An intimate hybrid-style mastermind combining private coaching, consulting, and a like-minded micro-community for multi-passionate, growing copywriters, marketers, and freelancers.
Dream up your next moves and build a solid foundation to scale your way—in alignment with your goals and your life.
The Inner circle
Apply now
Personally, I felt like I didn’t fit in any community: Not big enough for the Big Wigs, but too advanced for the generalized memberships and accidentally giving free coaching on every coffee chat because of that knowledge. Sure, the goal of joining any community should be to give even more than you gain… But you deserve to gain too.
There’s a weird in-between in the online business world…
A stuck spot where you aren’t a newbie, but your next level feels impossible to crack. It’s so close, but still so far.
Harness the power of proximity within a hand selected group. Meaning, you will finally get to work alongside others who get it and are at a similar spot as you (foregoing the above accidental free coaching sessions).
Reinvent your business to fuel your dreams. Remaster your day to day so it aligns with what you really want from life.
reimagine your trajectory.
First, identify what the heck you really want your business to look like these days because dreams change. If you build a strong foundation, you don’t need to blow up your biz every time that happens. Align passion and purpose and a legitimate strategy then take the steps to make your vision board reality.
As a partner in your growth, we share big goals for our 9 months together.
Set up to scale
What got you here won’t get you there, so next we’ll search for gaps in the groundwork that are holding you back. Reset your biz to build long lasting foundations that are aligned with your current vision and purpose, and designed to grow with you to the next level. Then accelerate growth with proven branding, marketing, and sales strategies for high-ticket value and exponential growth.
Set yourself up to scale strategically in alignment with your dream life and without trading more of your time in the process… Because your time is your most valuable resource and there’s no point in going big if you can’t live away from your desk too.
Reimagine
reinvent
remaster
This is the place where you finally figure out how you want to scale, what it takes... Then make it happen faster than you imagined.
Set your expectations higher than ever, and actually achieve those wild goals alongside a community of women who do what they say they're going to do.
Learn quickly through actionable, snackable exercises, tools, and templates stolen straight from a 6-figure business.
Get 1:1 mentorship in a high-touch container where you're encouraged to DM your coach between Strategy Sessions.
grow out of "chaos monster" mode and into CEO level legit.
Adopt a new perspective to look at business problems holding you back from truly scaling as CEO.
Increase revenue while decreasing expenses for maximum profit margins... whatever your business model.
Build a business that gives back time in your calendar so you can live your damn life.
The work we do inside The Inner Circle isn't just about revenue, but that is a big part of it.
Honestly, you’re a boss b*tch who can’t always see that in yourself. You’re growing and semi-succesful. Meaning, you actually have seen success, but maybe it doesn’t feel that way to you because 1) something still feels like it’s missing or 2) you can’t get those big months to really work consistently... or profitably.
The women inside all fall within the following categories:
You’re working towards a 6-figure year (averaging $5-7k each month). Bigger numbers will improve your quality of life.
You're hitting big $10-20k revenue months consistently, but blowing it all on expenses and leaving pennies for yourself.
Or maybe you're somewhere in the middle, but burnt out from trading your life (and soul), and your biz looks like a total sh*t show on the backend.
You want consistency, sustainability, and a clear direction that aligns with your vision for your life.
Who are you?
In all scenarios, there’s major problems that need fixing ASAP to have the work-life integration and CEO vibes you’re trying to channel.
You've been there done that with the 4th cup of coffee still at your desk past bedtime again to meet self-imposed deadlines because you took on misaligned work for too little pay without proper capacity planning.
Speaking from experience, probably because you’re scared to say no (you know there’s hidden money mindset issues wrapped up in there too). Regardless of why, burnout’s a real thing in your world that you don’t want to repeat.
In the business world, everyone sells "scaling" as the solution to your problems. But no one tells you how. They also don't tell you that scaling doesn't have to look a certain way.
Scale your way instead of staying stuck overworked and underpaid.
This is where you get to decide what scaling means to you.
Who am I to guide you? “Guide” being the key word here because while I can give 150% to being a partner in your growth, it’s on you to do the work. Sorry, not sorry.
