Live Well.
On Purpose.

More intention. More joy.
More room for what matters.

Real conversations, practical tools, and honest support for building work and a life that feel like your own.

Explore What's Possible

Get behind-the-scenes support from the Joyful VA Team →

Live Well.
On Purpose.

More intention. More joy.
More room for what matters.

Real conversations, practical tools, and honest support for building work and a life that feel like your own.

Explore What's Possible

Get behind-the-scenes support from the Joyful VA Team →

Sometimes the first step is simply learning to see what you already know how to do differently.

You don’t need to reinvent yourself or start from scratch.

Businesses are already hiring people to help with the work happening behind the scenes, from managing inboxes and organizing projects to creating content, supporting customers, updating websites and so much more.

That’s virtual assistant work. And chances are, you already have skills that can translate into services businesses will pay for.

Find your transferable skills →

A woman in glasses working on a laptop at a sunny kitchen table

✱ You may be closer than you think

The skills you already have could be the start of something new.

✱ Free guide

Get the Skills-to-Income Guide

Find the skills you already have and see which ones businesses will pay for. We’ll send it straight to your inbox.

✱ What could you actually do?

Being a VA is so much more than
answering emails.

 

Social Media

Plan, schedule and post content, then keep up with comments and DMs.

 

Canva Design

Create graphics, templates and feed mockups that make a brand look polished.

 

Video Editing

Edit reels and short videos that keep a business showing up online.

 

Email + Inbox

Send newsletters and keep a busy inbox calm and organized.

 

Project Management

Keep tasks, deadlines and teams on track in tools like Asana and Trello.

 

Client Care + CRMs

Handle client communication and systems like Dubsado and GoHighLevel.

 

Admin + Google Drive

Organize files, calendars and the everyday details that keep things running.

 

AI-Assisted Content

Use tools like ChatGPT to brainstorm, draft copy and build simple SOPs.

✱ VA training + community

Work With Joy

Learn the skills. Find the support.
Create more freedom.

[Program mockup: Work With Joy on a laptop and phone]

[Two or three sentences on what Work With Joy is, how it works and what makes it different.]

It’s for you if:

  • You want flexible income that fits around your family and your life.
  • You have skills but aren’t sure how they translate into paid work.
  • You want real support and community, not just another course.
  • You own a business and want to learn these skills for yourself.

Step one

Learn the skills

[The core VA training: what they’ll learn and how it’s delivered.]

Step two

Find the support

The Ready Room: weekly coaching calls, guest experts, fresh job leads and a community that has your back, so you never figure it out alone.

Step three

Create more freedom

[The outcome: landing clients and building work around your life.]

Join Work With Joy →

✱ Success stories

Wins from
the inside

“

I just wanted to say thank you for helping me find the courage to believe in myself!

Miranda S.

Work With Joy student

“

I have been able to save up enough money to get to do something extra like this trip for my kids. I’m making $1,000–$1,500/month with one client, and if I hadn’t enrolled with this class, I would have never been able to afford that.

Leslie T.

Work With Joy student

“

This program has already helped me land a new client. More importantly it has helped me see the skills that I still need to build, and resources to do that.

Amy H.

Work With Joy student

✱ The Ready Room

You’re not just buying lessons. You’re joining a room full of support.

The Ready Room is the Work With Joy community, where the training turns into real work with ongoing help from people who want to see you win.

Woman smiling on a video call at her laptop

 

Weekly coaching calls

Group coaching and skills-focused calls to keep you moving.

 

Guest experts

Deep dives on Canva, social media, mindset and more.

 

Fresh job leads

New opportunities shared as they come in, most weeks.

 

Ask-anything question box

Drop a question and the team will answer it.

Feedback Friday

Get fresh eyes on your one sheet, pitch or project.

 

Wins + encouragement

Promote your business, celebrate wins and cheer each other on.

Jess and her husband, Trae, smiling together by the water

✱ Meet Jess

Hi, I’m Jess.

I’m a mom who knew I wanted more, but not at the expense of the life I loved.

