Sales Account Executive

About Mortgage Automator

Founded in 2017 and headquartered in Toronto, Mortgage Automator is the leading all-in-one SaaS platform purpose-built for private and asset-based lenders.

Powering over $95+ billion in funded loans across 400+ lenders, our SOC 2 Type II‑certified software streamlines the entire lending lifecycle—from origination and servicing to investor management—enabling clients to reduce risk and operate with unmatched speed and compliance.

Fueled by a strategic 2024 investment by BVP Forge, we are entering a dynamic phase of accelerated growth and product expansion, making this the perfect time to join us in redefining the non‑bank lending landscape.

We are seeking a high-caliber, hunter‑mentality Account Executive to join the Mortgage Automator team. This is not a role for “order takers.” We are looking for sophisticated sales professionals who thrive on owning the full opportunity cycle
—from the first cold touch to the final signature on a multi‑year agreement.

The ideal candidate is an expert at value‑based selling
, using active listening to transform complex prospect pain into a strategic path toward a decision. You should be as comfortable building an outbound prospecting engine as you are navigating high‑stakes negotiations with C‑suite stakeholders.

You will be responsible for targeting mid‑market private lending organizations across North America, selling a mission‑critical Loan Origination and Servicing platform. Your goal is to modernize their operations by demonstrating clear ROI and driving a sense of urgency in a competitive landscape.

• Full Cycle Ownership:
  Be the CEO of your territory. You will own everything from targeted outbound prospecting to discovery, demo, and closing
• Strategic Outbounding:
  Drive your own pipeline by researching and engaging a list of targeted accounts. You are expected to leverage modern AI tools (like Claude) to automate research and scale your outreach without losing personalization
• Value-Based Discovery:
  Move beyond features. Use exceptional active listening to uncover deep business impacts and build a clear, structured path to a decision for your prospects
• Complex Deal Navigation:
  Manage multi-stakeholder environments, aligning the needs of IT, Operations, and Finance to secure buy‑in
• Contract Negotiation:
  Confidently negotiate diverse pricing models and packaging to secure multi‑year agreements that benefit both the client and the company
• Urgency & Momentum:
  Master the art of the “close” by creating genuine urgency and maintaining momentum through long‑term sales cycles

• Proven SaaS Closer:
  You bring 2-4 years of software sales experience, with a track record of consistently meeting or exceeding quota in a high‑growth environment
• Methodology Driven:
  You are disciplined in your approach, utilizing MEDDPICC (or a similar framework like Miller Heiman or Challenger) to qualify opportunities, identify champions, and expose the economic buyer early in the process
• Strategic Collaborator:
  You know when to play the “Executive Card.” You are skilled at looping in Mortgage Automator leadership at the right inflection points to build peer‑level credibility and solidify the partnership on high‑value deals
• Expert Communicator:
  You don't just talk; you listen. You can pivot your message based on the stakeholder and build lasting, trust‑based relationships
• AI‑Enabled:
  You are tech‑savvy and stay ahead of the curve, utilizing AI tools like Claude to gain an unfair advantage in prospecting and task management
• Disciplined Hunter:
  You have a “founder's mentality” regarding your pipeline, maintaining 3‑4x quota coverage through relentless and disciplined outbound activity

Mortgage Automator focuses on providing a simple and transparent pay structure based on experience and job‑related skills. For this role, the median On‑Target Earnings (OTE) is $140,000 - $180,000. This represents your total expected annual compensation at 100% goal attainment, combining your guaranteed annual base salary with performance‑based variable incentives. Our commission structures are uncapped, offering…