Enterprise Account Executive
Obsidi
New Business & Expansion · Toronto (Hybrid) · Reports to CRO
The opportunity
BPTN is growing, and we're looking for a high-impact Enterprise Account Executive to join our lean, high-performance sales team. As our second enterprise hire, you'll have an outsized influence on our sales trajectory — capturing greenfield opportunities while expanding our footprint within an enviable roster of existing brand-name logos.
This is a unique opportunity to sell a best-in-class talent sourcing solution while making a tangible impact on diversity in tech. If you're a strategic hunter who loves the thrill of a $0-to-$1M+ land, but also has the tactical skill to navigate complex expansions across multiple product lines, this role was built for you.
What you'll do
Drive new business
Own the full sales cycle — from prospecting and initial discovery through C-suite negotiations and close. Build your own pipeline through targeted outreach, leveraging BPTN's brand authority and your own professional network.
Expand strategic accounts
Partner with our existing blue-chip customers to identify new use cases and cross-sell our multi-product suite. Lead whiteboard sessions, develop 12-month expansion roadmaps, and grow revenue within established logos.
Sell consultatively
Conduct deep, meaningful discovery calls to understand customer needs. Lead with questions, not a pitch deck — and align our solutions to the business outcomes HR, Talent Acquisition, and C-suite leaders are trying to achieve.
Manage complexity
Navigate multi-stakeholder sales processes within Fortune 5000 organizations, securing high-value contracts and collaborating with internal teams to ensure customer success and retention post-sale.
Stay sharp
Leverage CRM tools (Salesforce, HubSpot) to track performance and surface data-driven insights. Stay ahead of industry trends in SaaS sales, hiring practices, and talent acquisition.
Who you are
● Enterprise veteran. 5–7 years of experience selling multi-product solutions — ideally in HR Tech, Recruitment Tech, or Talent Acquisition SaaS — to mid-market and enterprise organizations.
● The hybrid threat. Equally comfortable cold-calling a new prospect as you are building a strategic expansion plan with an existing executive stakeholder.
● Self-starter. You don't wait for a marketing lead to hit your inbox. You have a proven track record of building your own top-of-funnel activity.
● Relationship-driven. You take a consultative approach — getting to know customers deeply and growing those relationships over time.
● Proven closer. You have a track record of exceeding quota, closing complex deals, and building strong executive relationships.
● Operationally sound. Strong negotiation, presentation, and CRM skills. Comfortable thriving in a fast-paced, high-growth startup environment.
Education
Bachelor's degree in Business Administration, Sales, Marketing, or a related field.
What we offer
Compensation & benefits
● Competitive base salary with uncapped commission
● Comprehensive health benefits
● Group RRSP with employer-matched contributions
● Flex Spending Account
● $1,000 annual professional development budget
Time off
● 3 weeks paid vacation
● Wellness week
● Holiday shutdown the week of Christmas through New Year's
Career & culture
● Unmatched territory. With only one other rep, the greenfield is yours for the taking.
● Strong foundation. We have the logos and the social proof — we need the engine to scale it.
● High visibility. You'll report directly to the CRO and have a seat at the table as we build the sales org.
● Hybrid flexibility. 3 days in our downtown Toronto office.