4 Lessons I Learned From Trying to Scale My Heart-led Business from Six to Multi-Six Figures (Annually)


You’d think that I wouldn’t mind going through a few challenges, but in all honestly, 2018 was f*cking hard on me. I was going through some deep cleansing + healing with my liver/gallbladder. I was in a friendship where I allowed another person’s intuition to consistently override my own knowing. I made a high-level investment from a place of fear that put an epic amount of pressure on me to create, perform, and earn.

During the same year, we found out our house (the lakehouse cabin) had toxic mold at around the SAME time we found out we were pregnant with baby #2. I was unable to function physically and mentally for quite a few months and my business wasn’t yet in a position where it could fully operate and generate income without me.

My partner Aaron’s neurological symptoms (that mimicked the symptoms of Lyme’s disease) all of a sudden made SO MUCH SENSE and so did my Liver / Gallbladder stuff. We were literally battling our home environment. Side note: if you’re not familiar with the effects that toxic mold can have on your health, do the research. So many people who have been exposed to mold have health challenges that feel hard to de-code and heal.


From my heart to yours, here are the top 4 lessons I learned during my first attempt to scale my business from the six to multi-six figure per year level:

1. Your expenses don’t need to increase at the same rate as your income. This is obvious, but it’s a trap that so many entrepreneurs fall into, without knowing or understanding what’s happening.

All of sudden, you look at your business, and it NEEDS X amount of sales to sustain it’s monthly expenses. In enters the stress of ‘keeping it up and keeping it rolling’. If your income doesn’t stay up to keep the expenses manageable? Helllllo, credit card debt.

Don’t be afraid to keep a close eye on your expenses, and ask yourself, ‘do I really need this right now? Is this going to provide a return on my investment?and be super clear on your decisions. There’s nothing wrong with saying, “that’s not in the budget right now.”

Seriously, I thought that saying, “that’s not in my budget right now” meant I was not having an ‘abundance-mindset’ while in reality, it meant I was being intentional about where I spent and what I was reinvesting in the business.

I highly recommend reading the book, Profit First (https://amzn.to/2G3bleS), to learn how to side-step this lesson. Not that lessons really need to be side-stepped because they’re what make you a smarter business person, a better leader, and well, a source of wisdom.

2. You don’t need to raise your program or 1:1 prices to scale.

You CAN do it this way, sure. You CAN raise your prices to scale. But for some of you, it might not feel like ‘the way’ or ‘the time’. I’m 100% down for charging high-end for your 1:1’s, but you don’t need to scale your business based on your 1:1 rates going up.

One of my biggest take-aways from 2018 is the knowing that I was trying to ‘go high’ when I really should have been focused on ‘going wide.’ What I mean by that is I could have been way more focused on reaching MORE of the RIGHT people, and helping them through free content, and low-priced offerings. In doing that, my high-end offerings would have filled themselves with mega ease. Instead, I was hyper focused on serving a select few with high-end offerings and I felt it in both the income AND impact departments.

This feels like the place to remind you that you don’t need to fix what’s already working. Have a group program that sells like hot cakes every time you launch it? Great! You don’t actually need to raise the price to scale. You can just create a plan to reach MORE of the RIGHT people. If you want. Just an idea.

3. Don’t become obsessed with your failures.

In 2018 I was obsessed with my failures. I quickly made them mean something about me, instead of looking at them as a vital part of the learning process. For instance, one of my launches was a total wash (as in: I broke even). A launch that was expected to exceed 20k, only did 7k. At the same time, I had hired for a new position based on my projected quarterly income (and not on cash saved) and found myself in a position where I had to pay my team, at the expense of paying myself. F*ck! It was not what I wanted, not what I foresaw, and I was angry at myself!

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Instead of getting right back up, I wallowed in self-pity and asked myself a hundred questions. Am I on the wrong path? Is this a sign? Am I supposed to be doing something ELSE? All of these questions were BS. Instead of just learning what I learned, I let my failures mean something about me, and because I did THAT, I slowed my whole operation down DRASTICALLY. I didn’t pick myself up and continue on for weeks, actually, maybe a few months.