I’ve been at this for 10,000+ hours and my business has generated $500k+ in revenue since going full-time. That's not counting the years freelancing before then. I don’t rhyme off frameworks just because it’s what they’re teaching in some program on the internet this month (you know the one that everyone and their mother seems to be an affiliate for). I’m here to help you find what works for your business, not stick on some tired formula that will never be a good fit.
Brand + Marketing Strategist // Conversion Copywriter // Business Coach
hey! i’m Jill.
You’ll never get regurgitated bad business advice like that last coach you hired who said the reason why you aren’t hitting your goals is because you aren’t HiGh ViBe EnOuGh (don’t worry—I’ve been there). Yes, mindset has a place. Love me some mindset work. All in for the good vibes… But there’s something else that’s missing, and I’ll help you find it. What we create together is real and actionable and entirely custom to you.
Over the years, I’ve written for, coached, and taught literally hundreds of entrepreneurs in all kinds of businesses. Because no, I don’t choose a niche by the old school, black and white definition that “experts” preach. What brings my people together is their willingness to own their special shade of defiant, and a driven AF attitude to go after what they want... With a little pushing from me of course. My clients aren’t afraid to do things differently to hit those major milestones everyone wants.
And that doesn't even include all the clients who have passed through my DFY studio, who have clocked massive wins... like a 70% increase in sales in the first 90 days of picking up email marketing with me. or 600% increase in website conversions post implementing new personality-rich copy we whipped up together.
*Imagine your big goal here. Go on—see how it feels.*
Bring home 5-figure launches with tiny email lists (like 200 people kinda tiny).
Develop new offers and sell them before the sales page goes live.
Hire teams and step into the CEO role they’ve always wanted.
Double rates... And book new clients weeks in advance.
Booked out 1:1 retainer services within weeks of joining the mastermind.
3x monthly revenue within 2 months of working together.
266% increase in website conversions… Aka, straight up product sales.
33% increase in sales quarter over quarter (and then some).
Hit 6-figures as a solopreneur… Then blow way past that number.
Here’s some cool sh*t they've done with my help:
You just gotta sort through the mucky sh*t that’s stopping you from growing… And I’d love to help with that.
It’s hard f*cking work to wake up every day and go after your crazy dreams. I feel crazy too. But it’s scarier to stay the same and be okay with mediocrity. Working for a paycheck is noble and puts food on the table, but it’s not for people like you and me. We want more, and you can build a business that can shift with you and your life.
Disclaimer: This sh*t isn’t easy.
Apply now
I thought I had this being my own boss thing down. Turns out, I totally didn’t. The Inner Circle is hands down the best money I have EVER spent on my business. In the 3 months I’ve been in it, I’ve tripled my income and shifted my offers to accommodate 15 hour work weeks. Before, I was a boss with a little ‘b.’ Now, I’ve become the Boss B*tch I’ve always wanted to be but thought that didn’t really fit who I am. Turns out, I totally am: I get to be Boss B*tch with all the success associated but with my vibe instead. This program has everything you could possibly need—1:1 Coaching, mentorship, and DM support to get you through the sticky moments. A small group of women you’ll suddenly become awkwardly close to. Business assets. Business structures. Ideas you never would have thought of on your own, even though you’ve been in business a while. Solutions to every possible problem that can arise in a business. Group coaching and support from other members. And just enough woo to make it fun. I can’t think of a single thing that could be added to this program. It’s BEYOND worth the investment. Honestly? I’d pay double.
I thought I had this being my own boss thing down. Turns out, I totally didn’t. The Inner Circle is hands down the best money I have EVER spent on my business. In the 3 months I’ve been in it, I’ve tripled my income and shifted my offers to accommodate 15 hour work weeks. Before, I was a boss with a little ‘b.’ Now, I’ve become the Boss B*tch I’ve always wanted to be but thought that didn’t really fit who I am. Turns out, I totally am: I get to be Boss B*tch with all the success associated but with my vibe instead. This program has everything you could possibly need—1:1 Coaching, mentorship, and DM support to get you through the sticky moments. A small group of women you’ll suddenly become awkwardly close to. Business assets. Business structures. Ideas you never would have thought of on your own, even though you’ve been in business a while. Solutions to every possible problem that can arise in a business. Group coaching and support from other members. And just enough woo to make it fun. I can’t think of a single thing that could be added to this program. It’s BEYOND worth the investment. Honestly? I’d pay double.
