Williamsburg Learning

Director of Digital Marketing & Sales

Lead and manage a team of direct reports responsible for all digital marketing efforts at Williamsburg, including ads, websites, email marketing, social media, and HubSpot automation. In this role, I helped drive substantial company revenue growth for the 2023-24 school year and led the successful revamp and relaunch of our four school websites on a tight timeline.

Director of Digital Marketing

Implemented significant upgrades to key marketing and parent communications systems (such as SMS) and supported the hiring, onboarding, and training process for critical new hires within the marketing department. Also continued serving as Williamsburg's lead copywriter and marketing project manager.

Marketing Operations Manager

Helped achieve company revenue goals by planning and executing high-quality, multi-channel digital marketing campaigns. Continuously refined and improved campaign performance by gathering, analyzing, and actioning key data points. Also served as project manager for the overall marketing team.

Digital Marketing Manager

Coordinated the flow of internal and external communications for all staff, parents, students and third-party partners. Wrote and/or oversaw the development of all written content for company websites and worked closely with executives to iterate and refine the overall customer experience.

Communications Manager

Self Employed

I love working with ambitious, humble go-getters who want to find the most authentic path to sharing their unique gifts with the world.

Certified Master Life Coach

Apple

I co-led a small team responsible for inventory control, store-wide operations, and visual merchandising. Part of this involved root cause analysis on KPIs that had been off track for a while, and through consistent feedback and process reviews I helped the team get back to exceeding them.

Operations Expert

I collaborated with my fellow Experts to drive results for our store's high-volume sales team. This included consistently achieving store-leading sales results myself, spearheading new initiatives to improve the customer and employee experience, and developing a team of direct reports.

Sales Expert

I served a six-month stint as my store's In-Store Guest Trainer (a full-time career experience that meant planning and facilitating all employee training events). Before and after, I was called in to lead various other training programs and hiring events and recognized as one of the top trainers in my market.

Lead Trainer

I started out at Apple as a jack-of-all-trades in the Specialist role, performing B:C and B:B sales as well as helping customers set up their devices and directing traffic throughout the store.

Sales Specialist

Writer, Marketer, Coach • Sharing ideas to help you thrive in life, work, and writing

I love working on projects that help to maximize human potential. Professionally, I'm currently doing this in my role as Director of Digital Marketing & Sales at Williamsburg Learning, a transformational online K-12 education company. In my spare time, I also do this through my private coaching services.

Riley Trembath

I’m a Product Manager and 3x founder with experience building products across startups, SaaS, and large-scale enterprise environments. I specialize in connecting real customer needs with emerging AI capabilities.

The longer version

At Amazon, I drive cross-functional launches for Private Brands, leading initiatives that blend physical and digital products and developing internal AI and data tools that streamline operations. Before Amazon, I built and scaled products from zero to launch as a founder and Head of Product, guiding small teams through discovery, execution, and growth.

Since 2022, I’ve focused heavily on generative AI—building projects like Spellforge.ai for LLM evaluation, ScamDetect for AI scam-call detection, and Resuumi for résumé optimization. Each strengthened my ability to translate technical progress into products that deliver real user value.

I thrive in fast-moving teams that value customer discovery, data fluency, and 0-1 execution.

taplio

The Battle

Riley Trembath

Skyler Bissell

Followers

Posts

Engagements

Likes

Ready to grow your LinkedIn presence?