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 roll ideal for an AE who still loves prospecting (or a top-performing SDR who’s 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, LinkedIn, 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 You’re hungry, driven, and ready to build something massive 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/HubSpot, 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 playbook, you’ll be writing it. Every day you’ll be challenged to improve how we sell, how we execute, and how we scale. At DashQ, you’ll sell a product that matters to how housing operates - backed by a team that can help you win (technical depth + real multifamily operator expertise) and a pipeline that lets you get moving quickly. Benefits In addition to the growth and impact you’ll have at DashQ, we offer competitive compensation along with: Equity in the company in the form of stock options Health, dental, and vision Fun company social events Personal development support Relocation packages for those who live outside Ontario - we’ll make the move exciting, not painful. Job Compensation Range Base Salary Range: $85,000 – $110,000 On-Target Earnings (OTE):$180,000 DashQ offers a competitive total rewards package which includes base salary, equity, a comprehensive benefits & perks package, and commission. Exact compensation is determined based on a number of factors including experience, skill level, location and qualifications which are assessed during the interview process. Additional details about total compensation and benefits will be provided during the hiring process. DashQ provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristics protected by federal, provincial or local laws. If you need assistance and/or a reasonable accommodation in the application or recruiting process due to a disability, please contact us at [email protected] .