Careers
Head of Sales / Go-To-Market (GTM)
Head of Sales / Go-To-Market (GTM)
Head of Sales / Go-To-Market (GTM)
Head of Sales / Go-To-Market (GTM)
Location
Hybrid or Remote (Secure Engage – Canada/US)
Type
Full Time
Key Responsibilities
Key Responsibilities
Key Responsibilities
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)
Develop playbooks, pipeline management processes, and scalable outbound and inbound strategies
Work closely with the CEO and product team to shape offers, messaging, and positioning aligned with client needs and compliance urgency
Leverage social selling, webinars, and personal branding to drive visibility and conversion in legaltech, fintech, and cyber risk spaces
Partner with marketing to align brand narrative, content strategy, and channel engagement
Cultivate long-term relationships with decision-makers in compliance, legal, and procurement functions
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)
Develop playbooks, pipeline management processes, and scalable outbound and inbound strategies
Work closely with the CEO and product team to shape offers, messaging, and positioning aligned with client needs and compliance urgency
Leverage social selling, webinars, and personal branding to drive visibility and conversion in legaltech, fintech, and cyber risk spaces
Partner with marketing to align brand narrative, content strategy, and channel engagement
Cultivate long-term relationships with decision-makers in compliance, legal, and procurement functions
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)
Develop playbooks, pipeline management processes, and scalable outbound and inbound strategies
Work closely with the CEO and product team to shape offers, messaging, and positioning aligned with client needs and compliance urgency
Leverage social selling, webinars, and personal branding to drive visibility and conversion in legaltech, fintech, and cyber risk spaces
Partner with marketing to align brand narrative, content strategy, and channel engagement
Cultivate long-term relationships with decision-makers in compliance, legal, and procurement functions
Required Skills & Qualifications
Required Skills & Qualifications
Required Skills & Qualifications
8+ years of experience in B2B SaaS sales, with at least 3 years in a startup or high-growth environment
Proven ability to close enterprise deals and build repeatable sales engines
Strong familiarity with social media (especially LinkedIn) as a brand and lead-gen tool
Excellent storytelling, presentation, and negotiation skills
Comfortable in fast-paced, ambiguous environments with high ownership expectations
Experience selling to compliance, legal, or IT security buyers is a major plus
8+ years of experience in B2B SaaS sales, with at least 3 years in a startup or high-growth environment
Proven ability to close enterprise deals and build repeatable sales engines
Strong familiarity with social media (especially LinkedIn) as a brand and lead-gen tool
Excellent storytelling, presentation, and negotiation skills
Comfortable in fast-paced, ambiguous environments with high ownership expectations
Experience selling to compliance, legal, or IT security buyers is a major plus
8+ years of experience in B2B SaaS sales, with at least 3 years in a startup or high-growth environment
Proven ability to close enterprise deals and build repeatable sales engines
Strong familiarity with social media (especially LinkedIn) as a brand and lead-gen tool
Excellent storytelling, presentation, and negotiation skills
Comfortable in fast-paced, ambiguous environments with high ownership expectations
Experience selling to compliance, legal, or IT security buyers is a major plus
What We Offer
What We Offer
What We Offer
Remote-first flexibility with optional hybrid work in Canada
Competitive base salary, commissions, and equity
Paid time off and performance-based incentives
Freedom to build your own GTM playbook from the ground up
Mission-driven team committed to redefining compliance and cyber risk
Remote-first flexibility with optional hybrid work in Canada
Competitive base salary, commissions, and equity
Paid time off and performance-based incentives
Freedom to build your own GTM playbook from the ground up
Mission-driven team committed to redefining compliance and cyber risk
Remote-first flexibility with optional hybrid work in Canada
Competitive base salary, commissions, and equity
Paid time off and performance-based incentives
Freedom to build your own GTM playbook from the ground up
Mission-driven team committed to redefining compliance and cyber risk
Submit your Application
Submit your Application
Submit your Application
Submit your Application
Current Openings
Explore exciting career opportunities at SEAL.
Explore exciting career opportunities at SEAL.
Explore exciting career opportunities at SEAL.
Full-time
Head of Compliance and Regulatory Affairs
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
Head of Compliance and Regulatory Affairs
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
Head of Compliance and Regulatory Affairs
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
Head of Compliance and Regulatory Affairs
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
Enterprise Account Executive (Canada)
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
Enterprise Account Executive (Canada)
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
Enterprise Account Executive (Canada)
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
Enterprise Account Executive (Canada)
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
Customer Success Lead
Hybrid or Remote (Secure Engage – Canada/US)
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
Full-time
Customer Success Lead
Hybrid or Remote (Secure Engage – Canada/US)
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
Full-time
Customer Success Lead
Hybrid or Remote (Secure Engage – Canada/US)
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
Full-time
Customer Success Lead
Hybrid or Remote (Secure Engage – Canada/US)
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
Full-time
Fractional CFO
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
Fractional CFO
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
Fractional CFO
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
Fractional CFO
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
Chief Marketing Officer (CMO)
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
Full-time
Chief Marketing Officer (CMO)
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
Full-time
Chief Marketing Officer (CMO)
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
Full-time
Chief Marketing Officer (CMO)
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
Full-time
Sales Engineer
Hybrid or Remote (Secure Engage – Canada/US)
• 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
Sales Engineer
Hybrid or Remote (Secure Engage – Canada/US)
• 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
Sales Engineer
Hybrid or Remote (Secure Engage – Canada/US)
• 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
Sales Engineer
Hybrid or Remote (Secure Engage – Canada/US)
• 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
AI Engineer – Forward Deployed (Senior & Junior Roles Available)
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 engineering team—working directly with customers, product, and internal stakeholders to bring powerful AI workflows to life.
