📌 Core Information
🔹 Job Title: VP, Sales & Marketing
🔹 Company: Highstreet
🔹 Location: Kelowna, British Columbia, Canada
🔹 Job Type: Full-time, On-site
🔹 Category: Real Estate
🔹 Date Posted: 2025-08-07
🔹 Experience Level: 10+ years
🔹 Remote Status: On-site
🚀 Job Overview
Key aspects of this role include:
- Leading the development and execution of Highstreet’s brand strategy, sales efforts, and marketing campaigns.
- Building and managing high-performing internal and external Sales & Marketing teams.
- Collaborating with the Leadership Team to contribute to Highstreet’s strategic direction and overall business objectives.
- Monitoring market trends and competitor activities to inform strategy and innovation.
- Leveraging data to analyze sales performance and marketing effectiveness, optimizing strategy and forecasting revenue.
ASSUMPTION: This role requires a strategic and creative leader with a strong background in sales and marketing, preferably within the real estate industry. The ideal candidate will have a proven track record of leading high-performing teams and scaling brand and sales operations.
📋 Key Responsibilities
✅ Lead the development and execution of Highstreet’s marketing strategy, including brand positioning, messaging, campaigns, and events across all projects and rental communities.
✅ Define and evolve the brand identity to ensure it is consistent, memorable, and accurate.
✅ Design and lead data-driven customer acquisition and retention multi-channel campaigns (digital, print, events, etc.) that spotlight Highstreet’s unique qualities and values.
✅ Develop initiatives that highlight customer experiences, showcase success stories, and foster a sense of belonging within Highstreet’s communities.
✅ Analyze sales performance and marketing effectiveness to optimize strategy and forecast revenue.
✅ Build strong relationships with internal stakeholders, external agencies, and industry partners to amplify reach.
✅ Monitor market trends and competitor activities, using insights to inform strategy and innovation to differentiate Highstreet in the market.
✅ Work closely with the Leadership Team and contribute to Highstreet’s strategic direction and overall business objectives.
ASSUMPTION: The successful candidate will have a strong understanding of the residential real estate market, with experience in sales and marketing within the industry. They will be able to analyze market trends and competitor activities to inform strategy and drive growth.
🎯 Required Qualifications
Education: Bachelor's degree in Marketing, Business, or a related field. A Master's degree would be an asset.
Experience: Minimum 10 years of experience in Sales and Marketing, with at least 5 years in a senior leadership role. Proven experience in residential real estate, development, or a related industry.
Required Skills:
- Exceptional communication, storytelling, and strategic thinking skills.
- Strong analytical mindset and ability to turn data into insight-driven action.
- Passionate about sustainability, innovation, and community impact.
- Skilled in digital and traditional marketing methods that support pre-sales, leasing, and customer engagement in residential development projects.
Preferred Skills:
- Experience with CRM software and marketing automation tools.
- Fluency in French or another language relevant to Highstreet’s markets.
ASSUMPTION: The ideal candidate will have a proven track record of leading high-performing teams and scaling brand and sales operations. They will be passionate about sustainability, innovation, and community impact, with a strong understanding of the residential real estate market.
💰 Compensation & Benefits
Salary Range: $170,000 - $200,000 per year, depending on experience.
Benefits:
- Annual Bonus: Based on company performance, typically around 70% of annual salary.
- Investment Opportunity: Highstreet matches employee investment at 50% up to 20% of annual salary in Highstreet’s projects, TFSA, and RRSP eligible.
Working Hours: Full-time, typically 40 hours per week.
ASSUMPTION: The salary range provided is an estimate based on industry standards for a VP, Sales & Marketing role in the real estate industry. The annual bonus and investment opportunity are subject to company performance and individual results.
📌 Applicant Insights
🔍 Company Context
Industry: Real Estate Development and Property Management
Company Size: Mid-sized (51-200 employees)
Founded: 2005
Company Description:
- Highstreet is a BC-based company that develops, builds, sells, and operates sustainable condos and rentals.
