About Rachel Winchester

Table of Contents:
Summary, Speaker Bio, Company Profile, Timeline

Call me Win

headshot

“Death to Slide Decks” @ WordCamp Atlanta

Portrait of Win presenting

Summary

Professional Bio

Rachel Winchester, or Win for short, is an independent product designer, public speaker, and the founder of The Focus Assistants, a Brooklyn-based startup. Catch her hosting the Philly WordPress Meetup virtually every month and The WWW (Work with Win) Livestream on LinkedIn every week. Win started Visual Webmaster L.L.C. where she pursues a variety of internet projects as well as hosts art & design workshops, showcases, and related events. She always looks to collaborate with other technologists, creatives, and entrepreneurs in innovative ways.

Speaker Bio

Rachel Winchester, affectionately known as Win, is a dynamic force at the intersection of product design, entrepreneurship, and art history. Recognized for her magnetic keynote presentations and enriching workshops, she navigates the nuances of web design and the transformative power of internet technologies with finesse. Serving as a staunch advocate for harnessing the internet’s potential to propel business strategies and personal development, Win is sought after as both an event host and a trusted spokesperson for organizations aligned with her mission.

 

Background

Armed with a degree in art history and interpretation theory from Swarthmore College, Win eagerly participated in Philly’s active art scene as a docent at the ICA at UPenn and an intern at the Fabric Workshop. She even started her own “Art Talks” program at The Philadelphia Museum of Art. She continues to infuse her presentations with a transformative touch, illuminating overlooked subjects and forging connections between seemingly unrelated topics in the arts, the internet, and visual culture.

 

Keynotes & Workshops

Grounded in rigorous research, her keynotes transcend mere information delivery, offering audiences invaluable historical context to inspire fresh perspectives.  In her acclaimed keynote “Death to Slide Decks,” (view workshop on Eventbrite) Win deconstructs the evolution of presentations, urging audiences to embrace the dynamic possibilities of webpage-based formats. Similarly, her thought-provoking address, “WordPress as a Paintbrush,” draws inspiration from the pioneering Internet Artists of the 90s, fostering a fearless approach to embracing internet technologies and nurturing innovation. With an unwavering commitment to catalyzing critical thinking and reshaping perspectives, Win challenges her audience to envision new horizons and seize online opportunities with confidence and ingenuity. Through her workshops, she empowers individuals to unlock their creative potential within the vast landscape of the internet, nurturing a culture of innovation and discovery.

 

Regular Appearances

Presently, Win is a prominent fixture in the WordPress community, frequently contributing to WordPress meetups and WordCamps. Leveraging her expertise, she generously supports related WordPress communities as a speaker wrangler, event host, and spokesperson. Serving as the host of The Philadelphia WordPress Meetup, spokesperson for BlackPress, and programming organizer for WordCamp US, Win’s dedication extends beyond events. Between WordPress engagements, she engages her audience through The WWW (Work w/ Win) Livestream, offering glimpses into her website and product design projects while fostering community connections.

 

More…

Find speaking history and recordings in “Portfolio” > “Speaking”

Visual Webmaster, L. L. C.:
Company Profile

Mission Statement

Our mission at Visual Webmaster, L. L. C., is to create innovative internet products that are not only functional designs but are also meaningful cultural artifacts or art. We strive to create experiences that are aesthetically pleasing, emotionally engaging, and culturally relevant. We believe that the internet is capable of connecting people and creating impactful experiences, and we are passionate about creating products that reflect this potential. 

We actively seek clients and partners who want to build internet products that resonate on another level with their users. We seek work with people who are not only critical thinkers, but are also intentional world-builders.

Tagline

“Building Value with the Web”

Values

  • Disruption
  • Empathy and Self-Awareness
  • Open-Source Spirit

Current Roles

Product Designer and Founder

Visual Webmaster, L.L.C.

