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FinTech SAAS Remote Sales
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SimplePinfulford, qc, Canada- Full-time
- Remote
Enterprise Sales Executive – Transform the Future of Insurance FinTech
About SimplePin
The insurance industry is evolving, and SimplePin is leading the charge. We’re eliminating friction, automating outdated processes, and turning complex financial workflows into seamless, digital experiences for Agencies, Carriers, and MGAs.
The Opportunity
We’re scaling fast, innovating even faster and we’re looking for a driven, high-performing Enterprise Sales Executive to own the sales cycle and close six- and seven-figure deals with top insurance players. This is your chance to sell a best-in-class fintech solution , work with high-value enterprise clients , and make an immediate impact in a booming industry.
This role is built for closers —strategic hunters who know how to build relationships, navigate complex sales cycles, and consistently exceed quota .
What You’ll Do
Drive New Business : Identify and pursue high-value prospects, building relationships with key decision-makers (C-suite, VPs, and Directors).
Consultative Selling : Understand customer pain points and position SimplePin’s solutions as a must-have for operational efficiency and revenue growth.
Enterprise-Level Negotiations : Lead complex sales cycles, from initial contact to contract negotiation and closing.
Market Expansion : Develop strategies to penetrate key verticals within the insurance industry , leveraging your expertise and industry relationships.
Pipeline & Forecasting : Own your pipeline, track deals, and consistently exceed quota using CRM tools and data-driven sales techniques.
What We’re Looking For
5+ years of enterprise B2B SaaS sales experience (insurance, fintech, or payments preferred).
Proven track record of closing six- to seven-figure deals with high-value clients.
Hunter mentality – You know how to prospect, sell, and close.
Exceptional communication & negotiation skills – You can simplify complex solutions and make them irresistible.
Self-motivated & competitive – Thrives in a fast-paced, remote environment.
T ech-savvy – CRM pro (HubSpot, Salesforce) with a passion for data-driven sales strategies .
Bonus : Experience selling to insurance agencies, carriers, or MGAs ? That’s a major plus!
Why SimplePin?
Massive Market Opportunity – Transform a $1.3 trillion industry with cutting-edge fintech.
Uncapped Earnings – Competitive base + aggressive commission structure .
Sell a Best-in-Class Product – Industry leaders are already onboard—now it’s time to dominate .
Ready to Close Game-Changing Deals?
- Join us and help shape the future of insurance fintech . Apply now and let’s build something great together.