Company Overview

Guestable Inc. is a hospitality and tourism company specialising in short-term rental and property management services. Our approach enables property owners to maximise their real estate income while reducing the demands on their time.

We are a group of diverse professionals from hospitality & tourism, property management, sales and marketing, data science, and investment consulting, pursuing a unified objective.

We are committed to delivering exceptional experiences for our guests and providing enduring, effective solutions for our clients all over the world fostered by Guestable’s Culture, Purpose and Philosophy. We are headquartered in Toronto with multiple international offices.

Role and Responsibilities

Guestable is looking for a Sales Representative who will be responsible for promoting the Guestable’s services and generating new business opportunities and revenues. This role involves developing and implementing marketing strategies in property management/rentals, identifying potential clients, and maintaining relationships with existing clients.

The candidate will also be tasked with conducting market research for rentals, analyzing trends, and creating marketing materials to support sales efforts. This role will report to the Sales and Marketing Leader and Director.

Key Responsibilities

- Make outbound calls, emails, and messages to prospective customers.
- Identify and qualify potential customers based on their needs, interests, and fit.
- Clearly communicate our products/services and the value we provide.




- Schedule qualified meetings and appointments for the sales team.
- Follow up consistently with prospects throughout the sales process.
- Maintain accurate and up-to-date prospect information in the CRM.
- Meet or exceed monthly activity and performance targets.
- Research prospects and identify new business opportunities.
- Build positive relationships with prospective customers through professional and engaging communication.
- Collaborate with sales, marketing, and customer success teams to improve lead generation and conversion.
- Track outreach activity, results, and key performance metrics.
- Continuously test and improve outreach strategies, messaging, and follow-up techniques.

Qualifications

- 1+ year of experience in outbound sales, business development, telemarketing, customer service, or a similar role preferred.
- Strong verbal and written communication skills.
- Comfortable making frequent outbound calls and initiating conversations with current prospects.
- Confident, personable, and professional communication style.
- Highly motivated and goal-oriented.
- Strong organizational and time-management skills.
- Ability to handle rejection and remain persistent and positive.




- Comfortable working with CRM systems and sales technology.
- Ability to work independently while contributing to a collaborative team environment.

What Success Looks Like

In this role, success means consistently creating new sales opportunities, engaging prospects effectively, maintaining a healthy pipeline, and contributing to the overall growth of the business.

You’ll be measured through key performance indicators such as outbound activity, qualified opportunities generated, meetings booked, conversion rates, and revenue contribution.

At Guestable, everyone is welcome! We believe that diversity, equality, and inclusion are fundamental to our success and growth, and we celebrate the unique perspectives and backgrounds that each team member brings. We strive to providing a supportive and equitable workplace for all.

Guestable is renowned for its ability to attract numerous applications, and we are thanking everyone for applying! While we strive to review all submissions, only candidates who best match our criteria will be contacted for further steps.

Learn more about Guestable at www.guestable.com.

Thank you for considering a career with us! We look forward to potentially welcoming you to our team.

Job Type: Full-time

Pay: $60,000.00-$85,000.00 per year

Ability to commute/relocate:

- Toronto, ON: reliably commute or plan to relocate before starting work (preferred)

Experience:

- B2B sales: 4 years (preferred)

Work Location: In person

📌 Sales Representative (Canada)
🏢 Guestable
📍 Canada