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Mid-Market AE

Hybrid
Ontario
CA$85,000 - CA$105,000/annual
Mid Level
Full-Time

About the role

Mid-Market Account Executive (Insurance Strategy)

About YOVU YOVU Office Phone is a leading Canadian business communications provider. Since 2011, we have helped organizations modernize their voice infrastructure. YOVU is not just a voip telecom provider; we are a Business Intelligence and Risk Management platform for the modern insurance brokerage. Since 2011, we have helped organizations modernize their communications infrastructure. Today, we are leading the charge in Insurance-Specific Conversational AI.

Our proprietary technology turns voice data into a strategic asset. We solve the two most expensive problems in a brokerage: Unprotected Liability (E&O) and Process Inefficiency. By automating documentation and extracting insights from every call, we help brokerages scale without adding headcount.

The Role: Solution Consultant

We are seeking a Mid-Market Account Executive who excels at Outcome-Based Selling. You won't be selling "phone lines"; you will be selling a transformation in how a brokerage operates. You will target organizations with 50–400 employees, engaging directly with Principals and Operations leaders to solve their most pressing business bottlenecks.

What You’ll Do: Business Case & Value Mapping

  • Full-Cycle Strategic Sales: Own the journey from initial introduction to long-term partnership.
  • Economic Value Mapping: Move beyond features to build a comprehensive Business Case. You will quantify the "Cost of Inaction" for prospects—calculating the dollar value of broker time lost to manual notes and the potential cost of an undocumented E&O claim.
  • Consultative Discovery: Use diagnostic sales techniques to uncover deep-seated operational friction. You don't ask what they want; you find out where their profit is leaking.
  • Champion Building & Multi-Threading: Navigate the "Power Map" of a brokerage. You will align the Principal on ROI, the Operations Manager on workflow ease, and the IT Lead on security and integration.
  • Mutual Action Plan (MAP) Orchestration: Act as a consultant-lead project manager for the buying process, ensuring all stakeholders are aligned on the path to value realization.
  • AI Strategy Advocacy: Educate traditional leaders on how Conversational AI creates a competitive advantage, specifically through automated CRM updates and real-time compliance tracking.

What We’re Looking For

  • 5–7+ Years of Consultative B2B Sales: Proven experience in Mid-Market deals where the "Product" is secondary to the "Business Transformation."
  • Advanced Financial Literacy: You are comfortable building an ROI model in a spreadsheet and presenting it to a CFO or Principal.
  • Solution-First Mindset: You have mastered a methodology (e.g., Challenger, Gap Selling, or Sandler) that prioritizes solving a business problem over pitching a product.
  • Storytelling & Vision: The ability to take complex AI technology and weave it into a narrative of "The Modern Brokerage."
  • Process Rigor: High CRM discipline and a "Manager of the Business" mentality. You know your numbers, your conversion rates, and your path to quota.

Bonus Experience

  • Vertical Expertise: Deep understanding of the Insurance or Financial Services landscape.
  • Technical Integration: Experience discussing how voice/AI data flows into Agency Management Systems (AMS) like Applied Epic or Vertafore to create a "Single Source of Truth."

Compensation & Benefits

  • Base Salary: $85,000 – $105,000 (CAD)
  • On-Target Earnings (OTE): $170,000
  • Uncapped Commission: Significant accelerators for over-performance.
  • Location: (Hybrid) Driving distance to London, Ontario for Monthly meetings.

Mid-Market Account Executive (Insurance Strategy)

About YOVU YOVU Office Phone is a leading Canadian business communications provider. Since 2011, we have helped organizations modernize their voice and communications infrastructure. YOVU is not just a VoIP telecom provider; we are a Business Intelligence and Risk Management platform for the modern insurance brokerage, leading the charge in Insurance-Specific Conversational AI.

Our proprietary technology turns voice data into a strategic asset. We solve the two most expensive problems in a brokerage: Unprotected Liability (E&O) and Process Inefficiency. By automating documentation and extracting insights from every call, we enable brokerages to scale without adding headcount.

The Role

We are seeking a Mid-Market Account Executive who excels at Outcome-Based Selling. You won't be selling "phone lines"; you will be selling a transformation in how a brokerage operates. You will target organizations with 50–400 employees, engaging directly with Principals and Operations leaders to solve their most pressing business bottlenecks.

What You’ll Do: Business Case & Value Mapping

  • Full-Cycle Strategic Sales: Own the sales journey from initial introduction to long-term partnership.
  • Economic Value Mapping: Move beyond features to build a comprehensive Business Case. You will quantify the "Cost of Inaction" for prospects by calculating the dollar value of broker time lost to manual notes and the potential cost of an undocumented E&O claim.
  • Consultative Discovery: Use diagnostic sales techniques to uncover deep-seated operational friction. Don't ask what they want; find out where their profit is leaking.
  • Champion Building & Multi-Threading: Navigate the "Power Map" of a brokerage. You will align the Principal on ROI, the Operations Manager on workflow ease, and the IT Lead on security and integration.
  • Mutual Action Plan (MAP) Orchestration: Act as a consultant-led project manager for the buying process, ensuring all stakeholders are aligned on the path to value realization.
  • AI Strategy Advocacy: Educate traditional leaders on how Conversational AI creates a competitive advantage, specifically through automated CRM updates and real-time compliance tracking.

What We’re Looking For

  • 5–7+ Years of Consultative B2B Sales: Proven experience in Mid-Market deals where the "Product" is secondary to the "Business Transformation."
  • Advanced Financial Literacy: Comfortable building an ROI model in a spreadsheet and presenting it to a CFO or Principal.
  • Solution-First Mindset: Mastered a methodology (e.g., Challenger, Gap Selling, or Sandler) that prioritizes solving a business problem over pitching a product.
  • Storytelling & Vision: Ability to take complex AI technology and weave it into a narrative of "The Modern Brokerage."
  • Process Rigor: High CRM discipline and a "Manager of the Business" mentality. You know your numbers, your conversion rates, and your path to quota attainment.

Bonus Experience

  • Vertical Expertise: Deep understanding of the Insurance or Financial Services landscape.
  • Technical Integration: Experience discussing how voice/AI data flows into Agency Management Systems (AMS) like Applied Epic or Vertafore to create a "Single Source of Truth."

Compensation & Benefits

  • Base Salary: $85,000 – $105,000 (CAD)
  • On-Target Earnings (OTE): $170,000
  • Uncapped Commission: Significant accelerators for over-performance.
  • Location: Hybrid role. Must be within driving distance of London, Ontario for monthly meetings.

About YOVU Office Phone

Telecommunications
11-50

YOVU Office Phone is an enterprise grade cloud based phone system that our customers rave about. Our Canadian based support and user friendly features makes us an ideal solution for businesses who are looking for a trusted provider who will take there business communications to the next level. YOVU can work on PC, Mobile or desk phone. Our geo redundant data centers are backed by SLA's and quality guarantees. We look forward to working with you.

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