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Account Executive- US Expansion

Lendesk

Lendesk

Sales & Business Development
Windsor, ON, Canada
USD 60k-90k / year
Posted on Nov 22, 2025

About Lendesk

We’re a financial technology company on a mission to make the mortgage experience easy, accessible, and transparent. Our flagship product is an advanced digital mortgage origination platform that connects borrowers, brokers, and lenders. We’re a fast-growing team of 60+ employees, composed of innovative and engaged individuals working collaboratively to deliver a unique digital home buying experience.

At Lendesk, diversity is our strength. What makes us different, makes us stronger. We believe that a variety of backgrounds, cultures, beliefs, experiences, identities, and voices make for a better and inclusive workplace.


The Role:

We are hiring an Account Executive to support our U.S. expansion, working with our Sales Lead reporting to the VP of Sales. You will be responsible for building new relationships with industry broker owners, prospecting, demoing , and activating customers onto Lendesk’s core product for mortgage professionals to support our US expansion. The role will oversee multiple full funnel pipelines and will be compensated based on customers signing contracts and converting customers to adopt (use) the product.


The Account Executive is expected to work with multiple departments (Sales, Onboarding, Marketing, Product, Design, CS) to develop optimized strategies to drive growth.


What You'll Be Doing:

  • Contact our prospect list to initiate our sales process
  • Demo our fintech product, showcasing mortgage application flow from intake to submission to compliance
  • Frequent travel required into the US, mostly to our headquarter in Detroit, MI
  • Manage both inbound and outbound pipeline efforts
  • Activation - Overseeing the onboarding and training process for customers, to ensure adoption of product
  • Maintain a knowledge base of US mortgage systems and industry news to better service client needs
  • Manage a partnership contract pipeline and an user activation pipeline
  • Present clear business cases to internal stakeholders regarding opportunities


What You Bring:

  • 2+ years of progressive sales experience in a technology role
  • Must have knowledge in the financial or mortgage industry- bonus if it is in the US market
  • Track record of building and nurturing long term business relationships with business decision makers
  • Proven track record of high sales activities (high volume of calls and demo)
  • Entrepreneurial mindset- ability to be proactive, innovative, and take ownership of your region
  • Vocal and active in grassroots marketing ie) facebook broker groups
  • Proven track record of conversion, objection handling, and closing experience in a remote first environment
  • Experience in managing sales processes, forecasting and building data driven strategies
  • Having a high level of autonomy and accountability
  • Nice to haves:
    • Experience with Hubspot
    • Experience using AI tools in a sales role


What We Offer:

In addition to the exciting work, great people and a fun and supporting culture, we offer extensive benefits and perks package:

  • Competitive salaries: base + bonus upside
  • Comprehensive benefit plan including dental, medical, as well as health and wellness and vacation stipends
  • Lendesk is remote first - your office is where you choose it to be across Canada!
  • The latest in hardware and software tools
  • Budget for continuous development and training

You must be a current Canadian resident to be considered for this role. A candidate selected for this position must pass a criminal background check.


Lendesk is committed to offering competitive salaries to all our team members. This role has a salary range base of $60,000- $90,000 with bonus upside- which accounts for the skills you’ll bring to the team, the impact you’ll have on the business, and the growth you’ll experience in the role. Throughout your time at Lendesk we’ll continue to have conversations about your career development and you’ll have the opportunity to build an amazing career with us.