- As a team-based atmosphere, Highstreet focuses on creating a workplace where people want to work, not because they have to.
- Highstreet aims to own and operate 2,500 net-zero energy ready homes by the end of 2025.
Company Specialties:
- Real Estate Development
- Leasing
- Real Estate
- Rentals
- Construction
- Condos
- Operations
- and Development
Company Website: http://www.gohighstreet.ca
ASSUMPTION: Highstreet is a well-established real estate development company with a strong focus on sustainability and community impact. As a mid-sized company, Highstreet offers a team-based atmosphere and opportunities for growth and learning.
📊 Role Analysis
Career Level: Executive (VP level)
Reporting Structure: Reports directly to the Chief Executive Officer.
Work Arrangement: On-site, full-time position with a typical workweek of 40 hours.
Growth Opportunities:
- As Highstreet continues to grow, there may be opportunities for the VP, Sales & Marketing to expand their team or take on additional responsibilities.
- Highstreet encourages internal promotions and offers learning and development opportunities to support employee growth.
ASSUMPTION: This role offers significant growth potential as Highstreet continues to expand its portfolio and enter new markets. The successful candidate will have the opportunity to make a significant impact on the company’s growth and success.
🌍 Location & Work Environment
Office Type: Highstreet’s headquarters is located in Kelowna, British Columbia, with additional offices in Calgary, Grand Prairie, Dawson Creek, and Edmonton.
Office Location(s): 602-1708 Dolphin Avenue, Kelowna, BC V1Y 9S4, CA
Geographic Context:
- Kelowna is located in the Okanagan Valley, offering a mild climate, beautiful landscapes, and a variety of outdoor activities.
- The city has a population of approximately 142,000 people and is known for its vibrant arts and culture scene, as well as its growing tech industry.
Work Schedule: The work schedule for this role is typically Monday to Friday, 8:30 AM to 5:00 PM, with a 30-minute lunch break. However, the work schedule may vary depending on the needs of the business and the individual’s role.
ASSUMPTION: Kelowna offers a high quality of life with a mix of urban amenities and natural beauty. The work environment at Highstreet is collaborative and team-based, with a focus on open communication and accountability.
💼 Interview & Application Insights
Typical Process:
- Phone or video screening to assess cultural fit and basic qualifications.
- In-depth interviews with the hiring manager and other team members to discuss the role, responsibilities, and company culture.
- Final interview with the Chief Executive Officer to discuss fit with Highstreet’s leadership team and overall business objectives.
Key Assessment Areas:
- Strategic thinking and problem-solving skills.
- Communication and presentation skills.
- Leadership and team management skills.
- Industry knowledge and understanding of Highstreet’s business.
Application Tips:
- Tailor your resume and cover letter to highlight your relevant experience and skills for this role.
- Prepare for behavioral interview questions that focus on your leadership style, problem-solving skills, and industry knowledge.
- Research Highstreet’s company culture and values to demonstrate your fit with the organization.
ATS Keywords: Sales, Marketing, Brand Development, Customer Acquisition, Data Analysis, Strategic Thinking, Communication, Storytelling, Digital Marketing, Traditional Marketing, Community Impact, Sustainability, Innovation, Team Building, Customer Engagement, Real Estate, Residential Development, Leasing, Rental Communities
ASSUMPTION: Highstreet uses an Applicant Tracking System (ATS) to manage job applications. Including relevant keywords in your resume and cover letter can help your application stand out and increase your chances of being selected for an interview.
🛠️ Tools & Technologies
- CRM software (e.g., Salesforce, HubSpot, Zoho CRM)
- Marketing automation tools (e.g., Marketo, Pardot, Mailchimp)
- Project management tools (e.g., Asana, Trello, Jira)
- Design tools (e.g., Adobe Creative Suite, Sketch, Figma)
- Data analysis tools (e.g., Excel, Google Analytics, Tableau)
ASSUMPTION: The successful candidate will be proficient in using relevant tools and technologies to manage projects, analyze data, and drive marketing campaigns. They will also be comfortable learning and adapting to new tools as needed.