"In 3 months, I 3x my income and shifted my offers to fit 15 hour work weeks."
— Dianna Candido, Copywriter
I thought I had this being my own boss thing down. Turns out, I totally didn’t. The Inner Circle is hands down the best money I have EVER spent on my business. In the 3 months I’ve been in it, I’ve tripled my income and shifted my offers to accommodate 15 hour work weeks. Before, I was a boss with a little ‘b.’ Now, I’ve become the Boss B*tch I’ve always wanted to be but thought that didn’t really fit who I am. Turns out, I totally am: I get to be Boss B*tch with all the success associated but with my vibe instead.
This program has everything you could possibly need—1:1 Coaching, mentorship, and DM support to get you through the sticky moments. A small group of women you’ll suddenly become awkwardly close to. Business assets. Business structures. Ideas you never would have thought of on your own, even though you’ve been in business a while. Solutions to every possible problem that can arise in a business. Group coaching and support from other members. And just enough woo to make it fun. I can’t think of a single thing that could be added to this program. It’s BEYOND worth the investment. Honestly? I’d pay double.
The following pillars are the guiding principles for the entire group, but will be targeted through 1:1 coaching and consulting. Everyone’s business is different and while we’re working in parallel, we aren’t identical—you’ll have specifics to implement within your business based on your individualized action plan that we set at the start and check-in with each quarter on your private coaching call.
This hybrid approach allows for both individual hand-holding and peer masterminding. You not only get 1:1 time with me, but I literally pull pieces out of my business to give to you wherever it makes sense. Plus you get to learn from the curated group.
grow and evolve alongside others who get it.
Apply now
Create an exceptional, efficient, and on brand client experience that people rave about… Without you needing to personally fulfill every single step.
Set up processes and systems for all the things, so you can improve project management and workflows—the details don’t need to live in your brain anymore.
Implement stronger boundaries and clearer structure within your business.
Learn how to optimize the above ongoing—because it’s a continuous process and there’s always room for improvement.
Processes + Reclaiming Space
Elevate your messaging strategy beyond the basics, so you can position your brand to bring in high-ticket clients and retain them. Selling $1-2k projects is different from selling $8-15k projects.
Finally own your brand voice, get over the fear of showing up, and feel comfortable setting trends instead of following them.
Develop and refine a sales pipeline that works seamlessly—so all you have to do is keep filling the top for sales on autopilot.
Brand Positioning + Messaging
Develop purposeful offers that high-end clients want and need. Figure out what to cut and where to lean in to hit bigger than ever numbers.
Create a fair, results-based pricing structure that reflects the value you provide, aligns with the market, and can support your revenue goals.
Complete capacity planning that aligns with the above and your current team structure and what needs to change to hit your goals.
Service Suite / Offers + Pricing
focus pillars
In each phase of our time together, we’ll revisit, realign, and revamp the following in your business. Your implementation plan will be customized accordingly.
Between private and group meetings, you’re invited to communicate both with the group and with me personally via Slack. Personal monthly check-ins keep you moving forward towards your goals. Prompted group chit chat throughout the week helps all of us not feel so alone.
Private + Group Support
realign your biz
create freedom
There’s no set curriculum. Instead, I curate weekly exercises, tools, and reflections pulled from my business backend. These are designed to help me help you—and you help yourself. Share your work for feedback.
Snackable Homework
Quarterly 1:1 Strategy Sessions
Monthly Group Prioritization Call
Monthly Group Hot Seat Coaching
DM access to Jill between sessions
Support looks like...
In your initial Kick-Off Strategy Session, we’ll create a customized action plan for the next 9 months together. As a group, we’ll review goals and action steps every single month. You're encouraged to actively mastermind with others, but you also get 1:1 mentorship (via live sessions and DMs) targeted to your specific needs.
everything flows on a quarterly schedule
Apply Now
This investment is $1250 USD per month for our 9 months together.
Alternatively, there's a pay in full bonus of $1250 OFF (1 month free).
refine to elevate
Submit your copy collateral as prompted each month for consultation and edits from myself and Team Wise. Experience the same level of detail my studio clients receive to increase conversions across all your marketing materials.
