Founding Director, AI Digital Strategy

About Lynton

Lynton has 16 years of experience as a HubSpot partner, completing over 2,000 projects spanning more than 50 industries. Recognizing the transformative potential of AI, the company transitioned from its HubSpot partnership to create innovative AI-native growth systems for mid-market enterprises. These systems include measurement-first websites, a sovereign software stack as an alternative to legacy platforms, and AI-driven agents that manage marketing, sales, and operational workflows. Clients retain ownership of the infrastructure while Lynton operates the AI agents and delivers verifiable revenue outcomes.

Role Overview

This leadership position centers on owning the strategic layer of client engagements by conducting assessments, crafting roadmaps, and developing measurement frameworks that demonstrate value through revenue. The Founding Director will expand client accounts by deploying AI agents to automate marketing, sales, and operations while overseeing a team and AI agents to focus on judgment and client leadership over routine tasks. This role involves building new frameworks and playbooks to support organizational growth.

Key Responsibilities

• Lead the initial phases of engagements, including comprehensive digital and technology assessments, stakeholder consultations, and phased, budgeted roadmaps that enable confident executive decision-making.
• Drive the adoption of AI-native infrastructure by scoping and managing migrations from outdated platforms (CRM, marketing automation, CMS), designing autonomous AI agents and automations, and overseeing implementation and cutover planning.
• Establish robust measurement systems through workshops defining lead qualifications, revenue attribution across marketing and sales teams, web-only offer tracking, baseline settings, dashboard creation, and providing monthly performance narratives.
• Develop and manage marketing and sales strategies covering funnels, promotions, campaigns, lifecycle engagements, abandoned intent recovery, and pipeline management to transform marketing efforts into measurable revenue.
• Oversee organic and local search engine optimization, including answer engine optimization (AEO), building on proven strategies that have significantly increased AI-driven traffic, and tailoring these capabilities for clients.
• Provide guidance on paid media readiness and strategy, establishing tracking foundations, advising on budget reallocations to digital channels, and managing ROAS targets and channel mix to grow project scope into ongoing engagements.
• Engage directly with client executives to present strategies, translate plans to different stakeholder needs across marketing, sales, and search teams, and identify opportunities for next-phase work based on data-driven insight.
• Supervise AI agent operations for strategic tasks such as audits, research, content analysis, and reporting, optimizing AI resource allocation and developing reusable workflows to enhance future engagements.
• Manage AI agents deployed on clients’ behalf to run campaigns, qualify and route leads, manage customer lifecycle and support, and maintain up-to-date reporting, thereby creating continued recurring engagement opportunities.

Candidate Profile

• Minimum eight years of experience achieving concrete revenue, pipeline, or booking growth in digital marketing and sales strategy roles.
• Extensive agency background with deep understanding of agency structures, the billable hour model, and an ability to envision AI-driven transformations beyond pilot projects.
• Proven experience working within client technology stacks including implementation, integration, and migration of marketing and CRM platforms, with expertise in mitigating migration risks; familiarity with the HubSpot ecosystem is highly valuable.
• Demonstrated leadership in managing teams or client engagements end-to-end, with accountability for outcomes, or clear potential for such roles.
• Strong proficiency in analytics tools and methodologies including GA4, Google Tag Manager, conversion tracking, attribution modeling, and designing dashboards linked to measurement frameworks.
• Expertise in local SEO and passionate interest in AEO and AI-enhanced search capabilities, able to clearly communicate complex concepts to executive-level stakeholders.
• A motivated professional looking to move beyond experimentation by agencies and to fully integrate AI as the core operational model.
• Eagerness to build a function and a cross-functional team from the ground up, moving beyond managing to pioneering new AI-driven workflows and strategies.
• Practical experience with AI-first workflows and agents including task specification, output evaluation, and iterative improvement of AI-driven processes.

Additional Advantages

• Practical knowledge in managing paid media campaigns.
• Skills in optimizing booking and e-commerce funnels.
• Experience in RevOps or marketing technology implementations and migrations.
• Ability to replace legacy automation workflows with AI agents or code-based solutions.
• Familiarity with modern open-source web technology stacks.