Summit Commercial Solutions

Summit Commercial Solutions

Sells customized commercial insurance policies

Commercial Account Executive - SME

Full-TimeUpdated on 9/30/2026
CA$100k - CA$200k/yr
Mid
Kelowna, BC, Canada+7 more

More locations: Winnipeg, MB, Canada | Victoria, BC, Canada | Saskatoon, SK, Canada | Calgary, AB, Canada | Edmonton, AB, Canada | Regina, SK, Canada | Vancouver, BC, Canada

Hybrid

Flexible work-from-home arrangements are available.

About the job

Requirements
  • A Level 2 insurance license is required; a Registered Insurance Brokers of Ontario license is an asset.
  • A minimum of three years of experience in insurance sales, production underwriting, or commercial marketing is required.
  • Commercial lines experience is required.
  • A proven history of meeting and exceeding performance targets is required.
  • Familiarity with customer relationship management systems, HubSpot, sales intelligence, e-signature, and other leading software is preferred.
  • The role requires the ability to document declined coverages, property valuations, and other notes for errors and omissions purposes.
Responsibilities
  • Handle warm commercial insurance leads and appointments provided by the Sales Development Team, including timely and professional engagement on discovery calls.
  • Prospect for new business using data-driven outbound sales training programs, competitive intelligence tools, and the automated commercial-insurance customer relationship management system; manage and grow a sustainable sales pipeline.
  • Attend local industry events to represent Summit, expand the network for new business, and strengthen underwriting relationships.
  • Assess prospective clients’ risk profiles, advise on risk mitigation strategies, and provide creative coverage solutions.
  • Work with the Account Management team to market leads to carriers, secure suitable client solutions, and ensure smooth handoffs for day-to-day servicing while maintaining client relationships.
  • Work closely with the Sales Development team on top-of-funnel pipeline development and maintain consistent communication.
  • Follow up with leads to convert insurance requests into customers.
  • Guide clients through information gathering, quoting, and binding to ensure an efficient client experience.
  • Identify operational enhancements and provide feedback to improve customer experience and internal broking processes.
  • Share insights and feedback to enhance commercial product offerings.
Desired Qualifications
  • A Registered Insurance Brokers of Ontario license is an asset.
  • Familiarity with customer relationship management systems, HubSpot, sales intelligence, e-signature, and other leading software is a plus.

About the company

Summit Commercial Solutions

Summit Commercial Solutions

View

Summit Commercial Solutions is a Canadian retail insurance broker that helps businesses obtain tailored property-and-casualty coverage by comparing rates from 60+ insurance partners. It blends human expertise with technology to streamline submissions, underwriting, and reduce administrative work for brokers. It serves small- to mid-market clients across sectors like construction, technology, manufacturing, professional services, retail, and health and wellness, offering products such as commercial general liability, professional liability, cyber liability, and property insurance. Its goal is to modernize the commercial insurance experience and scale through seed funding to grow its team and invest in proprietary technology.

Company Size

51-200

Company Stage

Series A

Total Funding

$11M

Headquarters

Kelowna, Canada

Founded

2022

Get referred to Summit Commercial Solutions

See people who can refer or advise you

Simplify Jobs

Simplify's Take

What believers are saying

  • Summit says revenue more than doubled since IA Capital's initial investment.
  • Summit serves over 10,000 customers across Canada, supporting cross-sell expansion.
  • New offices in Kelowna, Toronto, and Winnipeg deepen national distribution and hiring.

What critics are saying

  • Brokerage competition from Epic, Westland, and Hub International compresses margins in Canada.
  • AI workflow tooling invites larger incumbents to copy Summit Sherpa quickly.
  • Dependence on founder-led execution creates existential risk if Davis Gilbert or Josh Pillsbury leave.

What makes Summit Commercial Solutions unique

  • IA Capital-backed Summit raised $7.5 million Series A on December 2, 2025.
  • Summit Sherpa automates tenant insurance verification and policy management for brokers.
  • Summit expanded into group benefits, private client, and internal wholesale capabilities.

Help us improve and share your feedback! Did you find this helpful?

Benefits

Health Insurance

Dental Insurance

Mental Health Support

Flexible Work Hours

Remote Work Options

Hybrid Work Options

Paid Vacation

Growth & Insights and Company News

Headcount

6 month growth

↓ -1%

1 year growth

↓ -3%

2 year growth

↓ -1%
Coverager
Dec 2nd, 2025
Summit Commercial Solutions raises $7.5M Series A to modernise Canadian insurance brokerage

Summit Commercial Solutions, a Kelowna-based insurance brokerage, has raised $7.5 million in Series A funding led by IA Capital, with participation from Sorathia Holdings and Greenlight Re Innovations. Founded in 2022 by former APOLLO Insurance employees Davis Gilbert and Josh Pillsbury, Summit operates as a national insurance brokerage and risk management firm serving over 10,000 customers. The company uses software, data and AI to enhance broker productivity rather than replace them. Since IA Capital's initial investment, Summit has more than doubled its revenue and expanded into group benefits whilst building internal wholesale capabilities. The funding will accelerate the company's infrastructure and support its national expansion across Canada, delivering what it describes as a tech-enabled platform for modern insurance brokers.

BetaKit
Apr 11th, 2024
Harvest Ventures, New York-based IA Capital back Summit's $3.5-million seed round

Kelowna-based digital insurance brokerage Summit has raised $3.5 million CAD in seed funding to build out its technology infrastructure and revenue teams.

BetaKit
Apr 11th, 2024
Harvest Ventures, New York-Based Ia Capital Back Summit’S $3.5-Million Seed Round

Digital insurance broker offers range of products, including to other FinTech firms

Coverager
Apr 4th, 2024
Summit Raises $3.5 Million

Canadian insurance broker. Summit <i class="fa fa-info-circle company-popover" data-content="h3Summit/h3. div