Inside Sales Representative

Boston, MA, us on site Until 8/23/2026 First posted March 22, 2025 Last posted March 22, 2025
Job description

ConnectPay offers online payroll solutions and is committed to providing first-name-basis service and technology-first innovation. ConnectPay has steadily built a reputation as a flexible and responsive resource for all of its clients with a complete suite of solutions that make growing your business easier.

Today, thousands of small and mid-sized businesses use ConnectPay to process payroll, automate taxes, and integrate data. And every single one of them is able to leverage ConnectPay’s services and resources while remaining connected to their own independent brokers and advisors. Our customers trust us to make their core business activities simpler, and we trust them to choose the best and brightest brokers for their unique needs.  Mutual trust is a beautiful thing.

With offices outside Boston, Detroit and in Fairfield, we are among the fastest growing private companies in Massachusetts, now is your chance to play a key role in the success and continued growth of our dynamic company.

To learn more visit www.connectpayusa.com

Got ambition? If you’re the type of person who loves uncovering opportunities in a fast-paced, start-up environment, we’d like to meet you. Our growing Sales team seeks an Inside Sales Rep to go after prospects, qualify leads and develop compelling strategies for product channels. Our goal is to train you thoroughly on Inside Sales working with the MA Retail Association to educate clients on Workers’ Comp and working with health brokers who want to leverage our connected process. Once fully trained, you would shift into a commissioned Sales position with goals for closing deals and generating revenue.

Responsibilities

  • Drive prospecting activities to uncover new opportunities to grow pipeline
  • Qualify outbound leads via phone, building rapport to “sell the meeting” or create opportunities
  • Expand sales in existing clients by educating on best practices and introducing new products and services
  • Utilize, contribute and improve functionality of Sales CRM, Pipeline Deals
  • Initiate sales process by scheduling appointments, preparing presentations, understanding account requirements
  • Add to and enhance ConnectPay’s current lead channels with your energy and ideas
  • Increase job knowledge by participating in meetings, educational opportunities and self-motivated research on topics to clarify subject matters.
  • 2 years+ inside sales/sales development experience or internship experience, preferably in the B2B SaaS space
  • Ability to work independently and prioritize effectively and balance multiple, disparate work streams
  • Strong written and verbal communication skills, with keen ability to maintain control of communication length and direction and articulate under pressure.
  • Brings a strong work ethic; takes initiative and thinks creatively to get the job done
  • BA/BS degree or equivalent practical experience.

What We Offer (Compensation & Benefits)

  • Base Salary with accelerating Commission Program
  • Quarterly and Annual Bonus Program
  • Auto and Phone allowance
  • Customer Expense allowance
  • Medical, Dental and Vision benefit plans
  • Life Insurance, short term and long term
  • 401(k) retirement options with generous match
  • Guaranteed paid vacation time through PTO policy
  • Professional development and advancement opportunities
  • Eligibility for stock options in the event of a sale/acquisition
About this role

Summary

Qualify leads, develop strategies, educate clients, and close sales in a fast-paced environment.

Job title

Inside Sales Representative

Experience level

2+ years

Industry

software

Location requirements

Boston, MA, us, on-site with remote options not specified

Salary

Not specified

Management role

No

Skills & keywords

Required skills

salesCRMcommunicationB2B SaaSprospecting

Preferred skills

None specified

Specializations

inside salesB2BSaaSprospecting
Locations

Structured locations inferred from the posting.

Boston, MA, USA

On-site City