Co-Founder 

The Focus Assistants

Organizer, Host, and Speaker-wrangler

Philadelphia WordPress Meetup

Organizer and Spokesperson

BlackPress

Current Roles

Timeline

2024

Bookkeeping Certification​

Temple University

Courses include:

  • Understanding Debits & Credits
  • General Ledger and Month End Procedures
  • Closing Procedures and Financial Statements
BlackPress

Organizer & Spokesperson​

Supporting Black WordPressers and allies:
blackpresswp.com

WordCamp US 2024

Organizer

Programming Committee responsible for selecting speakers

US.WordCamp.org/2024

BlackPress @ WordCamp US 2023

group photo

2023

The Focus Assistants

Co-Founder

Virtual productivity service for procrastinators powered by real humans.

Responsibilities:

  • Product Design
  • Finance
  • Marketing
  • Operations

FocusAssistants.com

WordCamp US 2023​

Organizer

Programming Committee responsible for selecting speakers

US.WordCamp.org/2023

The WWW (Work w/ Win) Livestream​

Host

Impromptu livestream on LinkedIn and Facebook; Interfacings with special guests every month

View the Livestream Guide

Work Session @ The Focus Assistants

screenshot of focus assistants session

2022

Internet Artist Residency Program​

Director

At DigitalCube, I developed an artist residency program to foster the creation of internet art and build a virtual collection to live on DigitalCube’s platforms. This program’s framework can be used by many other internet companies, as well.

Blog Posts:

Internet Art @ DigitalCube: Residency Program

Internet Art @ DigitalCube: What’s Internet Art?

WordCamp Montclair 2022

Organizer/Speaker/Sponsor

  • Volunteer organizer on the Sponsorship committee
  • Presented WordPress as a Paintbrush: an Introduction to Internet Art
  • Represented DigitalCube’s Product, Shifter, at a Sponsor table

2021

DigitalCube

User Experience/Product Designer

DigitalCube provides WordPress hosting solutions of any scale. We are open-source advocates, AWS Certified Engineers, and Amazon Advanced Technology Partners. Based in Kobe, Japan, and Philadelphia, PA.

en.digitalcube.jp

Responsibilities:

  • Created live onboarding workshop: “Getting Started with Shifter’s Static Sites”
  • Designed discovery session for client onboarding
  • UX research & design for “Visit East Passyunk” website
  • Redesigned website: getshifter.io
  • Design second version of Shifter’s dashboard
  • Design mobile version of Shifter’s dashboard
  • Redesigned domain name attachment process
  • Updated high-priority support docs for Shifter
  • Assisted with events marketing strategy
  • Assisted with content marketing strategy
  • Wrote blog posts
  • Designed LabWorks website (innovation lab)(under development)
  • Sponsored WordCamp Europe 2022 in Porto, Portugal
  • Sponsored WordCamp Montclair 2022 in Montclair, New Jersey
  • Managed support chat via Intercom
  • Managed Twitter and LinkedIn
Philadelphia WordPress Meetup​

Organizer & Host​

Organizes virtual and in-person meetings twice a month for the WordPress community in Philadelphia. Currently 3000+ members.

Meetup Page

LinkedIn Group

 

Indy Hall

Member

Joined Indy Hall coworking community (Philadelphia & Virtual). Frequently speaks at “Show-and-Tell” and organizes events.

 

Philly WordPress Meetup 20th Anniversary Party

group photo

2020

SpringBoard

UI/UX Student​

User Experience design bootcamp with 700+ hours of hands-on course material, 1:1 expert mentor oversight, and in-depth portfolio projects.

Mastered skills:

  • Information architecture
  • Sketching and wireframing
  • Prototyping and testing
  • E-Commerce and browsing
  • Persuasive and anticipatory design
  • Gamification and behavior change
  • Dashboards and data design
  • Social media and messaging
  • Product lifecycle

Project: Arts Raiser​

Website application for artists to raise money, and other types of support, directly from fans.