Copy Reviews
In the business world, everybody talks about how you need to scale… and then they peddle a course that costs $2000 and doesn’t teach you anything new. Jill though? Totally different story.
Through Jill, I’ve learned what actually needs to be in place for me to scale my business up—and she literally gives you pieces of her business so you don’t have to reinvent the god damn wheel every time. She’s SO knowledgeable and has helped me navigate everything from tough client situations, self-doubt, and general fatigue. She’s the perfect balance of motivating and pushy, so I’m getting things done, but it doesn’t feel overwhelming. Another perk? The community. It’s small, intimate, and I really feel like I can be myself. I love getting on calls and seeing people’s babies, and it’s cool to see how we’re all growing together as we go through this journey (a big plus of doing a cohort-based mastermind). We all bring something different to the table, but we also complement each other well. The results speak for themselves: I feel like I have an actual business now, and I don’t see myself as a freelancer anymore (I’m now calling myself Head Bitch in Charge). I thought I had that perspective already…but TIC has shown me that there’s so much more to scaling than just delivering great work. I feel like I’ve given myself a mega promotion with tons of new responsibilities (and I love it because I feel like a boss). I had high expectations (because Jill obviously has huge goals for herself), but I've been blown away by how supportive and motivating it is to be here. After three months I feel like a different person—and I can’t wait to see where I’m going to be at the end of the program. This has been some of the best money I’ve ever spent on my business (and that’s coming from someone who has spent a lot on coaching).
If something in your heart is telling you to take the plunge—do it. Jill is an amazing coach who genuinely cares about you and wants you to thrive. And, she’s going to pull out all the stops to make sure you get where you want to be.
In the business world, everybody talks about how you need to scale… and then they peddle a course that costs $2000 and doesn’t teach you anything new. Jill though? Totally different story. Through Jill, I’ve learned what actually needs to be in place for me to scale my business up—and she literally gives you pieces of her business so you don’t have to reinvent the god damn wheel every time. She’s SO knowledgeable and has helped me navigate everything from tough client situations, self-doubt, and general fatigue. She’s the perfect balance of motivating and pushy, so I’m getting things done, but it doesn’t feel overwhelming.
Another perk? The community. It’s small, intimate, and I really feel like I can be myself. I love getting on calls and seeing people’s babies, and it’s cool to see how we’re all growing together as we go through this journey (a big plus of doing a cohort-based mastermind). We all bring something different to the table, but we also complement each other well. The results speak for themselves: I feel like I have an actual business now, and I don’t see myself as a freelancer anymore (I’m now calling myself Head Bitch in Charge). I thought I had that perspective already…but TIC has shown me that there’s so much more to scaling than just delivering great work. I feel like I’ve given myself a mega promotion with tons of new responsibilities (and I love it because I feel like a boss).
I had high expectations (because Jill obviously has huge goals for herself), but I've been blown away by how supportive and motivating it is to be here. After three months I feel like a different person—and I can’t wait to see where I’m going to be at the end of the program. This has been some of the best money I’ve ever spent on my business (and that’s coming from someone who has spent a lot on coaching).
If something in your heart is telling you to take the plunge—do it. Jill is an amazing coach who genuinely cares about you and wants you to thrive. And, she’s going to pull out all the stops to make sure you get where you want to be.
“I had high expectations, but this has knocked my socks off.”
— Grace Baldwin, Brand Strategist & SaaS Copywriter
In the business world, everybody talks about how you need to scale… and then they peddle a course that costs $2000 and doesn’t teach you anything new.
Jill though? Totally different story.
Through Jill, I’ve learned what actually needs to be in place for me to scale my business up—and she literally gives you pieces of her business so you don’t have to reinvent the god damn wheel every time. She’s SO knowledgeable and has helped me navigate everything from tough client situations, self-doubt, and general fatigue. She’s the perfect balance of motivating and pushy, so I’m getting things done, but it doesn’t feel overwhelming.
Another perk? The community. It’s small, intimate, and I really feel like I can be myself. I love getting on calls and seeing people’s babies, and it’s cool to see how we’re all growing together as we go through this journey (a big plus of doing a cohort-based mastermind). We all bring something different to the table, but we also complement each other well.
