Head of AI Marketing

Gladly, Inc. – Remote
Feb 2026 - Present

Leading the strategy, implementation, and operationalization of AI across the marketing organization to dramatically increase output velocity, improve conversion performance, and drive measurable revenue impact. 

Transform AI from experimentation into a scalable growth engine embedded across the full funnel.

Core Responsibilities:

AI Strategy & Vision

• Define and champion the long-term AI vision for Marketing, aligned to company growth, revenue, and brand objectives

• Translate business priorities into a clear, phased AI roadmap with measurable impact targets

• Identify and prioritize high-leverage AI use cases across acquisition, lifecycle, content, demand generation, and performance marketing

• Establish governance, compliance, risk management, and ethical AI standards in partnership with Legal and Security

Operationalizing AI at Scale

• Architect scalable AI-powered marketing workflows that significantly increase campaign velocity and speed-to-market

• Lead the integration of generative AI into content production, lifecycle marketing, paid media, SEO, and performance programs

• Drive automation to reduce manual work and increase precision

• Build experimentation and feedback loops to continuously improve AI-generated outputs

• Oversee vendor selection, tooling strategy, and build-vs-buy decisions for marketing AI capabilities

• Own end-to-end execution of AI-driven marketing programs — from strategy and planning through production, launch, and optimization

Growth & Conversion Optimization

• Lead AI-enhanced experimentation across landing pages, email, paid campaigns, and conversion paths

• Scale personalization across the customer journey using AI-driven insights and dynamic messaging

• Establish performance benchmarks and ROI frameworks to quantify AI’s impact on revenue and efficiency

Team Leadership & Enablement

• Build and lead a high-performing AI-forward marketing capability, developing both talent and operating models

• Create structured AI enablement programs, playbooks, and training to accelerate adoption

• Partner closely with Product, RevOps, Data, and Engineering to integrate marketing AI into cross-functional workflows

• Foster a culture of innovation, experimentation, and responsible AI usage across marketing

• Communicate progress, wins, and insights

Manager, Inbound Marketing

Gladly, Inc. – Remote
August 2024 - Feb 2026

Responsible for leading the strategy and execution of inbound marketing programs to drive brand awareness, lead generation, and revenue pipeline. Oversees multi-channel digital campaigns—including SEO, paid media, email, and social—ensuring alignment with brand voice, performance goals, and customer personas.

Managed full-funnel marketing efforts, including content strategy, editorial planning, and web optimization, to increase engagement, improve conversion rates, and support scalable growth. Partners cross-functionally with Product Marketing and Sales to ensure a seamless buyer journey and consistent messaging across all channels.

• Grew inbound pipeline contribution to 34.46% of total pipeline (exceeded 30% goal, +45.64% QoQ)  

• Led Fortune brand campaign achieving 833K+ impressions and contributing to $504K+ in quarterly pipeline value 

• Built end-to-end content engine from scratch; 10x’d content output by integrating AI across ideation, drafting, and repurposing workflows 

• Built content distribution engine generating 32% of new users at 51% engagement, feeding top-of-funnel volume that converted to qualified opportunities 

• Stood up formal Analyst Relations program — completed briefings with Gartner, Forrester, Frost & Sullivan, CMP Research, and Constellation Research; secured Forrester Market Leader seat 

• Pioneered 4-pillar AI search strategy (SEO + GEO + AEO + AIO), increasing LLM brand visibility from 9% to 15% in top mentions 

• Led Project Apex — 11-workstream cross-functional initiative spanning product launch, brand repositioning, and pipeline acceleration 

• Won Martech Best CX Solution award; earned CX Awards Finalist (Best Use of AI); shortlisted for 4 AI Cloud Award categories 

• Grew social media following by 125% 

Senior Digital Marketing Manager

Gladly, Inc. – Remote
February 2023 - August 2024

Aligning inbound and outbound strategies, with a strong focus on building a healthy pipeline that generates revenue. Leading the development and execution of comprehensive programs aimed at driving brand visibility, engagement, and ultimately, generating high-quality leads. Through meticulous ROI reporting and analysis, continuously refining strategies to optimize pipeline growth and ensure alignment with business objectives.

• Drove a 276% increase in lead acquisition (209 → 857 leads QoQ) through diversified paid channel mix, increased budgets, and a shift to lead-gen-focused paid social strategy

• Reduced paid search brand CPA by 88% (from ~$3,500 to ~$424) through campaign optimizations across Google Ads brand, competitor, and non-brand campaigns

• Grew content guide page traffic by +105% in total users and +81% in returning users by re-introducing gated assets and launching strategic content promotion across organic, paid, referral, and email channels

• Pioneered a "Seller Ready" ABM framework targeting 550 high-value accounts (~$103M estimated CARR), achieving a 20% increase in Stage 0→1 conversion rates and 10% increase in Stage 1→2 conversion rates versus non-ABM deals

• Re-engaged 181 previously dormant accounts within the first week of ABM activation, reopening closed-lost opportunities and accelerating pipeline velocity

• Launched first phase of strategic narrative integration across Homepage, Why Gladly, and Product Pillar pages, driving +13% engagement lift on updated pages and +6% sitewide engagement

• Spearheaded cross-functional SDR strategy alignment, building a "Seller Ready" account classification system adopted by sales, marketing, and BDR teams to prioritize outreach across enterprise and mid-market segments

Digital Marketing Manager

Gladly, Inc. – Remote
November 2021 – February 2023

Lead the development and execution of comprehensive digital marketing strategies to drive brand awareness, engagement, and conversion. Leveraging data-driven insights to optimize multi-channel campaigns, manage SEO, SEM, and social media efforts, and ensuring seamless integration with sales and business development initiatives. Continuous analysis and refinement maximize ROI and achieve organizational goals.

