Head of MarketingOBRYN GUARD Inc.

Remote | Leadership Role | B2B SaaS / Cybersecurity

About OBRYN GUARDOBRYN GUARD Inc. is a Canadian cybersecurity and governance, risk and compliance technology company building a cloud-based platform for continuous control monitoring, cybersecurity risk management and regulatory compliance readiness.

Our initial focus is hospitality and multi-site organizations, helping businesses centralize control monitoring, evidence management, compliance gaps, remediation and executive visibility across frameworks including PCI DSS, SOC 2 and ISO/IEC 27001.

We are building the company from the ground up and are looking for a highly capable Head of Marketing to own and develop the marketing function as OBRYN GUARD moves through commercialization and growth.

Role OverviewThe Head of Marketing will be responsible for building, operating and scaling OBRYN GUARD’s marketing function.

This is a hands-on leadership position.

You will work directly with the Founder & CEO, Sales, Product, Engineering, Security and Compliance leadership to develop OBRYN GUARD’s positioning, market presence, demand-generation engine and commercial marketing infrastructure.

The successful candidate must be capable of both developing strategy and executing the work required to bring that strategy to market.

Marketing at OBRYN GUARD must ultimately contribute to:

Brand authority → qualified demand → sales opportunities → customers → revenue

Marketing & Brand Strategy

- Own OBRYN GUARD’s overall marketing strategy.
- Develop and maintain clear market positioning and messaging.
- Establish ideal customer profiles and buyer personas.
- Build messaging for hotels, hotel groups, multi-site organizations and enterprise buyers.
- Conduct competitor and market research.
- Develop quarterly and annual marketing priorities.
- Protect consistency across the OBRYN GUARD brand.
- Translate complex cybersecurity and compliance concepts into clear business value.

Content & Social Media
- Develop an enterprise-level content strategy.
- Create executive and company thought leadership.
- Manage LinkedIn and other relevant B2B channels.
- Develop educational cybersecurity and compliance content.
- Create campaign assets, articles, posts and customer-facing materials.
- Build content around buyer pain points rather than vanity metrics.
- Maintain a consistent professional brand voice.

Video & Creative Marketing
- Develop concepts for short-form and long-form video.
- Coordinate leadership videos, product content and campaign assets.
- Build skilled promotional material for events, product launches and company announcements.
- Coordinate external designers, editors or creative specialists when required.
- Ensure all creative work maintains enterprise brand standards.

Email & Lifecycle Marketing
- Build prospect nurture campaigns.
- Develop segmented email programs.
- Create automated marketing workflows.
- Develop re-engagement campaigns for inactive prospects.
- Support customer onboarding and lifecycle communications.




- Maintain appropriate email deliverability and data standards.
- Track engagement and conversion rather than focusing solely on volume.

Demand Generation & Account-Based Marketing
- Build measurable demand-generation programs.
- Generate qualified marketing-sourced opportunities.
- Develop account-based marketing programs for high-value target accounts.
- Coordinate targeted campaigns with Sales.
- Develop inbound and outbound marketing programs.
- Support webinars, events, partnerships and industry campaigns.
- Test channels and continuously improve campaign performance.
- Measure marketing based on pipeline quality, conversion and commercial contribution.

Product Marketing & Sales Enablement
- Clearly communicate what OBRYN GUARD does, who it serves and why it matters.
- Build product messaging and value propositions.
- Develop sales decks, one-pagers, battlecards and competitive materials.
- Create objection-handling and sales-enablement assets.
- Support product launches and new capabilities.
- Work directly with Sales to understand buyer objections and decision criteria.
- Ensure cybersecurity and compliance claims are technically accurate.
- Coordinate with Security, Compliance and Product leadership before publishing material claims.

Website, Conversion & Analytics
- Own the commercial quality of website messaging and conversion paths.
- Develop landing pages and campaign-specific experiences.
- Improve calls to action and lead-conversion opportunities.
- Support SEO and organic search growth.
- Maintain reliable tracking across major marketing activities.
- Build dashboards showing marketing performance and pipeline contribution.
- Track conversion rates, lead quality, channel performance and CAC where sufficient data exists.
- Clearly document attribution limitations instead of presenting weak data as certainty.

CRM & Marketing Operations
- Help establish marketing processes within the company CRM.
- Develop lead-source standards and attribution rules.
- Build marketing automation.
- Develop lead-scoring and lead-routing processes.
- Maintain clean marketing records.
- Establish Marketing-to-Sales handoff processes.
- Build repeatable campaign workflows and reporting.
- Maintain a transparent source of truth for campaigns, messaging, assets and performance.

Leadership
- Operate as the senior marketing leader within OBRYN GUARD.
- Work directly with executive leadership.
- Coordinate closely with Sales.
- Establish marketing KPIs, SOPs and reporting standards.
- Identify weaknesses before leadership has to point them out.
- Recommend solutions based on business priorities.




- Manage future marketing employees, contractors, agencies and specialists.
- Build processes that allow the marketing function to scale without depending on one person.

QualificationsWe are looking for a candidate with demonstrated experience in areas such as:
- B2B SaaS marketing
- Enterprise technology marketing
- Demand generation
- Account-based marketing
- Go-to-market strategy
- Revenue operations
- CRM and marketing automation
- Product marketing
- Lifecycle marketing
- Sales enablement
- Pipeline generation
- Marketing analytics
- Paid acquisition
- SEO
- Content strategy
- Executive reporting
- Marketing leadership

Strong experience with HubSpot and/or Salesforce is highly valuable. Experience with cybersecurity, GRC, compliance, enterprise SaaS, hospitality technology or another complex technical product is an advantage.

Preferred ExperienceThe strongest candidates will have experience:

- Building a marketing function from the ground up.
- Working inside an early-stage or high-growth B2B SaaS company.
- Generating measurable marketing-sourced pipeline.
- Working directly with Sales leadership.
- Marketing products with long or complex enterprise sales cycles.
- Building ABM programs.
- Establishing CRM attribution and reporting.
- Managing marketing budgets based on measurable results.
- Translating technical products into transparent business value.
- Working directly with founders and executive teams.

Ideal CandidateYou are both strategic and hands-on.

You can develop a GTM strategy and then personally execute the work required to prove it.

You are commercially minded and understand that marketing exists to support business growth, not simply generate impressions, followers or content.

You are comfortable working in an early-stage company where priorities move quickly, resources must be used intelligently and leadership expects accountability.

You communicate clearly, operate professionally and use data to make decisions.

This Role Is Not a Fit IfThis role is not designed for someone who:

- Only wants to manage agencies or employees.
- Primarily focuses on social-media posting.
- Measures success mainly through impressions or followers.
- Requires a large existing marketing department to execute.
- Is uncomfortable being accountable for pipeline.
- Cannot work closely with Sales.
- Is unwilling to personally execute during the early stages of the company.
- Needs every system and process already established before starting.

Why OBRYN GUARDThis is an opportunity to help build the marketing organization of a cybersecurity company from its early commercial stage.

The Head of Marketing will have meaningful influence over:

- Market positioning
- Go-to-market strategy
- Demand generation
- Enterprise pipeline
- Brand development
- Product marketing
- Revenue operations
- Marketing technology
- Future team development

The role is suited to someone who wants to build the function, not inherit one. OBRYN GUARD Inc.

obrynguard.com

📌 Head of Marketing | Nov. 2, 2026 (Canada)
🏢 OBRYN GUARD
📍 Canada