"Jen doesn’t feel like an assistant—she’s a true partner who deeply understands my business and helps me serve my clients better."
- kristin
jen madigan
ceo, online business manager
Jen is a photographer, mentor, and creative entrepreneur with over 15 years of experience navigating the ins and outs of running a thriving business. With expertise in a wide range of systems, tools, and workflows, she’s passionate about helping photographers transform their businesses into well-oiled machines that feel effortless to run. Known for her knack for spotting the most efficient path to any goal, Jen is your go-to guide for streamlining processes, embracing automation, and building systems that not only save you time but also create more freedom—so you can focus on what truly lights you up. Whether you’re drowning in to-dos or just ready to reclaim your time, Jen’s expertise will help you simplify and thrive.
Skylar Albritton-Hupy
lite assisting
Skylar's extensive background in the wedding industry has honed her skills in clear communication, exceptional customer service, and the ability to keep everything running smoothly—making her an invaluable asset to any team. With a sharp eye for detail, stellar organizational skills, and a talent for creating seamless workflows, Skylar is dedicated to supporting clients with efficiency and care. She’s the kind of person who brings calm to the chaos, ensuring every project is handled with precision and a touch of magic.
christina irvin
lite assisting / ala carte podcast editing
Christina brings her experience as a creative entrepreneur and business owner to the table, giving her a unique perspective on the needs of busy professionals. Her genuine passion for helping others thrive means she’s all about making your life easier so you can focus on doing the work you truly love. From content creation and social media scheduling to enthusiastically editing podcasts, Christina’s got the skills and drive to keep things running smoothly and efficiently.
Emmaline Hall
lite assisting
Emmaline combines her sharp eye for detail, stellar organizational skills, and creative flair with a background in teaching and content coordination. Her natural drive to help others has always been at the heart of everything she does. Whether it’s blogging, content creation, podcast editing, or tackling other tasks, Emmaline supports clients with precision, creativity, and care—making sure every project is completed seamlessly and with heart.
kallen prosterman
social media
Kallen is a social media pro who helps photographers tell their stories, grow their online presence, and attract dream clients with strategic content and engagement. She’s a wizard with Pinterest SEO, social algorithms, and staying ahead of trends to make sure her clients shine in a crowded digital world. With experience managing social media for Esther Perel Global Media (where she helped double the following!) and leading campaigns for youth voter registration and boutique brands, she knows how to craft content that resonates and drives results. As a filmmaker with an eye for aesthetics, Kallen blends strategy with artistry to create a cohesive, standout digital presence—so you can focus on what you do best while she handles the rest.
meet the team
HIRE THEM. You won’t regret it."
Skylar is incredible. She keeps me on track and ensures everything is done at the highest level. I’m in the middle of a launch and realized… there’s literally nothing for me to do but talk about my offer. My emails, social posts, and sales page are DONE—way ahead of schedule. This has never happened before, and it’s all thanks to Skylar. HIRE THEM. You won’t regret it.
Jen outshines every VA and contractor I’ve worked with.
I’ve hired different VAs, assistants, and contractors before, and Jen has outshined them all. Her systems, insight, and speed go beyond my expectations! I don’t need to handhold her. I can share a vision, and she runs with it. Couldn’t recommend Jen and her team enough for small businesses.
real talk
We know outsourcing can be scary, but hear me out!
If you've got big goals for your business but find yourself
...spending large chunks of time doing "busy work"
...procrastinating large projects because you don't have "time"
...staying small even though you have big dreams
We can help!
Whether you're a photographer who runs multiple facets of business (coaching, associate programs, etc) or just starting to outsource, we offer several different ways to work with our team!
ready for some freedom with your time?
If you're nodding along with everything I'm saying, I'd love for you to reach out so we can chat more about your specific needs. We offer a complimentary 15 minute discovery call to figure out if virtual assistant services would benefit you and your business! Plus, business is way more fun with a team - just sayin'.
Ready to offload some tasks?
we'd love to hear all about your business and how we can help!
ready to chat?
Depending on your needs, we offer a variety of options to assist photographers with tasks like social media, content creation, workflows, and more.
Our full assisting packages are designed for business owners ready to take big strides forward—whether you’ve outsourced before or are diving in headfirst to scale your business faster. These packages offer comprehensive support to keep your business running smoothly.
Need a little less day-to-day help or just starting to outsource? Our lite packages are perfect for photographers easing into delegation, providing weekly support without feeling overwhelming. We also offer podcast editing packages for those looking to focus in on that area.
For the DIYers out there, our Outsourcing Intensives might be just what you need! In a single day, we’ll outline workflows, identify ways to streamline your business, and create an action plan to get you on track. Plus, we’ll implement up to a 10-step workflow for you and provide a Loom video tutorial to help you get started confidently.
Pricing starts at $775–$1,100 for our lite 8-hour/month package, depending on the team member. Full assisting starts at $1500 and our social media packages range from $1,800–$2,600, offering flexibility and tailored solutions to meet your unique needs.
Let’s chat about freeing up your time!
our mission
As a small female owned business, we strive to assist other female, female identifying, trans, or non-binary individuals find more freedom within their business. We seek to empower creatives of all races, religions, sexual orientations, physical abilities, or ethnicities, not just because it’s the right thing to do, but because we believe inclusion helps us all better connect, belong, and grow.
We believe black lives matter, trans lives matter, and inclusivity within our business and community are important. All are welcome here.
Working with Kallen has been one of the most expansive choices I’ve made in my business.
She took work off my plate, which let me focus on the things I love—and that brought in way more profit. She’s not just talented—she creates space for honest conversations about what’s working and what’s not, in a way that feels good and productive. Having that trust and safety with your social media person is extremely important.
-suzy
Working with Jen and her incredible team has been an absolute game-changer for my business.
Their professionalism, efficiency, and unwavering support gave me the boost I needed to truly thrive. Every interaction is seamless, their response time is lightning-fast, and their execution is always thoughtful, precise, and expert-level.
-kristen
Skylar is—hands down—the BEST investment I’ve ever made in my business.
She’s hard-working, smart, efficient, and tech-savvy—I’ve never given her anything she couldn’t handle. She catches on to new things fast and comes up with super effective marketing ideas on the fly.
-mary catherine
what our clients are saying
If you’re at a place where certain tasks are falling through the cracks—or you dread working on them—it’s absolutely time to hire a VA.
I thought giving direction might feel like more work, but with Christina, I don’t have to micromanage—she just runs with it and delivers wonderful work every time.
-jackie
contact us
We'd love to hear from you! You can reach us via the contact form or via email at info@jenmadigan.com
Our business hours are 9-3 CST Monday - Thursday.
We will be in touch shortly. Meanwhile, feel free to browse our Instagram feed. via the link below.
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