Five yachts cruising side by side across open water at sunset
Jake Harris smiling outdoors in a Crab Country hat and sunglasses

Jake Harris

CRM Strategy Manager | Lifecycle Marketing | Retention & Loyalty

Berryville, Virginia · Northern Virginia / DC Area

“Connecting customer insight, thoughtful strategy, and multi-channel execution.”

EmailResumé

At a Glance

Based in

Berryville, Virginia

Current Role

Manager of CRM Strategy

Company

PENN Entertainment

Background

CRM leadership, startup co-founding, and talent management

Travel

Open to up to 50% travel

Education

University of Kentucky logoB.A. SociologyUniversity of KentuckyMy major in sociology let me branch into business management, cartography, and marketing — all while studying the human social condition.

Contact

Jake@1of1talent.com(540) 931-2572

Outside of Work

BoatingTravelCookingSports CollectiblesEntrepreneurship

About Me

I bring a CRM strategist’s mindset, a founder’s perspective, and a relationship-first approach to marketing.

At PENN Entertainment, I lead multi-channel campaign strategy across four casino properties and the Hollywood Casino App, connecting audience segmentation, customer journeys, and campaign execution to engagement, retention, and revenue goals.

Before PENN, I co-founded Howdy, where I worked across talent partnerships, mobile product development, and user engagement. That experience shaped how I collaborate with teams, build relationships, and connect marketing strategy with the customer experience.

Core Competencies

Strategy & Lifecycle

CRM StrategyLifecycle MarketingRetention MarketingLoyalty MarketingCustomer SegmentationJourney Mapping

Channels & Optimization

Email MarketingPush Notification StrategyDirect Mail StrategyApp MarketingA/B TestingCampaign Optimization

Leadership & Insight

Cross-Functional LeadershipStakeholder ManagementPerformance Analysis

Platforms & Tools

Salesforce Marketing CloudJourney BuilderSQLTableau

Featured Highlights

Campaign Scale

100+ campaigns monthly

Orchestrates direct mail, email, push notifications, and automated customer journeys across PENN properties.

CRM Scope

4 casino properties + the Hollywood Casino App

Leads audience strategy, segmentation, and campaign objectives to support customer engagement, retention, and revenue.

Audience Growth

1M+ Instagram followers added in 18 months

Directed daily operations and talent management for Dennis Rodman, crafting social media strategies that grew his Instagram following.

Career Snapshot

  1. PENN EntertainmentManager of CRM Strategy

    September 2022–Present

    Multi-channel CRM strategy, segmentation, customer journeys, and cross-functional execution.

  2. HowdyCo-founder / Head of Talent

    May 2018–June 2022

    Celebrity and influencer partnerships, mobile app wireframing, early lifecycle flows, and talent management.