The results speak for themselves: I feel like I have an actual business now, and I don’t see myself as a freelancer anymore (I’m now calling myself Head Bitch in Charge). I thought I had that perspective already…but TIC has shown me that there’s so much more to scaling than just delivering great work. I feel like I’ve given myself a mega promotion with tons of new responsibilities (and I love it because I feel like a boss).
I had high expectations (because Jill obviously has huge goals for herself), but I've been blown away by how supportive and motivating it is to be here. After three months I feel like a different person—and I can’t wait to see where I’m going to be at the end of the program. This has been some of the best money I’ve ever spent on my business (and that’s coming from someone who has spent a lot on coaching).
If something in your heart is telling you to take the plunge—do it. Jill is an amazing coach who genuinely cares about you and wants you to thrive. And, she’s going to pull out all the stops to make sure you get where you want to be.
There's no fluff here. Every inclusion and bonus is specifically added to amplify and target your experience inside The Inner Circle to align with your wants and needs... For your business and life.
2 x additional 1:1 Strategy Sessions to be used at your discretion
VIP access to The Biz Bar
Pop-Up Group Trainings with guest experts, Inner Circle Alumni, and more
Seasonal Virtual Retreats
bonuses to accelerate your growth
Everyone needs the mindset reframe reminder to get out of their own way sometimes. As a group, we'll release the things that are holding us back through practices like guided meditation, prompted journaling, visualization exercises, and more.
Bonus: quarterly reset sessions
With our resident confidence coach
People who are in the mess alongside you. And because of the hybrid structure, you’ll also get 1:1 guidance from someone who’s done the thing you want to do.
you’ll leverage the power of peers.
In a small group community,
In the business world, everybody talks about how you need to scale… and then they peddle a course that costs $2000 and doesn’t teach you anything new. Jill though? Totally different story.
Through Jill, I’ve learned what actually needs to be in place for me to scale my business up—and she literally gives you pieces of her business so you don’t have to reinvent the god damn wheel every time. She’s SO knowledgeable and has helped me navigate everything from tough client situations, self-doubt, and general fatigue. She’s the perfect balance of motivating and pushy, so I’m getting things done, but it doesn’t feel overwhelming. Another perk? The community. It’s small, intimate, and I really feel like I can be myself. I love getting on calls and seeing people’s babies, and it’s cool to see how we’re all growing together as we go through this journey (a big plus of doing a cohort-based mastermind). We all bring something different to the table, but we also complement each other well. The results speak for themselves: I feel like I have an actual business now, and I don’t see myself as a freelancer anymore (I’m now calling myself Head Bitch in Charge). I thought I had that perspective already…but TIC has shown me that there’s so much more to scaling than just delivering great work. I feel like I’ve given myself a mega promotion with tons of new responsibilities (and I love it because I feel like a boss). I had high expectations (because Jill obviously has huge goals for herself), but I've been blown away by how supportive and motivating it is to be here. After three months I feel like a different person—and I can’t wait to see where I’m going to be at the end of the program. This has been some of the best money I’ve ever spent on my business (and that’s coming from someone who has spent a lot on coaching).
If something in your heart is telling you to take the plunge—do it. Jill is an amazing coach who genuinely cares about you and wants you to thrive. And, she’s going to pull out all the stops to make sure you get where you want to be.
In the business world, everybody talks about how you need to scale… and then they peddle a course that costs $2000 and doesn’t teach you anything new. Jill though? Totally different story. Through Jill, I’ve learned what actually needs to be in place for me to scale my business up—and she literally gives you pieces of her business so you don’t have to reinvent the god damn wheel every time. She’s SO knowledgeable and has helped me navigate everything from tough client situations, self-doubt, and general fatigue. She’s the perfect balance of motivating and pushy, so I’m getting things done, but it doesn’t feel overwhelming.
Another perk? The community. It’s small, intimate, and I really feel like I can be myself. I love getting on calls and seeing people’s babies, and it’s cool to see how we’re all growing together as we go through this journey (a big plus of doing a cohort-based mastermind). We all bring something different to the table, but we also complement each other well. The results speak for themselves: I feel like I have an actual business now, and I don’t see myself as a freelancer anymore (I’m now calling myself Head Bitch in Charge). I thought I had that perspective already…but TIC has shown me that there’s so much more to scaling than just delivering great work. I feel like I’ve given myself a mega promotion with tons of new responsibilities (and I love it because I feel like a boss).
