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Account Executive; Mid-Market

Job in Ottawa, Ontario, Canada
Listing for: DashQ
Full Time position
Listed on 2026-03-02
Job specializations:
  • Sales
    Sales Development Rep/SDR, SaaS Sales, B2B Sales, Business Development
Salary/Wage Range or Industry Benchmark: 60000 - 80000 CAD Yearly CAD 60000.00 80000.00 YEAR
Job Description & How to Apply Below
Position: Account Executive (Mid-Market)

About DashQ

Everyone needs a place to live, but renting is still full of friction—for renters and onsite teams. DashQ helps large multi‑family owners and operators bring AI to the entire renter lifecycle and automate the workflows property teams run every day, so leasing happens faster, with less manual work, and a better experience for everyone. We partner with some of the largest and most innovative multi‑family owners and operators in North America to reimagine the people, process, and technology behind leasing—so teams can move faster, operate with consistency, and deliver a better resident experience.

About

The Role

As an Account Executive (Mid‑Market) at DashQ, you’ll own the full sales cycle—from outbound prospecting through close—for large multi‑family owners and operators across the mid‑market segment. This is a hands‑on role ideal for an AE who still loves prospecting (or a top‑performing SDR ready to step fully into closing). You’ll build a net‑new pipeline, run discovery and demos, multi‑thread deals, and close new business.

You won’t be doing it alone: you’ll be supported by strong coverage out of the gate, a sales process that’s shortening as we scale, and an internal bench of technical experts and experienced multifamily operators who can jump in to accelerate deal cycles, de‑risk technical validation, and help customers connect DashQ to real operational outcomes.

Why top sales talent joins DashQ
  • 3× YoY growth + well‑funded with meaningful equity (unicorn‑scale ambition)
  • High‑ACV, fast‑moving deals + consistently strong attainment
  • Strong coverage/pipeline + deep technical and multifamily operator support to help you win

We hire the best, expect the best, and give our best every day. If the thought of working at an intense pace in pursuit of building something massive excites you, this is the team to join.

What you’ll do
  • Generate net‑new qualified pipeline through multi‑channel outbound (phone, email, Linked In, events, referrals, partners).
  • Run discovery, demos, and value mapping with VP/Director/C‑suite stakeholders—connecting DashQ to operational and financial outcomes.
  • Own the deal end‑to‑end: qualification, multi‑threading, proposals, negotiation, and close.
  • Attend industry conferences to increase market presence of DashQ in Canada and abroad.
  • Build and manage a healthy pipeline with accurate forecasting and crisp next steps (mutual action plans, timelines, stakeholders).
  • Partner with Implementation and Customer Success for smooth handoffs and fast time‑to‑value; identify expansion paths over time.
  • Bring customer insights back to the business—helping improve messaging, playbooks, and product direction as we scale.
About You
  • Outbound‑driven: you’re comfortable building your own pipeline and don’t rely on inbound to succeed.
  • A strong communicator: you can earn trust quickly, ask sharp questions, and translate complex workflows into clear value.
  • Structured and scrappy: you can follow a process, but you can also adapt fast and do what it takes to win.
  • Coachability‑first: you actively seek feedback, test improvements, and learn quickly.
  • Motivated by ownership: you want a seat where you can shape the playbook—not just follow it.
  • Energized by real‑world operations: you like selling into teams that run real businesses and care about measurable outcomes.
Qualifications
  • Experience in B2B SaaS sales with a consistent track record of performance, including outbound pipeline generation.
  • Either:
    • 1+ years in a quota‑carrying closing role (AE/ISR/Commercial AE), or
    • 12+ months as a top‑performing SDR with repeated quota attainment and clear readiness to close full‑cycle.
  • Comfortable running 3–6 month deal cycles and managing multiple stakeholders.
  • Strong sales fundamentals: discovery, qualification, objection handling, negotiation, follow‑through.
  • Experience using a CRM and outbound tools (e.g., Salesforce/Hub Spot, Sales Navigator, sequencing tools) is a plus.
  • Interest or experience in real estate, property management, or proptech is a plus (not required).
Why join

Growth and impact. It’s not often that you can get in on the ground floor of a funded startup that’s scaling. That means that instead of following a…

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