Location: Western Canada | Type: Full-Time, Remote The Company:

Highspire was founded by real estate developers who have built real portfolios and construction operators who scaled and run real vertically integrated companies.

Our enriched coaching program is designed to optimize our client's construction companies into a self-managed, high-performing business, then guide them through the transition into real estate development and investment.

We help construction business owners become developers, building wealth that outlasts any single project.

The Role:

As a Sales Development Representative at Highspire, you will be the first conversation a business owner has on the path from running a company to building a legacy. This role is about exercising a real skill: talking to serious operators, earning their attention, and knowing when to push a conversation and when to let it breathe.

Highspire is entering its next major growth phase. Clear targets are set for the next two years, and this role is being built now to help carry that growth. You will be joining early, and the work you do in this role will contribute to the company's growth.

The Day to Day:

Outbound Conversations You'll make a high volume of outbound calls every day, roughly eighty, to owners in our pipeline and database, plus new prospects you help identify. This isn't a cold, guessing-game list. Highspire has already built a strong pipeline of warm, qualified contacts, so your effort compounds instead of disappearing into a void. You'll qualify fit, uncover where an owner actually is in their growth, and set them up with an assessment call to determine the right program fit.

Persistence and Follow-Up When opportunities don’t say yes on the first call, you'll run a structured follow-up cadence across phone, email, and text, tracked and never left to memory. The owners worth reaching are busy running real businesses. Following up isn't pestering,



it's proof you're worth their time when they finally have five minutes.

Pipeline and CRM Ownership You'll keep accurate, real-time records in HubSpot: call outcomes, notes, stage changes, next steps. This is the intelligence that lets coaches and closers show up prepared. Sloppy data quietly kills good opportunities, so precision here is core to the job, not an afterthought.

Team Collaboration You'll attend regular team meetings and work closely with coaches and closers. You'll hand off qualified conversations cleanly and stay looped in on outcomes, so you keep improving how you qualify and talk to owners.

Representing the Brand Every call you make is someone's first impression of Highspire. You'll be trusted to protect that reputation like it's your own.

Who You Will Be Talking To:

The owners you will speak with are responsible operators, not casual leads. Many run six and seven figure construction businesses, and some already hold real equity, making them strong candidates to become real estate investors with the right guidance. Engaging someone like that well, respecting their time and reading their intent, is a real skill. It cannot be scripted.

The Ideal Candidate

We are looking for someone who embodies humble confidence, visible integrity, and owns their role to exceed expectations:

Consultative Sales Operator

- Comfortable leading discovery calls, qualifying leads, and protecting program integrity. Believes in stewardship.

Industry-Adjacent Credibility

- Has meaningful exposure to construction, real estate, development, capital markets, or industrial B2B sales.



Understands sophisticated construction business owners.

Competitive & Target-Driven

- Athletic or high-performance background. Motivated by hitting targets. Coachable, thick-skinned, and resilient.

Polished Relationship Builder

- Professional, grounded, sincere. Genuinely makes people feel important and heard. Builds rapport quickly while also cutting to the chase.

Structured & Accountable Operator

- Detail-oriented and disciplined. Keeps data accurate and clean. Comfortable managing multiple moving parts as the first point of contact for serious business owners.

Growth-Minded with Integrity

- Reads. Learns. Seeks feedback. Cares deeply about who gets placed into the program. Protects coaches and brand reputation as if it were their own.

The Benefits:

- Balance + Lifestyle: Four weeks of paid vacation and fully remote work.
- Growth & Development: Join early in Highspire's next major growth phase, with real influence over what this role and this company become.
- Access: Company travel and events put you in the room with people who have actually built what you are helping others build.
- Community: Be part of a bespoke coaching and capital company working with high-level entrepreneurs in construction.

The Experience:

- 2+ years in a consultative sales environment, B2B sales, or business development
- Existing relationships or network within the construction, real estate development, or industrial materials industry
- Strong presentation and communication skills
- Post-secondary education in sales, marketing, or business is an asset
- Must be eligible to work in Canada and located in Western Canada

Compensation & Benefits:

- Annual base salary: 55,000–70,000, based on experience
- Commission that scales with performance
- Four weeks paid vacation
- Fully remote
- Travel and events tied to the real estate and construction wealth space Highspire operates in

📌 Sales Development Representative (Canada)
🏢 HIGHSPIRE
📍 Canada