Appointment Setter – Advertising Sales (Remote)

Company: The James R Whelan Agency (TheJRWA.com)

Location: Remote (company based in Florida, US)- seeking great people anywhere.

Job type: Full-time

Pay: Base salary ($1k USD) plus commission on sales

About Us

The James R Whelan Agency (TheJRWA.com) is a full-service advertising agency based in Florida. For 22 years we’ve helped businesses grow through Direct Mail, Connected TV (CTV), and Podcast advertising. Our clients include car dealerships, HVAC and home-service companies, and direct-response publishers across the United States.

Want to see our work before you apply? Visit TheJRWA.com to learn who we are and how our Direct Mail, Connected TV, and Podcast campaigns help advertisers reach more customers.

About the Role

We’re hiring a remote Appointment Setter to make outbound calls to active advertisers and book qualified meetings for our senior sales team. You’ll be introducing the Direct Mail, Connected TV, and Podcast advertising solutions we’re known for. This is a phone-forward role built for someone who wants to move into commission-based advertising sales as a long-term career.

You’ll work from home on a consistent daily call schedule. If you prefer a self-directed, remote environment over a traditional office, this role is designed for you.

What You’ll Do

- Make approximately 50–70 outbound cold calls per day to active advertisers.
- Introduce our Direct Mail, Connected TV (CTV), and Podcast advertising solutions.
- Qualify prospects and schedule appointments for the senior sales team.
- Maintain accurate notes and follow-up records in our CRM.
- Hit weekly call-volume and appointment-setting targets.

Before your interview, we recommend reviewing TheJRWA.com so you’re familiar with our services and the clients we serve.

Compensation





This role pays a base salary plus uncapped commission on qualified appointments that convert. Total realistic earnings range depending on your experience, performance, and bonuses. The base is guaranteed; commission is earned on top of it.

Career growth: Strong performers can advance from Appointment Setter into a senior sales (closer) role. Closers who build a book of business over several years have the potential to earn significantly more. These higher figures reflect top, tenured performers and are not typical first-year earnings for the appointment-setter position advertised here.

What We’re Looking For

- Fluent/Proficient in English (speaking and writing)
- Comfortable and confident making a high volume of outbound calls daily.
- Strong verbal communication and the ability to build quick rapport.
- Self-motivated and disciplined working independently in a remote setting.
- Resilient and consistent in the face of rejection.
- Interested in building a career in commission-based advertising sales.
- Prior sales, cold-calling, or customer-facing experience is a plus but not required.

What We Offer

- Competitive base salary plus uncapped commission.
- Fully remote work environment.
- Clear path to advance into a senior sales role.
- Training on our proven Direct Mail, CTV, and Podcast advertising solutions.

How to Apply

To apply, submit a 60-second video introducing yourself. In your video, please cover:

- Who you are — your name, background, and relevant experience.
- Why you’re a good fit for this appointment-setter role.
- How you see yourself building advertising sales into your long-term career.

Please also state “Ad Code 412” in your video so we know you reviewed the full posting.

Take a few minutes to review TheJRWA.com before you record, so you can speak to what we do. Then send your 60-second video to: apply @ thejrwa.com.

Please, no phone calls regarding this position — video submissions only.

Job Types: Full-time, Contract

Work Location: In person

📌 Appointment Setter Advertising Sales (contractor)CO (Colombia)
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