My next launch? My goal was 60k. I honestly needed to hit 60k to feel ‘on top’. I made less than 10k, and again, made it mean something about me. I again proceeded to get up slowly. In looking back, I wish I had the mindset I have now. Keep. Going. Keep learning. Keep growing. I now have a 48 hour rule. My partner is the one who keeps me accountable. I said to him, “If I don’t hit my goal, give me 48 hours before you slap me out of it, PLEASE.”

Ultimately, the more you FAIL, the more you SUCCEED. Go now. Fail forward. Get. Off. the. Ground.

4. Selling all the time is NORMAL.

I didn’t think it was. I thought it was only acceptable to sell one big thing per quarter. I thought selling stuff all the time would bother people. Ha! I realize that my mindset in 2018 needed a MAJOR adjustment.

Selling your work, your products, and your offerings is SERVICE. You have heard this before. I had heard this before. I had even been teaching this! But I needed to understand it on a new level. Program it deeply into your mind: it is SAFE to show up and sell frequently.

It’s safe to sell on Monday, Tuesday, Wednesday, Thursday, Friday, Saturday, AND Sunday. It’s safe to jump from selling one thing, to selling the next thing, with zero time in between. It’s SAFE. You’re in business, and sales are the life-blood of your business. If you’re going to keep creating and serving, you need to keep selling.

That’s it beautiful. That’s what I have for you today.

  • Go wide, and your business will naturally go high.

  • Focus on reaching more of the RIGHT people for your services and offerings.

  • Make sure you’re out there getting in front of new people, and bringing those new people into your world.

  • Consistently share with them who you are, what you offer, and how you can help them.


Big Love,


P.S. Just KNOW in your bones we’re meant to work together right now? Ready to align your mind AND energy-field with the results you want to create in your life and business? It’s TIME! I have a very special, and super low cost way to get my 1:1 focus right now (think: 3 1:1 coaching sessions + 2 weeks unlimited Voxer support). This is about YOU getting out of your own way and taking some massive action. Here’s the catch: I’m going on maternity leave on May 9th, so if this is for you email us right now at hello@jillian-anderson.com and say: “I want more details!” My team and I will send ‘em right over to You.

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If you want to:

+ Help your clients get better results

+ Free up time + energy to strategically create a group program

+ Stop hustling for your next single 1:1 session, or low-end sale

+ learn how to go high-end with your rates, effectively

Then, this is for you. Download it below for instant access. 


Rich People Have Bookkeepers. Is This the Year You Start Outsourcing Your Books?

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Last year, in early 2018, I decided to finally hire a bookkeeper. Even though I was afraid of another additional monthly expense on top of what it cost to sustain and run my business, I knew it was TIME.

I knew that in order for me to grow as a business owner and entrepreneur that I needed to stay in my zone of genius and be the Creatrix. I needed to be focused on creating products and services aka making the money, while someone did the tracking for me.

Because let’s just be honest here: I was NOT staying on top of the bookkeeping.


It looked like this: every two-three months or so I’d go into quickbooks and pretend I knew what the hell I was doing. I’d even bring a bar of chocolate and light a candle to try and make it feel good, like they all told me I should. Chocolate or not, it was still painful and unenjoyable and it was taking me away from what I really needed to be focused on.

In one of his audio books, author of Rich Dad, Poor Dad, Robert Kiyosaki tells his readers that even when he was 400k + in debt, his ‘Rich Dad’ (his best friend’s father and one of his  mentors) told him to go out and hire a bookkeeper.

Why? Why, in the midst of his then painful financial reality would he be advised to do this? His rich dad simply said, “Rich people have bookkeepers.”

You know, I have zero idea how I found Bench Accounting, but I have to say: I LOVE their services. I LOVE just checking in with my monthly reports, and I love how easy they make everything. Their communication is excellent, and their system is SO easy to work with.

