Director of Technology & AI

ABOUT 321 THE AGENCY

321 is a full-funnel creative agency built for brands that operate in complex regulated industries healthcare insurance legal services home services entertainment and travel and tourism. Were a remote AI-first team that combines strategic creative with CRM infrastructure performance marketing and paid media to drive real measurable business outcomes for our clients.

Technology isnt a support function at 321 its the foundation everything else runs on. Our CRM builds paid media measurement AI workflows and client reporting all depend on systems that are well-architected secure and connected. The Director of Technology is the leader who makes that foundation work as one.

ABOUT THE ROLE

As Director of Technology at 321 you will lead the agencys technology function across internal systems MarTech and CRM infrastructure data and integrations AI enablement and information security. This is a senior leadership role with real strategic authority youll own the agencys technology roadmap set standards for how our platforms are built and governed and serve as the senior technical voice in client strategy new business and agency planning conversations.

The right person for this role thinks in systems not tools. You understand that a CRM workflow is only as reliable as the integration feeding it that clean data is the difference between real attribution and guesswork and that AI only creates leverage when its built into the way a team actually works. Youre as comfortable reviewing a webhook payload or a High Level workflow as you are presenting a technology roadmap to agency leadership and you lead a team that delivers both.

Youll also work in close coordination with 321 AIM the agencys proprietary performance marketing platform ensuring that its technology data flows and integrations stay aligned with the systems that power our client programs.

WHAT YOULL DO

Technology Leadership & Team Development

• Lead manage and grow the Technology department including CRM/MarTech engineers integration specialists and systems administration
• Own the agencys technology roadmap aligning platform investments with client delivery needs agency growth goals and operational efficiency
• Set the departments operating model: build standards QA and testing practices documentation requirements change management and support processes
• Conduct regular 1:1s and performance reviews; provide technical coaching and actively develop team capabilities
• Define role scopes skill development paths and staffing recommendations as the department grows to warrant additional headcount
• Serve as the escalation point for system outages integration failures data issues and complex technical questions across the client portfolio

Agency Systems Infrastructure & Security

• Own the agencys internal technology stack including collaboration project management identity file storage and communication tools
• Manage user access single sign-on device policies and account provisioning and offboarding for a fully remote team
• Establish and enforce information security policies password and access standards backup practices and incident response procedures
• Ensure agency and client systems meet applicable privacy and compliance requirements including HIPAA TCPA A2P 10DLC CAN-SPAM GDPR and CCPA
• Manage technology vendors licenses contracts and costs; evaluate build-versus-buy decisions

MarTech CRM & Integration Architecture

• Set architecture and governance standards for client CRM and marketing automation programs built primarily on High Level with additional work in Salesforce Salesforce Marketing Cloud and HubSpot
• Oversee integrations between CRMs ad platforms websites call tracking payment processors and third-party systems using APIs webhooks and middleware such as Zapier Make or n8n
• Standardize snapshots templates naming conventions tagging and data hygiene practices across client accounts
• Lead technical discovery for new client onboarding and CRM migrations including data mapping cleansing and cutover planning
• Review complex builds for scalability reliability and maintainability before launch

AI Enablement & Automation

• Champion the integration of AI across the agency from internal operations and reporting to CRM personalization conversational AI and workflow automation
• Evaluate pilot and roll out AI tools and LLM-powered solutions with clear standards for data privacy accuracy and appropriate use
• Build and maintain internal automations and AI-assisted workflows that reduce manual effort and improve delivery quality
• Stay current on emerging AI and MarTech capabilities and proactively introduce relevant innovations to the agency and its clients

Data Analytics & Measurement Infrastructure

• Own the agencys data and measurement infrastructure including conversion tracking Google Tag Manager GA4 server-side tracking and offline conversion imports
• Partner with the Director of Digital Marketing to ensure lead source tracking cost-per-lead reporting and audience syndication between CRMs and ad platforms work reliably
• Build and maintain data pipelines and reporting infrastructure that feed client dashboards in Looker Studio Power BI or similar tools
• Establish data quality standards and monitoring across connected systems

Client Engagement & Agency Growth

• Serve as the senior technology authority in client strategy sessions QBRs and new business pitches translating technical solutions into clear business-outcome terms
• Contribute technology recommendations solution architecture and implementation estimates to agency proposals and RFP responses
• Partner with 321 AIM on shared clients and platform needs to ensure technology data flows and lead infrastructure are coordinated and mutually reinforcing
• Identify opportunities to productize repeatable technology solutions into new agency service offerings

WHAT YOU HAVE

• 8 years of experience in technology MarTech or systems roles with demonstrated depth in CRM architecture integrations and data infrastructure agency experience strongly preferred
• At least 23 years in a department leadership team lead or senior manager role with direct reports
• Hands-on experience architecting and governing CRM and marketing automation programs in High Level is strongly preferred; Salesforce Salesforce Marketing Cloud and/or HubSpot experience also valued
• Deep experience with APIs webhooks and middleware (Zapier Make n8n or similar) including troubleshooting integrations across multiple systems
• Strong command of conversion tracking and measurement infrastructure: Google Tag Manager GA4 server-side tracking and offline conversion imports
• Working knowledge of data pipelines data warehousing and reporting tools (BigQuery Looker Studio Power BI or similar)
• Experience administering cloud-based business systems identity and access management and security for a remote team
• Working knowledge of privacy and compliance requirements affecting marketing technology in regulated industries including HIPAA TCPA A2P 10DLC CAN-SPAM GDPR and CCPA
• Practical experience deploying AI tools and LLM-powered workflows with sound judgment on data privacy and appropriate use
• Scripting or development ability in JavaScript Python SQL or similar is a strong plus
• Excellent communication skills able to explain technical decisions clearly to clients agency leadership and non-technical teammates
• Strong organizational and prioritization skills with the ability to manage department operations across a remote multi-client environment
• Platform certifications (High Level Salesforce HubSpot Google cloud or security certifications) are a plus
• Bachelors degree in Computer Science Information Systems Marketing Technology or a related field or equivalent demonstrated experience

REPORTING STRUCTURE

The Director of Technology reports directly to the SVP of Strategy and is a member of the agencys leadership team. This role directly manages the Technology department encompassing CRM/MarTech engineers integration specialists and systems administration. The Director of Technology maintains a working relationship with 321 AIM leadership to align platform technology and data infrastructure and collaborates closely with the Director of Digital Marketing Director of Client Strategy and Creative Director on integrated account delivery.

COMPENSATION

Salary Range: $100K annually based on experience

321 uses a structured compensation framework aligned to role scope department impact and agency revenue contribution. Salary placement within range is based on demonstrated experience leadership depth and technical breadth across CRM integrations data and AI. Performance bonus eligibility applies at the director level.

321 BENEFITS

• 100% remote work environment
• Flexible scheduling with core collaboration hours
• Paid time off agency-observed holidays
• Professional development and platform/tool access budget
• Collaborative AI-forward team culture that values innovation and continuous learning
• Opportunity to build and lead the technology foundation of a high-growth agency operating at the intersection of performance marketing and marketing technology

Required Experience:

Director