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Head of Marketing Innovation & AI Strategy
Head of Marketing Innovation & AI StrategyEscalon Services, Inc. • Chicago, IL, United States
Head of Marketing Innovation & AI Strategy

Head of Marketing Innovation & AI Strategy

Escalon Services, Inc. • Chicago, IL, United States
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Head of Marketing Innovation & AI Strategy

Department : Escalon Marketing Team

Employment Type : Full Time

Location : Remote

Description

What You’ll Do :

Escalon is seeking a Head of Marketing, an entrepreneurial, full‑time marketing leader who will define and scale the company’s brand, product marketing, and go‑to‑market strategy. Reporting directly to the CEO, this leader will serve as the connective tissue between strategy, data, and storytelling, thereby unifying Escalon’s brand voice, optimizing demand generation, and positioning Escalon for its next stage of growth. This is a top‑tier leadership role with equity potential and the opportunity to evolve into a CMO position.

This role is ideal for someone who thrives in a fast‑growing, evolving environment and wants to architect the next stage of growth.

Strategic Leadership

  • Define and lead Escalon’s marketing vision, embedding data, analytics, and AI-informed insights into every touchpoint.
  • Build and lead Escalon’s marketing strategy from the ground up, focusing on scalable programs that address multiple growth channels.
  • Identify and implement innovative marketing technologies to improve personalization, customer insights, and ROI.
  • Design and test go‑to‑market strategies across three primary new business growth areas : acquiring new startups and early‑stage businesses with no structured back office, companies that insource with employees, and converting clients from competitors.
  • Design and test go‑to‑market strategies for upsell and cross‑sell of additional services to current Escalon clients.
  • Unify Escalon’s brand voice and ensure consistency across digital, social, and client‑facing platforms.
  • Establish a clear, differentiated brand narrative that reflects Escalon’s value proposition and tone of voice while resolving existing conflicting messages.
  • Partner with the CEO and executive leadership to align marketing objectives with business growth and revenue targets.

AI & Data-Driven Marketing

  • Leverage advanced AI technologies and marketing analytics, automation, and MarTech tools to increase ROI and performance.
  • Develop predictive and data-informed models to optimize demand generation, CAC, and LTV. Stay ahead of emerging AI trends and ensure the organization is at the forefront of data, AI, and personalization.

    • Digital Marketing Execution

  • Drive the development and execution of integrated digital campaigns (SEO, SEM, social, email, programmatic, content, etc.).
  • Optimize customer journeys and digital touchpoints using AI-enabled tools.
  • Design and publish marketing performance dashboards and communicate insights to stakeholders.

    • Team Leadership & Collaboration

  • Lead, mentor, and evolve a small but growing team of internal and contract marketing professionals.
  • Collaborate cross-functionally with Sales, Product, Data, and Operations teams to drive an integrated go‑to‑market motion.
  • Build relationships with key external partners, agencies, and technology vendors; provide clear direction to current contractors, ensuring alignment, prioritization, and accountability.
  • Champion a best-in-class candidate and customer experience across all Escalon touchpoints.

    • DAY-TO-DAY

  • Create and build Escalon’s B2B marketing roadmap from a foundational level, defining the strategy and structure needed to support near- and long-term growth.
  • Own content creation for the organization and oversee its execution across all channels.
  • Evolve and maintain branding, website and all external communications in a manner that increases engagement and awareness.
  • Develop demand generation campaigns to drive revenue.
  • Develop a sales funnel to optimize MQLs, SQLs and conversion rates.
  • Develop and be accountable to annual marketing goals, KPIs and strategies for lead generation, customer acquisition and retention.
  • Build and own the marketing budget to ensure real-time understanding of spend and allocating resources for maximum ROI.
  • Continuously evaluate the market landscape to identify and capitalize on new opportunities, whether from under-served startups, dissatisfied competitor clients, or companies using insourced solutions.

    • Must Haves

  • 12+ years of B2B Marketing experience, ideally in SaaS, FinTech, or technology-enabled services.
  • Bachelor's degree in related field.
  • Strong expertise in product marketing, brand strategy, and demand generation.
  • Experience building a B2B marketing function and / or strategy from very early stages; not inheriting and optimizing existing systems.
  • Experience targeting SMB clients, ideally in the software / tech industry.
  • Deep understanding of analytics and MarTech tools. Demonstrated ability to lead both strategic vision and hands‑on execution. Must be ambitious, competitive, a driven, but a humble and hands‑on team player.
  • A track record of building and developing high-performing, effective programs and teams.
  • Executive-level communication and presentation skills.

    • Nice to Haves

  • Master’s degree preferred.
  • Experience in tech-enabled professional services or high-growth startup environments.
  • Familiarity with go-to-market engineering, AI-driven marketing, and predictive analytics.

    • Why You’ll Enjoy Working at Escalon

  • Medical, Dental and Vision options.
  • Life and Disability.
  • STD / LTD.
  • 9 Paid holidays each year.
  • Flexible PTO.
  • 401K Retirement Plan.
  • Incentive compensation.

    • Escalon is an equal opportunity / affirmative action employer.

    About Escalon

    Escalon Services is a Business Process Management (BPM) company that provides Essential Business Services (EBS) through a tech-enabled platform to small- and medium-sized businesses (SMBs) and startups. The company enables its clients to spend less time on back‑office functions and provides the value and insight that enables clients to spend more time focusing on delivering value and moving their businesses forward. With a US-based remote workforce and global delivery team in India, Escalon’s solution fills a widening service gap in the SMB market.

    For more information on Escalon : https : / / escalon.services /

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