I wanted my life to feel joyful, intentional, and full, and I knew my work played a big part in creating that. I wanted to prioritize my family, be present for the little moments, and still contribute financially. I just didn’t believe making a living had to mean sacrificing the things that mattered most.

I knew there had to be a different way to work, so I started exploring what was possible.

I turned the skills I already had into a six figure business, retired my husband from pharmacy, and built a thriving client base. Along the way, I realized just how much is possible when you choose to do work differently.

And that’s what I want to show you.

That’s really the heart of Work with Joy. We aren’t our work. It’s just a part of what we do. And if we’re going to spend our time doing it, let’s do it well. I want to help you figure out how to make work work for you, while still leaving room for everything else that makes life good.

And around here, we’re talking about all of it. The work, the life, the choices, the little things that make it all feel worthwhile. Because joy serves a purpose.

So let’s be intentional about how we work, how we live, and what we make room for.

Let’s do it different, on purpose.

Jess Read my story

✱ For business owners

Already running a business and need someone behind the scenes?

Joyful With Purpose provides virtual assistant support for business owners, so you can get back to the work only you can do. [One or two lines on exactly what you offer and how it works.]

Hire a VA → Explore our services

✱ The Journal

Ideas for work, business and a life on purpose.

How I Stopped Letting Comparison Steal My Joy

Sep 28, 2026

Why Doing Hard Things Will Change Your Life

Sep 28, 2026

Joyful with Purpose

Sep 27, 2026

✱ Free guide

Not ready
to dive in?
Start here.

The Skills-to-Income Guide: discover which of the skills you already use every day could be turned into income, and what businesses will actually pay for.

Get the free guide

Enter your name and email, and I’ll send The Skills-to-Income Guide straight to your inbox.

✱ A free guide from Jess Winkler
TheSKILLS-TO-INCOMEGuide

Find the skills you already have and turn them into services businesses will pay for.

JessJESSWINKLER.COM

✱ The whole point

Create work that supports your life, not a life that revolves around your work.

See what’s possible → Or hire a VA

✱ Follow along @jessfwinkler

A good life isn’t just about what you do for work.It’s about making room for what matters most.

And for so many of us, making room starts with rethinking how we work.

✱ The program

Work With Joy

Everything you need to turn the skills you already have into flexible, meaningful work, all in one place.

The course

16modules

The mindset, the skills and the software know-how it takes to earn a remote income, all in one place.

  • Get comfortable with the tools clients use
  • Learn pricing, client care and how to find work
Work With Joy
Glad you’re here!START COURSE
Your Why + What to Expect
Your Why + What to Expect
Think Like a VA
Think Like a VA
Canva Basics
Canva Basics
Social Basics
Social Basics
TheReadyRoom

The Ready Room

1supportive community

A place to ask questions, share wins and keep going, with people walking the same road.

  • Coaching calls for building skills, encouragement and taking your next steps
  • Connection with other members

The skills to do the work, and the support to keep going.

Learn more about Work With Joy

✱ Joyful VA Team · For business owners

Running a business? Get the support behind the scenes.

If you already have a business and need more hands, our team takes the behind-the-scenes work off your plate, from social media and email to admin and websites, so you can get back to the parts only you can do.

✱ What clients are saying

Support that lightens the load.

“
Working with Jessica is a dream! She is detail-oriented, a self-starter, and makes every project easier. Any team would be lucky to have her helping with their marketing efforts!
Katie B.Joyful VA Team client
“
Jessica is the best business decision I’ve made in running my company. She is dependable, flexible, and always willing to do whatever it takes to get things done. She’s great with clients and super-great with me. I wouldn’t want to do this without her.
Cari N.Joyful VA Team client
“
Working with Jessica has been an absolute game changer for me. She’s extremely intelligent, endlessly resourceful, and brings fresh, flexible thinking that makes her an invaluable thought partner—not just an assistant. Her presence elevates my work, lightens my load, and adds a level of strategic support that every entrepreneur dreams of.
Caroline G.Joyful VA Team client