ability.

The position also includes UNCAPPED COMMISSION based on activated, paying customer accounts. Expected first-year total cash compensation is approximately $60,000–$65,000 for a representative achieving the stated performance target. Earnings above this range are possible through commission accelerators for exceeding the monthly goal.
Commission eligibility and payment are subject to the company’s written sales-compensation plan.

Work schedule

Monday: Remote prospecting, list development, and follow-up.
Tuesday: Bell Works office—live calling, coaching, demonstrations, and role-playing.
Wednesday: Bell Works office—pipeline review, training, and campaign development.
Thursday: Bell Works office—live calling, call calibration, and team collaboration.
Friday: Remote follow-up, proposals, CRM administration, and weekly review.
Growth opportunity
Successful representatives may progress into Senior Inside Sales Representative, Account Executive, Team Lead, or Sales Manager positions as the team expands.
We are an equal opportunity employer and consider qualified applicants without regard to legally protected characteristics.