Full-time
AI Engineer – Forward Deployed (Senior & Junior Roles Available)
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 engineering team—working directly with customers, product, and internal stakeholders to bring powerful AI workflows to life.
Full-time
AI Engineer – Forward Deployed (Senior & Junior Roles Available)
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 engineering team—working directly with customers, product, and internal stakeholders to bring powerful AI workflows to life.
Full-time
AI Engineer – Forward Deployed (Senior & Junior Roles Available)
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 engineering team—working directly with customers, product, and internal stakeholders to bring powerful AI workflows to life.
Full-time
Full Stack Software Developer (Ruby on Rails, React, Python)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is redefining how organizations manage cyber and regulatory risk using AI. We’re looking for a Full Stack Software Developer to help us build and scale our platform—from back-end infrastructure to front-end user experiences.
Full-time
Full Stack Software Developer (Ruby on Rails, React, Python)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is redefining how organizations manage cyber and regulatory risk using AI. We’re looking for a Full Stack Software Developer to help us build and scale our platform—from back-end infrastructure to front-end user experiences.
Full-time
Full Stack Software Developer (Ruby on Rails, React, Python)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is redefining how organizations manage cyber and regulatory risk using AI. We’re looking for a Full Stack Software Developer to help us build and scale our platform—from back-end infrastructure to front-end user experiences.
Full-time
Full Stack Software Developer (Ruby on Rails, React, Python)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is redefining how organizations manage cyber and regulatory risk using AI. We’re looking for a Full Stack Software Developer to help us build and scale our platform—from back-end infrastructure to front-end user experiences.
Part-Time (10–20 hours/week)
Accountant (Part-Time)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing SaaS company focused on AI-powered cybersecurity and compliance. We’re looking for a detail-oriented, proactive Accountant to manage day-to-day financial operations, assist with month-end reporting, and ensure our books are accurate and audit-ready.
Part-Time (10–20 hours/week)
Accountant (Part-Time)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing SaaS company focused on AI-powered cybersecurity and compliance. We’re looking for a detail-oriented, proactive Accountant to manage day-to-day financial operations, assist with month-end reporting, and ensure our books are accurate and audit-ready.
Part-Time (10–20 hours/week)
Accountant (Part-Time)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing SaaS company focused on AI-powered cybersecurity and compliance. We’re looking for a detail-oriented, proactive Accountant to manage day-to-day financial operations, assist with month-end reporting, and ensure our books are accurate and audit-ready.
Part-Time (10–20 hours/week)
Accountant (Part-Time)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing SaaS company focused on AI-powered cybersecurity and compliance. We’re looking for a detail-oriented, proactive Accountant to manage day-to-day financial operations, assist with month-end reporting, and ensure our books are accurate and audit-ready.
Full Time
Chief Operating Officer (COO)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing, AI-powered platform transforming how organizations manage cybersecurity and compliance across high-risk, high-trust (HRHT) relationships. As we scale, we’re looking for a strategic and execution-focused COO to lead day-to-day operations and help drive growth across product, customer success, and revenue teams.
Full Time
Chief Operating Officer (COO)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing, AI-powered platform transforming how organizations manage cybersecurity and compliance across high-risk, high-trust (HRHT) relationships. As we scale, we’re looking for a strategic and execution-focused COO to lead day-to-day operations and help drive growth across product, customer success, and revenue teams.
Full Time
Chief Operating Officer (COO)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing, AI-powered platform transforming how organizations manage cybersecurity and compliance across high-risk, high-trust (HRHT) relationships. As we scale, we’re looking for a strategic and execution-focused COO to lead day-to-day operations and help drive growth across product, customer success, and revenue teams.
Full Time
Chief Operating Officer (COO)
Hybrid or Remote (Secure Engage – Canada/US)
Secure Engage is a fast-growing, AI-powered platform transforming how organizations manage cybersecurity and compliance across high-risk, high-trust (HRHT) relationships. As we scale, we’re looking for a strategic and execution-focused COO to lead day-to-day operations and help drive growth across product, customer success, and revenue teams.
Full-time
Strategic Account Manager – Client Relations
Hybrid or Remote (Secure Engage – Canada/US)
Manage and grow relationships with compliance groups in financial institutions
Drive sales and partnership opportunities
Full-time
Strategic Account Manager – Client Relations
Hybrid or Remote (Secure Engage – Canada/US)
Manage and grow relationships with compliance groups in financial institutions
Drive sales and partnership opportunities
Full-time
Strategic Account Manager – Client Relations
Hybrid or Remote (Secure Engage – Canada/US)
Manage and grow relationships with compliance groups in financial institutions
Drive sales and partnership opportunities
Full-time
Strategic Account Manager – Client Relations
Hybrid or Remote (Secure Engage – Canada/US)
Manage and grow relationships with compliance groups in financial institutions
Drive sales and partnership opportunities