Outbound Cold Caller / Appointment Setter

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: TYPE OF WORK

Any

: SALARY

$7/hr

: HOURS PER WEEK

40

: DATE UPDATED

Oct 15, 2026

JOB OVERVIEW

Outbound Cold Caller / Appointment Setter – Canadian Painting Company

ONLY APPLICANTS WHO SUBMIT A VIDEO RESPONSE WILL BE CONSIDERED. See details blow.

Company: High Five Painting
Location: Remote – Philippines
Hours: 30–50 hours per week (Flexible Schedule)
Working Hours: Between 9:00 AM and 9:00 PM Eastern Time (Canada)
Schedule: 5–7 days per week, depending on availability

ABOUT US

High Five Painting is a growing residential and commercial painting company based in Canada. We're building a dedicated outbound calling team and looking for motivated, confident, and well-spoken individuals to join us!

If you're great on the phone, enjoy talking to people, and know how to turn conversations into booked appointments, we'd love to hear from you.

WHAT YOU'LL BE DOING

Your main responsibility is to call potential customers and book free painting estimates with our sales team.

- Make approximately 120–200 outbound calls per day, depending on your shift and campaign.
- Call homeowners, previous leads, older inquiries, commercial prospects, and other contact lists provided by our company.
- Introduce High Five Painting and offer free painting estimates.
- Identify interested prospects and schedule appointments for our sales representatives.
- Follow up with leads who haven't booked yet.
- Track calls, update contact information, and manage appointments using our CRM.
- Work toward daily and weekly appointment-setting targets.

You will NOT need to find your own leads. We provide the contact lists, systems, and training.

WHAT WE'RE LOOKING FOR

Required:

- Excellent spoken English with clear pronunciation and strong communication skills. This is extremely important!
- Previous experience in cold calling, outbound sales, telemarketing, or appointment setting.
- Confidence speaking with North American customers.
- Experience using CRM software and tracking customer interactions.
- Comfortable making a high volume of outbound calls.
- Ability to handle rejection, overcome objections, and maintain a positive attitude.
- Reliable internet connection, a quiet workspace, and a professional attitude.
- Self-motivated, organized, and results-driven.

Bonus Skills:

- Experience using HubSpot CRM.
- Experience in home services, construction, or real estate appointment setting.
- Familiarity with ChatGPT, AI tools, and workflow automation.
- Experience working with Canadian or US businesses.

SCHEDULE & FLEXIBILITY

We're flexible with scheduling!

You can work anywhere from 30–50 hours per week, with shifts scheduled between 9:00 AM and 9:00 PM Eastern Time.

We're open to different schedules, including 5, 6, or 7 days per week, depending on your preference and availability.

HOW TO APPLY – VIDEO REQUIRED

IMPORTANT: Applications without a video introduction will NOT be considered.

We want to get to know you and hear how you communicate!

Please record a simple 2–4 minute video of yourself speaking directly to the camera, answering the following questions:

1. Introduce yourself. What's your name, where are you from, and what do you enjoy doing outside of work?

2. Tell us about your experience. What cold calling, outbound sales, or appointment-setting experience do you have? What types of companies have you worked with?

3. Why would you be a great fit? What makes you confident that you can book appointments and communicate effectively with Canadian homeowners?

4. Tell us about your goals. What are some personal or professional goals you're working toward?

5. Your availability. How many hours per week would you ideally like to work, and what schedule works best for you within our Eastern Time working hours?

6. Mock Cold Call. Pretend you're calling a homeowner in Canada who has never heard of High Five Painting. Give us a quick 20–30 second example of how you would introduce yourself, explain why you're calling, and offer them a free painting estimate.

VIDEO SUBMISSION INSTRUCTIONS

- Record using Loom, Google Drive, or any other video recording platform.
- Make sure your face is visible and we can clearly hear you speaking.
- Speak naturally! We're not looking for a professionally edited video.
- Include a working, accessible video link with your application.
- Please also include your resume and your expected hourly rate in USD.

ONLY APPLICANTS WHO SUBMIT A VIDEO WILL BE CONSIDERED.

We're looking for people who want to grow with our company and become part of a high-performing outbound calling team.

We look forward to meeting you!

High Five Painting Team

SKILL REQUIREMENT

Cold Calling English Speaking Outbound Calls

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Outbound Cold Caller / Appointment Setter

Please login or register as jobseeker to apply for this job.

TYPE OF WORK

SALARY

HOURS PER WEEK

DATE UPDATED

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