Inside Sales Representative

Rejigg•San Francisco, CA

13d•$65,000 - $65,000•Hybrid

About The Position

Rejigg is a fast-growing platform that helps small business owners exit their companies by connecting them with qualified buyers. The Inside Sales Representative joins its high-performance sales team in a full-cycle, outbound-heavy role sourcing and onboarding small business owners who are considering a sale, from initial outreach through listing their business on the platform. The role is described as based in the Chicago office, while the posting’s location line lists San Francisco, California, with a hybrid schedule of Monday through Thursday in the FiDi office. The position requires high activity, rapid learning, and curiosity about small businesses. The representative will make frequent outbound calls, educate owners about the selling process and Rejigg, guide them through onboarding, and work toward monthly sales targets. The role offers an opportunity to learn about small-business sales, including EBITDA, SDE, deal structures, buyer motivations, and communicating with business owners.

Requirements

Be hungry, competitive, goal-oriented, and comfortable with a hunter-style sales role.
Have experience making hundreds or thousands of cold calls and remain energized by outbound prospecting.
Be resilient and able to handle rejection.
Be comfortable learning new terminology and working in a detail-oriented environment.
Care about helping people make significant decisions.
Have excellent verbal communication skills and be able to earn trust quickly over the phone.
Have strong organizational skills and the ability to prioritize in a fast-paced environment.
Be proficient with CRM and sales tools.
Have a bachelor's degree or equivalent work experience.

Nice To Haves

1–3 years of sales experience, especially in a startup, inside sales, or call-heavy role; new graduates are welcome to apply.
Experience with CRM and sales tools such as HubSpot.

Responsibilities

Own the full sales cycle by prospecting, qualifying, and closing new business listings on the Rejigg platform.
Make hundreds of outbound calls per week to small business owners, including retiring baby boomers and family business operators.
Conduct thoughtful conversations to educate business owners about the process of selling and the benefits of Rejigg.
Guide sellers through onboarding and listing, answer questions, and ensure a smooth experience.
Maintain accurate, detailed records of outreach, calls, and follow-ups in the CRM.
Hit monthly sales targets.