Enterprise Customer Success Leader

Careers Customer Success Lead

Location
Hybrid or Remote (Secure Engage – Canada/US)

Type
Full Time

• Lead the post-sale customer journey—from onboarding to renewal—ensuring enterprise clients receive measurable value from the Secure Engage platform
• Build and maintain strong relationships with compliance, legal, and procurement stakeholders at financial institutions and their HRHT third parties
• Anticipate client needs, proactively manage expectations, and drive engagement, satisfaction, and retention
• Collaborate closely with Product and Sales teams to ensure client feedback shapes platform enhancements and roadmap decisions
• Create customer success playbooks, reporting dashboards, and support processes for scale
• Oversee the design and delivery of training sessions, documentation, and best practices

• 5+ years in customer success, account management, or implementation roles, preferably in SaaS or Reg Tech
• Proven experience managing enterprise relationships and complex stakeholder groups
• Strong communication, empathy, and problem-solving skills
• Understanding of compliance, risk, or legal tech platforms is highly preferred
• Ability to thrive in a fast-paced, startup environment and build processes from the ground up
• Experience with tools like Hub Spot, Notion, or Intercom is a plus

• Remote-first work with flexible scheduling
• Paid time off and generous benefits
• Equity ownership in a fast-growing AI-powered compliance platform
• A close-knit team committed to meaningful work and customer impact
• Opportunities for growth into leadership as we scale globally

Full time
Hybrid or Remote (Secure Engage – Canada/US)

Manage and grow relationships with compliance groups in financial institutions

Drive sales and partnership opportunities

Full-time
Hybrid or Remote (Secure Engage – Canada/US)

Lead the development and execution of Secure Engage’s compliance strategy across North American and international regulatory frameworks (OSFI B-10, DORA, OCC, etc.)

Collaborate with product, engineering, and legal teams to ensure platform readiness and defensibility against financial regulatory standards

Full-time
Hybrid or Remote (Secure Engage – Canada/US)

Own and execute the overall sales and go-to-market strategy for Secure Engage across North America

Build and lead a high-performance sales team focused on enterprise clients (banks, insurers, law firms, regulators)

Full-time
Hybrid or Remote (Secure Engage – Canada)

Own the full sales cycle for enterprise clients across Canada—prospecting, pitching, negotiating, and closing

Build relationships with compliance, legal, procurement, and risk teams within financial institutions and regulated sectors

Full-time
Hybrid or Remote (Secure Engage – Canada/US)

Lead Secure Engage’s fundraising strategy, including preparation of investor materials, pitch support, and financial due diligence

Manage the end-to-end fundraising process—from pipeline development to deal structuring and closing

Full-time
Hybrid or Remote (Secure Engage – Canada/US)

Own and lead Secure Engage’s global marketing strategy, with a focus on demand generation, brand awareness, and thought leadership in the compliance, legaltech, and cybersecurity space

Build a strong digital and content marketing engine, with clear messaging tailored to CCOs, CISOs, GCs, and regulatory stakeholders in financial institutions and HRHT sectors

• Act as the technical bridge between Sales, Product, and prospective clients—translating complex platform capabilities into clear, compelling value propositions
• Support the sales team during discovery, demos, and technical evaluations with banks, insurers, and law firms

Full-time
Hybrid or Remote (Secure Engage – Canada/US)

Secure Engage is building a category-defining AI platform for cybersecurity and compliance. We’re looking for two AI Engineers (1 Senior, 1 Junior) to join our forward-deployed…