I had high expectations (because Jill obviously has huge goals for herself), but I've been blown away by how supportive and motivating it is to be here. After three months I feel like a different person—and I can’t wait to see where I’m going to be at the end of the program. This has been some of the best money I’ve ever spent on my business (and that’s coming from someone who has spent a lot on coaching).
If something in your heart is telling you to take the plunge—do it. Jill is an amazing coach who genuinely cares about you and wants you to thrive. And, she’s going to pull out all the stops to make sure you get where you want to be.
“Thanks to our group, I’ve achieved my version of success in so many ways.”
— Tori Pintar, Photographer & Marketing Agency Owner
“When I told my partner about the Inner Circle, I could tell he was a little hesitant—worried it wouldn't be worth the investment or what I needed. I was so desperate at the time I joined for change that I was worried that was overshadowing my decision-making. But within one month I told him, "This is the best investment I could have made right now.” I already feel like I got my money's worth in the way Jill and our group have helped me.
With their help, I cleared out all the noise in my head, opened my eyes to the ways I could run my business differently, and committed to finally trying different ways of operating. I’m going after the things I normally put off or wait for the right time to start.
I also didn't know just how much I missed having other business owners to lean on, bounce ideas off of, and talk to about success and failures. Jill has created a safe cocoon for opening up about what isn't going well AND for the equally if not more important as women, celebrating the wins.
Just today I was doing an exercise she recommended to us and it made me see just how much I’ve already accomplished. I've achieved my version of success in so many ways already. I wouldn't have that perspective without this community."
Get unstuck from the in-between. Discover what's really... finally... possible for you.
This is quite literally the best of both worlds.
Apply Now
How many people are in each cohort?
What will I learn?
Why join The Inner Circle vs do 1:1 coaching with you?
The Inner Circle is currently the best way to get coaching and consulting from me both via live private sessions and DM access. Private coaching agreements start at $1800 / month. The Inner Circle is only $1250 / month with a commitment of 9 months.
The people inside The Inner Circle are busy making big biz moves, and all of our businesses are unique. This is why the decision to guide the experience via flexible pillars versus a set curriculum. Instead of distracting you from your goals to watch X video trainings and implementing exactly as directed, you get to pick and choose from the "Snackable Homework" I curate for your cohort. What makes the most sense for you to do each week based on your Individual Action Plan (that I help you create when we kick off)? You get to decide.
So you will learn a LOT about all things business structure, offer optimization, messaging, systems, team building, and more. But the specific experience is tailored to you.
Each group is capped at 8 people. The intimate community is one of the things that members love so much about this experience, so you start and end the journey together in your small group.
Occasionally, there are optional bonus guest sessions, trainings, and more where you will get to participate with members of other cohorts.
I'm struggling with time... Will I be able to do this?
A lack of time often means there's another issue at the root of this challenge. Together, we can identify what that is, whether it's your rates, systems, team structure, or something else. When we know what's causing the time struggle, we can take steps to reclaim that space.
There is no busywork to distract you. Everything you do will directly tie to improving how your business functions... The necessary stuff that you should prioritize even if you don't join us.
If you can show up to the calls (2-3 hours per month) and dedicate yourself to making changes in your business, you can do this.
When is the next cohort start date?
The next cohort kicks off in June 2024. Spots have already been claimed, so apply early.
What if I'm not sure that I'm a good fit?
Fill out an application so I can get to know you and your business. I personally connect with everyone who joins prior to acceptance, so I can offer clarity on whether or not you're a good fit after reading your application.
Why do you ask about my family on the application?
Because you're a real person who I genuinely want to get to know like I do my 1:1 clients... not a number on my sales tracking sheet. Asking about your family accelerates the "getting to know you" process. It's pretty personal, eh?
Feel free to share anything that comes to mind. We count friends and chosen family around here too. I want to know your situation, your values, and who is in your support system.
Apply Now
What if I realize it's not a good fit after I join?
It's not good for anyone if there's 1 person inside who doesn't want to be there. That's why there's a 30-day, no questions asked guarantee. If you join and realize that it's not a good fit within 30 days of signing, let me and the team know. We'll refund your enrollment fee.