Account Executive (Mid-Market)

About DashQ

At DashQ were transforming how multi-family landlords lease apartments - making it as easy as booking a hotel room. We work with the largest and most innovative landlords in North America to automate the leasing process through a powerful combination of product process and people.

About the role

As an Account Executive (Mid-Market) at DashQ youll own the full sales cycle - from outbound prospecting through close - for property operators and landlords across the mid-market segment.

This is a hands-on roll ideal for an AE who still loves prospecting (or a top-performing SDR whos ready to step fully into closing). Youll build a net-new pipeline run discovery and demos multi-thread deals and close new business.

You wont be doing it alone: youll be supported by a strong prospect pipeline out of the gate a sales process thats 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.

Target metrics:

• Annual new business quota: CA$800000
• Typical ACV: CA$95000 median (with meaningful CA$200000 deals)
• Sales cycle: 36 months
  
  

Responsibilities

Pipeline generation & outbound execution

• Generate net-new qualified pipeline through multi-channel outbound (phone email LinkedIn events referrals partner motions).
• Build account lists and outreach strategies by segment persona and trigger events.
• Consistently book and advance meetings through structured qualification and strong messaging.

Full-cycle sales ownership

• Own the end-to-end sales process: discovery demo value mapping stakeholder alignment proposal/negotiation and close.
• Build compelling business cases and ROI narratives for property leadership teams (VP/Director/C-suite).
• Multi-thread deals across operational financial and technical stakeholders.
• Drive deal momentum using clear next steps mutual action plans and tight follow-up.

Cross-functional collaboration

• Partner closely with Implementation and Customer Success for smooth handoffs and fast time-to-value.
• Pull in DashQs technical and multifamily operator expertise to unblock deals validate integrations/workflows and strengthen customer confidence.
• Serve as the voice of the customersharing insights that improve product messaging and go-to-market strategy.

Operational rigor

• Maintain accurate pipeline hygiene forecasting and activity tracking in the CRM.
• Build and iterate playbooks sequences talk tracks and objection handling as we scale.
  
  

About you

Were looking for someone who is

• Outbound-driven: youre comfortable building your own pipeline and dont 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 playbooknot 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 36 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. Its not often that you can get in on the ground floor of a funded startup thats scaling. That means that instead of following a playbook youll be writing it. Every day youll be challenged to improve how we sell how we execute and how we scale.

At DashQ youll 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 youll 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 - well make the move exciting not painful.
  
  

Job Compensation Range

Base Salary Range: $80000 $90000
On-Target Earnings (OTE):$180000

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.

If you need assistance and/or a reasonable accommodation in the application or recruiting process due to a disability please contact us at .

Required Experience:

IC