I no longer have to worry about getting it wrong, falling behind, or missing something important. I can focus on the business growth activities that feel natural, normal, and organic to me while knowing that it’s all being handled.

This year, they (Bench Accounting) handed me my year-end reports, with all the financial data I need, and all I have to do now is bring it over to my CPA. I actually need a new CPA right this moment so don’t think I’m 100% stress free, but I am in a FAR better position than I was last year.

Is this the year that you finally hire a bookkeeper for your side hustle, start-up, or heart-led business? Check out Bench here: http://refer.bench.co/Jillian For real.

Full disclosure: the links provided in this blog post are my personal referral links. For each person I refer to Bench, I make cash-gains AND get a sweet discount on my Bench payment. How fun?

Big Love,


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If you want to:

+ Help your clients get better results

+ Free up time + energy to strategically create a group program

+ Stop hustling for your next single 1:1 session, or low-end sale

+ learn how to go high-end with your rates, effectively

Then, this is for you. Download it below for instant access. 


The VITAl MOTHER Program is OPEN for Enrollment! Are You Ready to Launch + Lead Your Own Group Program?


Let's talk about your shift into receiving MORE — more income, more impact, more fulfillment — all of it. 

(If that triggers you, I understand, because statements about 'receiving MORE' still trigger me sometimes).

I know what it’s like to slowly and steadily build a community online, but not be making any money through my efforts. 

I know what it’s like to be focusing on all the things the experts say to focus on, but again, not be seeing any direct financial results.

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My first ‘launch’ was of a $9 digital product I created called ‘The VMAP’ and, you may or may not remember that. 

Actually if you do, respond to this and let me know who you are because that’s incredible and I want to say hi. 

What I was saying about not seeing the results yet: at some point, you need to give yourself ultimate permission to be the CREATRIX — the Creatrix of products and offerings you LOVE (products and offerings that solve immediate problems, mind you). 

Then, you need to get those products and offerings to people who’re READY FOR THEM NOW. 

What’s it take? Is it really that hard? What do you have to do? 

Here’s what you CAN’T do:

🔹You can’t continue to avoid the inspired nudges of your Soul. 

🔹You can’t continue to work around the big scary next step. 

🔹You can’t continue to dawdle. I don’t think I have used the word dawdle in one single post, ever. Here’s to firsts. 

🔹You can’t continue to let your perfectionism and procrastination WIN (it’s distracting you from your confidence and your self-worth, isn’t it)? 

At what point will you DECIDE that ENOUGH IS ENOUGH — that waiting is costing you years, money, opportunities, memories with your loved ones, and your growth?

At what point will you DECIDE that it matters less what your family / friends / colleagues think about you and MORE what you think about yourself when you wake up and feel the feelings of ‘holy sh*t I am doing it, I am going for this, I am in alignment with my heart and my life’. 

At what point will you decide that you’re DONE with your own excuses?


I mean, you know logically and conceptually, that you CAN do this — you CAN create a program that becomes a product that you can then sell repeatedly. A program that gets your students and clients results, without you needing to be physically present in real-time. 

And then, you can go on to create EVEN MORE. 

The sky is the limit. Oh wait, no, there is no limit. 

But there is only no limit when you’re not working against yourself anymore — and when all of you is on board. 

What’s it going to take? To get all of you ON BOARD?


The goal: to facilitate your first (or next) five-figure group program launch (work smart now, so you can have more time freedom and flexibility when you need it the most). 

The mission beneath the goal: to help you create a life that’s more supportive of your cyclical nature as a woman

 (you're not meant to *always* be working, you know?) 

You ready? 

You done with the fear and perfectionism and procrastination?

Get all the details and apply here: www.jillian-anderson.com/vital-mother-program

We're starting NEXT WEEK! 



7 Core Components_ipad_white_portrait.png

If you want to:

+ Help your clients get better results

+ Free up time + energy to strategically create a group program

+ Stop hustling for your next single 1:1 session, or low-end sale

+ learn how to go high-end with your rates, effectively

Then, this is for you. Download it below for instant access.