Project: ‘Gallery Pal’ Design Sprint

Application that improves art exhibition experiences without distraction

 

WordCamp Philly 2020

Organizer ​

Communications team, responsible for creating the digital workbook:

Case Study: WordCamp Philly 2020 Digital Workbook

2019

Splat, Inc. Digital Marketing

Digital Marketing Intern

Responsibilities included:

  • Mailchimp email marketing
  • Copywriting & content marketing
  • Google search ads
  • Wireframing, landing page design, and other UX design duties
  • Social media management and content creation on LinkedIn, Instagram, and Twitter
  • General account management and client communications
  • Various front-end development duties using WordPress
  • Various search engine optimization duties
Art Talks @ The Philadelphia Museum of Art

“Art Talks” Program Director​

A few days every month, I voluntarily led 30-minute discussions in the galleries with the museum’s security officers as a way to improve institutional inclusion. With a few officers in a gallery at a time, I started discussions by posing a question or giving a topic and letting the conversation lead where it may. We covered issues of race, class, age, and gender. While keeping the conversation constructive, I introduced new ideas, information, and theories that I have learned in my time as an art history major, museum studies intern, and visitors services employee. They shared their insights from working in the galleries observing the museum and it’s visitors everyday. 

Purpose:

  • Inclusion within the institution: allow the officers (Allied Secuirty contractors) to take part in art-related activities with museum staff
  • Increase officers’ ability to answer visitors’ questions
  • Activate the collection
  • Recognize the officers’ artistic and intellectual interests
  • Teach the officers topics in museum studies, art appreciation, and art interpretation
  • Provide the officers with an accessible point-of-contact in the museum

“Rachel’s Art Talks was a great and very informative program that allowed security officers to learn about the art they protect. It also provided a way for officers to engage with visitors and enhance their experience.”

– Larry Jay Reason, Allied Security Supervisor

2018

Institute for Contemporary Art at the University of Pennsylvania

Docent​

Worked with artists and curators to design and lead tours for private groups and UPenn students.

Exhibitions:

  • Cauleen Smith: Give It or Leave It
  • Ree Morton: The Plant That Heals May Also Poison
  • Suki Seokyeong Kang: Black Mat Oriole
  • Tag: Proposals on Queer Play and the Ways Forward (Group Show)
  • The Last Place They Thought Of (Group Show)
Fabric Workshop and Museum

Finance Intern​

Assisted the controller and executive administrator with managing accounts, compiling data reports, preparing for the annual audit, and executing accounts payable & payroll.

2017

Philadelphia Museum of Art

Visitors Services Employee​

Responsibilities:

  • Worked directly with daily visitors in all 5 museum locations
  • Represented and promoted the museum by maintaining a high quality of visitor experience
  • Worked to meet revenue and membership sales goals
  • Assisted with Special Events as needed
  • Worked closely with other departments, especially Education, Group Sales, Special Events, and Security
Swarthmore College

B.A.: Art History​

Thesis: Cracking Visual Codes: How Nick Cave’s ‘Soundsuits’ Critique Commodification in African-American Art

Minor: Interpretation Theory

Honors:

  • Chester Community Fellowship – Received funding to run an arts summer camp in Chester, PA

Work-Study:

  • Manager and videographer for the women’s soccer team
  • Mentor/Tutor at the Blueprints program for high school students in Chester, PA
  • Tour guide for the college Admissions Office and Athletics Program

Activities and Societies:

  • Swarthmore’s African-American Student Society (S.A.S.S.)
  • Orchestra Percussionist
  • Classical Guitar Lessons
  • Gamelan Semara Santi (Balinese percussion ensemble)
  • Mariachi Band
  • Club Soccer

Achievement Award from the Black Cultural Center at Swarthmore College

2016

The University of Hong Kong

Visiting Student

Courses:

  • Hong Kong’s Economic Growth: a modernisation and internationalisation miracle
  • Art, Politics, and Society in Modern China
  • Cultural Policy: a complex marriage of business, politics, and culture
  • Buddhist Art and Architecture
  • Chinese Buddhism and Ritual

Watch “Win in Hong Kong” (Tripbee Podcast)

White Cube Gallery in Hong Kong

portrait of Win