Carolyn in action with her trusty laptop, guiding a client through the tech maze with the ease of a seasoned pro, making website design and maintenance look like a piece of cake.

Design your website & tech to grow your business with ease

SmallBiz Sidekick crafts site messaging and systems to nix overwhelm, attract & engage new-found fans, and get you back to doing what you actually like.

Let’s Work Together

Calm waters reflecting the sky's mood, a metaphor for how we tailor your website's user experience, ensuring it's as smooth and serene as this picturesque view.

ready to get more done while doing less?

Let the tech work overtime – so you don’t have to.

image of the letter k in Vesterbro Poster font - one of my all time favorite fonts. Choosing fonts to match brands is one of life's little pleasures.

Many growing small businesses struggle with overwhelm & attracting right fit-clients.

For solopreneurs, service providers, and coaches, SmallBiz Sidekick paves a seamless path to building a thriving, fully-booked business that’s remarkably effortless to manage.

  • Say ‘SEE YA’ to reinventing the wheel every time you create an offer.

  • No more slamming the laptop shut because your 3 different software tools are impossible to navigate – and don’t even talk to each other.

  • Forget about lost hours, rabbit holes, and DIY design headaches.

  • Wave goodbye to the pull of the social media hamster wheel.

Carolyn Leasure, the heart and soul behind SmallBiz Sidekick, getting into the nitty gritty of branding and brand design while smiling and laughing with a fellow solopreneur.
A subtle yet elegant divider, because in web design, even the smallest details matter, just like in our tailored Squarespace website solutions

How I can help you & your biz THRIVE

First, we attract your right-fit clients into your world, and then: let them know they’ve arrived to exactly the right spot through messaging.

Once they’re in your orbit, we make friends by offering multiple pathways to convert. All while letting you take your foot off the gas.

It starts at your business’ hub. For an established small business like yours: your hub is your website.

  • Contact a Squarespace Website Designer & Integrations Pro

    Squarespace Website Design & Development

    Your website is the hub of your business, and it is more than a business card.

    It's where your message and systems unite.

    Whether via the Two Week Site Solution or completely custom, I craft websites that don't just look good but have functionality to relieve your workload and speak directly to your clients.

  • graphic of a target with green layered background design. Reads "SEO Copywriting"

    SEO Copywriting

    Great design needs great words to match, and finding a studio that nails both is like striking gold.

    But what's the use if no one finds you?

    My SEO copywriting not only captures the essence of your unique brand but also magnetizes your ideal clients.

    It's about being seen and resonating with the people who need you most.

  • graphic of a magnet with green layered background design. Reads Engagement Design"

    Engagement Design & Tools

    Starting from zero every time? Jonesing to create a crew of raving fans?

    Let's fix that.

    It's not about chatbots; it's about connection.

    Send the right message to the right person at the right time, by using personalized, beautiful conversation starters – from email marketing to lead gen quizzes to interactive sales pages.

  • graphic of a magnet with green layered background design. Reads Engagement Design"

    Streamlined Systems & Automation

    Sounds boring, I know. And maybe like an army of robots? But here's the twist: automations are your freedom ticket.

    You get to maintain a dynamic digital experience for you and your audience whether on or off the clock – AND use your brand voice 100% of the time, without sending off a dashed-off, rushed response.

    Smooth operations, happy clients, and yes – more 'you' time. Let’s make the gears turn so you don't have to.

explore solutions →
Two legs in sandals Just kicking back and relaxing, much like how we make managing your Squarespace site feel – effortless and laid-back
Another stylish divider, because who says you can't mix business with pleasure? Certainly not us at SmallBiz Sidekick, where we blend functionality with flair.

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Kind Words

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Kind Words ···

A video of a client testimonial from Sally Hayes of Women in Self Healing

“I have more freedom, and know that at any given time…money is rolling in without my hand on every single aspect of the business, which is a huge relief.”

A subtle yet elegant divider, because in web design, even the smallest details matter, just like in our tailored Squarespace website solutions

— Sally Hayes / Women in Self Healing

Projects I was thrilled to help BRING TO LIFE

Another stylish divider, because who says you can't mix business with pleasure? Certainly not us at SmallBiz Sidekick, where we blend functionality with flair.
The vibrant hummingbird from the SmallBiz Sidekick logo, a beacon of innovative and tailored website design solutions for the bustling entrepreneur

It’s time to get a PARTNER-IN-TECH

Hey hey! It’s Carolyn, your friendly tech-decoding website designer.

Using Squarespace websites combined with tech integrations, I work with solopreneurs who are burnt out from doing everything themselves – and are ready for their online presence to start working for them rather than the other way around.

When not constructing seamless automations or copy-driven web design, you can find me playing Himalayan Sound Bowls for a meditation shortcut, or splashing and whooping down the Rivanna River in an inner tube with my husband and two young sons.

  • Headshot of Marion & Susan Bayker of Althea Bread in Charlottesville VA

    “We are blown away by the site! You've done an incredible job. It's better than we imagined it could be. We really appreciate the time and care you took to get to know our business values. We are so grateful for the work you put into it.”

    Marion & Susan Bayker // Althea Bread

  • Headshot of Jill Abbey-Clark of CBI Forest School in Charlottesville Val

    "Our website, and to be honest, our traffic has increased beyond imagination."

    Jill Abbey-Clark // CBI Forest School

  • headshot of Daphne Spain, from 2nd Act Books in Charlottesville VA

    "Carolyn walked us through the entire process, using videos and zoom meetings, and offering support at every point. Carolyn's process for meeting our business’s needs (branding, aesthetics, functionality, etc.) was thorough. We would highly recommend SmallBiz Sidekick to any small business owner looking to create or rebuild a website.”

    Daphne Spain // 2nd Act Books

  • Headshot of Dr. Jessica Ahoubim, of Pure Health Integrative Medicine, in Beverly Hills CA

    "Before working with Carolyn, work was extremely stressful. I was constantly worried that the work would never get done. Every other person I tried to work with just let me down over and over again. Carolyn took the stress and worry off my shoulders & made my life much easier. Carolyn honestly gave me the best experience in building my website- it was actually fun! Carolyn's system just works."

    Dr. Jessica Ahoubim // Pure Health Integrative medicine

  • Headshot of Jeannine Woods, KonMari Certified Organizing Consultant in Charlottesville VA

    "Carolyn listened well to 'get' my vision. She did a great job and it did feel like we were a team!"

    Jeannine Woods // KonMari Certified Organizing Consultant

  • Headshot of Neil Runyon of Carnegie Hill Massage in Manhattan. NY

    "Since her website went up, I've hired people, I've expanded my business footprint, and I owe it largely to the exposure that her work gave my business that hadn't previously existed. "

    Neil Runyon // Carnegie Hill Massage

  • Headshot of Tomi Bryan of Tomi Llama and Tomi Bryan Consulting

    “If you're thinking of hiring Carolyn, stop thinking and just do it. She's awesome and you won't regret it.”

    Tomi Bryan // Tomi Bryan Consulting

The LATEST ON the Blog

Showcasing a sleek website design for small business, where every element is meticulously crafted for maximum impact and user engagement.

Design is how it works

Design is how it works

Section Styles quote

A canoe venturing into a wooded lake, A visual representation of our Holistic Digital Ecosystem Development for the Wellness Industry, where every digital touchpoint is an opportunity for growth.

“Design is not just what it looks and feels like. Design is how it works.”

Another stylish divider, because who says you can't mix business with pleasure? Certainly not us at SmallBiz Sidekick, where we blend functionality with flair.

— Steve Jobs

a graphic of a layered circle, green, grey and white