• Owned website lead generation strategy across paid and organic channels, managing a site where 57% of total traffic came from organic search — identifying and mitigating a critical concentration risk where 30% of all organic traffic depended on a single blog post

• Implemented FAQ schema markup across blog and resource pages to improve SERP visibility, increasing odds of appearing in Google's People Also Ask results and driving incremental organic traffic

• Led un-gating and indexing of competitor landing pages (Gladly vs. Zendesk, Gorgias, Kustomer), capturing high-intent, consideration-phase organic search traffic previously dominated by competitors

• Managed end-to-end paid media strategy across SEM, PPC, paid social, display, and content syndication — including competitor keyword campaigns driving pipeline from target accounts

• Directed website redesign and blog homepage optimization, improving content discovery for 11% returning-user baseand aligning above-the-fold content with publishing cadence to boost pageviews on new content

• Collaborated cross-functionally with marketing, BDR, and sales teams to build campaign strategies tying digital programs to pipeline generation and revenue outcomes

Digital Marketing Manager

Sonic Foundry, Inc. – Madison, WI
August 2017 – October 2021

Defining department strategy & goals, strategy execution through key marketing channels, tracking results and providing communications to company. Collaborate with cross-functional teams to articulate key corporate priorities and develop campaigns and strategies to drive revenue growth. Campaign implementation, optimization and reporting. Careful management of campaign budgets and actual spend amounts per campaign/platform. 

Solutions Design Team: Marketing representative for company ideation process and product development.  

Email Marketing and Demand Generation: Working from our email database of over 250k profiles. Collaborate with content teams to create highly targeted campaigns that ultimately lead to solid lead generation. Own, plan and execute multiple email campaigns in a fast-paced environment. 

Marketing Operations: Administrator to the Marketing Automation Platform (HubSpot formerly Marketo). Manage lead workflow between HubSpot and Salesforce. Drive and implement internal processes for Marketing & Sales. Collaborate with Sales and Business Systems on HubSpot/Salesforce integration 

Digital Advertising: Own paid media strategies and execution dictating spend and analyzing results to map out the path for continual improvement (Search Engine Management (SEM), Paid Search (PPC), Paid Social, Online Publications, Display, etc.) 

Content Marketing: Research and competitor analysis. Targeting a specific set of keywords for all the articles written and published. Editing and ensuring adherence to a style guide. Reviewing and optimizing content for SEO. Devise marketing strategies around contentFacilitate company webinars and webinar promotions 

Website Management: Manage main, corporate, user conference and community websites. Responsible for ongoing website management and maintenance / site optimizations. Project manage any website overhauls. Monitor and implement SEO for strong organic presence Website Development & Design – Oversee and implement design elements to website through website templates and coding. 

Reporting & Analysis: Identify and propose innovative digital media solutions. Develop Marketing metrics and KPIs. Ongoing campaign reporting and identifying insights based on campaign results and data. Manage and communicate Marketing metrics to external departments
 

Digital Sales Support Coordinator

Spectrum Reach – Madison, WI
April 2015 – August 2017

Digital Campaign Management: Monitor & track pacing of digital campaigns – display, clicks, leads, directories, geo-fence, pre-roll, etc. (Ensure targeted goals are being met, and adjust as needed fulfill client goals/expectations). Provide assistance in the submission of digital orders and creative productions to account team when needed. 

Campaign Analyst: Review data/reporting from campaigns, as well as analytics using tools such as Google Analytics to consult account teams on results, and how it benefited the clients’ overall goals (and mini goals). Provide in-depth reporting for pre- and post-sale – pre-sale: providing analytics/research to support proposals for potential clients (and support annual buys / post-sale: providing analytics/research supporting the digital campaigns running, and insight to consumer trends within the website to maximize digital campaign results. 

Digital Consultant: Consult Account Team on digital campaign reports/analytics (help account team communicate results to client). Creative Problem Solving: Work with a team as digital expert to come up with ideas to provide an effective solution to meet client needs/goals. Assist in building proposals with digital solutions for potential accounts as well as current clients. 

Digital Account Coordinator

Local Matters Digital – Janesville, WI
September 2013 – January 2015

Develop online marketing solutions through SMO and SEO for small businesses in Southern Wisconsin.

Search Engine Optimization – Providing local business location for all major search     engines such as Google, Google + Local Places, Yahoo Local Listings, Bing’s Local Listings, Yelp.com and more.

Social Media Optimization & Management – Organic branding, governance, and management of Facebook Business Pages, Twitter, YouTube, Pinterest, Google+ and more.

Results – Identifying results through Google Analytics, Facebook Insights and other tools.

WordPress – Providing engaging, optimized and fully customizable web development solutions.

Promotions and contests – Running contests/surveys for clients through uPickEm and Survey Monkey (includes branding).

Graphic Design– Designing fun and functional advertisements, coupons, and other graphics for both print and digital (mainly via Adobe Photoshop).

Organization & Management– Setting client appointments through Google Calender, organizing and managing documents through Google Docs.

Video Editing – Creating/Editing videos and slideshows (using Final Cut Pro, After Effects, YouTube Editor)• Business Management – Manage business listings via Yext. (includes managing reviews, links, socials, photos, business information, etc. across 60+ search engines).

Social Media Marketing Intern

Habitat for Humanity of Dane County – Madison, WI
October 2012 to June 2013

Developed and implemented marketing strategies to build greater awareness for Habitat for Humanity – Dane County via social media platforms (Twitter, Google+, Facebook, Instagram)

Also worked with videographers for YouTube content.