👔 Cultural Fit Considerations
Company Values:
- HUMILITY grants us insight from others
- INQUISITIVE & learning continuously
- GUIDED by always doing what is right
- HONEST, open and timely communication
- RESPONSIBLE & accountable for our actions and decisions
- DETERMINED to persevere, get results, and win together
Work Style:
- Collaborative and team-based, with a focus on open communication and accountability.
- Results-driven, with a strong focus on data analysis and continuous improvement.
- Innovative and adaptable, with a willingness to take on new challenges and learn from failures.
Self-Assessment Questions:
- Do you align with Highstreet’s core values, and how have you demonstrated them in your previous roles?
- How do you approach learning and continuous improvement in your work?
- Can you provide an example of a time when you had to persevere through challenges to achieve a successful outcome?
ASSUMPTION: Highstreet places a strong emphasis on cultural fit and values alignment. Candidates who can demonstrate a strong fit with Highstreet’s core values and work style will be more likely to succeed in this role.
⚠️ Potential Challenges
- The real estate market can be volatile and unpredictable, requiring the VP, Sales & Marketing to be adaptable and resilient in the face of changing conditions.
- Highstreet is a growing company, which can present unique challenges and opportunities for the successful candidate.
- The role requires a strong understanding of the residential real estate market, as well as the ability to analyze market trends and competitor activities.
- The successful candidate will need to be comfortable working in a fast-paced, dynamic environment and managing multiple priorities.
ASSUMPTION: The successful candidate will be able to navigate these challenges and use them as opportunities to drive growth and innovation within Highstreet.
📈 Similar Roles Comparison
- Unlike other real estate development companies, Highstreet places a strong emphasis on sustainability and community impact. The successful candidate will need to align with this focus and be passionate about driving positive change.
- Highstreet is a mid-sized company, offering a more collaborative and team-based work environment than larger organizations. The successful candidate will thrive in this environment and be comfortable working closely with other team members.
- As a growing company, Highstreet offers significant opportunities for growth and learning. The successful candidate will be eager to take on new challenges and expand their role as the company continues to grow.
ASSUMPTION: The successful candidate will be able to leverage their experience and skills to drive growth and innovation within Highstreet, while also aligning with the company’s unique culture and values.
📝 Sample Projects
- Developing and executing a comprehensive marketing strategy for a new residential development project, including brand positioning, messaging, and campaign planning.
- Analyzing market trends and competitor activities to inform strategy and differentiate Highstreet in the market.
- Designing and implementing data-driven customer acquisition and retention campaigns to drive sales and leasing growth.
ASSUMPTION: The successful candidate will have experience working on similar projects and be able to apply their knowledge and skills to drive results for Highstreet.
❓ Key Questions to Ask During Interview
- What are the biggest challenges facing the Sales & Marketing team currently, and how can this role help address them?
- How does Highstreet support the professional development and growth of its employees?
- What are the key priorities for this role in the first 90 days?
- How does Highstreet measure the success of its marketing campaigns, and what are the key performance indicators (KPIs) for this role?
- What is the company’s long-term vision for growth and expansion, and how does this role fit into that plan?
ASSUMPTION: Asking thoughtful questions during the interview process demonstrates your interest in the role and helps you better understand the company and its culture.
📌 Next Steps for Applicants
To apply for this position:
- Submit your application through the following link: https://highstreet.bamboohr.com/careers/163
- Tailor your resume and cover letter to highlight your relevant experience and skills for this role.
- Prepare for behavioral interview questions that focus on your leadership style, problem-solving skills, and industry knowledge.
- Research Highstreet’s company culture and values to demonstrate your fit with the organization.
- Follow up with the hiring manager one week after submitting your application to express your continued interest in the role.
⚠️ This job description contains AI-assisted information. Details should be verified directly with the employer before making decisions.
