Account Executive – Mid-Market

DashQ

Account Executive (Mid-Market) at DashQ managing the full sales cycle for multi-family owners in North America. Generating qualified pipelines, guiding discoveries, and closing deals in a fast-paced startup environment.

Posted 7/25/2026full-timeOttawa • 🇨🇦 CanadaJunior💰 CA$85,000 - CA$110,000 per yearWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in B2B SaaS sales with a focus on outbound pipeline generation, effective deal management, and stakeholder engagement. Proficient in utilizing CRM tools and delivering customer insights to enhance business strategies.

Highest-signal resume keywords

B2B SaaS Sales ExperienceOutbound Pipeline GenerationDeal Qualification and NegotiationCRM Proficiency (Salesforce/HubSpot)Stakeholder Management

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

DiscoveryQualificationObjection HandlingNegotiationFollow-Through

Tools & Technologies

SalesforceHubSpotSales NavigatorSequencing Tools

Industry Keywords

Real EstateProperty ManagementProptech

About the role

Key responsibilities & impact

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.

Requirements

What you’ll need

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).

Benefits

Comp & perks

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.