E293 | It's Time to Scale Differently (The Evolution of Simplify to Scale)
Release Date: 08/11/2026
Scale Differently
Is your business still dependent on you in ways it may have already outgrown? What your business requires from you at seven figures can be very different from what it required from you at $100K. Every stage of business comes with a different set of needs, but it’s easy to keep making the decisions, solving the problems, and filling the gaps you’ve always handled, even when your team can take more ownership and figure things out without you. In this week’s episode of Scale Differently, I sit down with Heather Roberts, who has scaled multiple businesses past seven figures and learned...
info_outlineScale Differently
If you were reimagining your business today, knowing everything you know now, would you make the same choices? Would you sell the same things? Structure your team the same way? Spend your own time the same way? Market, sell, and deliver the same way? So much of what exists in an established business is the result of decisions made at another point in time, based on what made sense then. But what if you gave yourself a clean blank slate and reimagined what you would choose today, based on what you want now and what you can see becoming possible in the future? That's what I explore in this...
info_outlineScale Differently
Have you ever finally created some much-needed space in your business… only to immediately fill it right back up? Someone leaves your team, and you start looking for their replacement. An offer runs its course, and you start figuring out what you’ll sell next. You delegate something that gives you back 10 hours each week, and somehow those hours quickly get reallocated to something else... Sound familiar? As business owners, we’re naturally great at solving problems and moving things forward, so when something opens up, our instinct is usually to figure out what belongs there next. ...
info_outlineScale Differently
Is the part of your business you're giving the most attention to the part that will help your business grow? For Celi Arias, a scaling strategist and the founder of ScalePilot, the shifts she wanted to see in her business started happening when she realized that she'd spent more time giving attention to the parts of business she loved, but didn't give enough attention to the areas that determined whether the business could truly grow. Shifting her focus towards the things that really help a business grow has helped her change how she grows businesses today. In this week's episode of Scale...
info_outlineScale Differently
Is the way you're scaling your business still aligned with the vision you have for your business (and your life)? Over the past couple of years, I've watched so many business owners pause to reflect on whether their current business matches what they really want. Some are choosing to go deeper with a smaller group of clients, focusing on more connection and increased impact. While others are using tech and emerging opportunities to expand their vision in totally new directions. The one thing they all have in common is that everyone is looking for a way to expand their business in a way that...
info_outlineScale Differently
Have you ever been triggered by something and wondered why you couldn't quite let it go? We experience minor triggers all the time. Whether someone does or says something that annoys you or you have a frustrating experience, most of the time you are able to move on with your day without a second thought. But every once in a while, something sticks with you far longer than it should and replays in your mind on repeat. When that happens, that is usually a sign to look beneath the surface because there is often an important takeaway. In this week's episode of the Simplify to Scale Show,...
info_outlineScale Differently
Does creating thought leadership content leave you feeling drained or energized? If you find yourself dreading content creation or even avoiding it altogether, that's a sign that the framework you're using may not be aligned with your natural strengths and wiring. In this week's episode of the Simplify to Scale Show, I sit down with Macy Robison, a thought leadership strategist who helps people build a platform around how they're naturally wired. We dive into how to build a thought leadership approach that sounds and feels like you, including: Why copying a "proven" playbook doesn't always...
info_outlineScale Differently
Ever feel like you've outgrown who you used to be, but haven't fully settled into who you're becoming? That space between the two can feel destabilizing, where you've outgrown the old version, and the new one hasn't fully settled in yet. Most people don't recognize that discomfort for what it is. They assume something is off when really they're just in the middle of an identity evolution that hasn't completed yet. In this week's episode of the Simplify to Scale Show, I share an example of what full embodiment looks like and what to do when you're still in the middle of a change, including: ...
info_outlineScale Differently
Ever look back at a decision or compromise that felt small in the moment only to realize how far it took you away from the path you wanted to be on? Founders make so many decisions every day, and even ones that don't feel 100% aligned rarely look dramatic on the surface. They look practical, like the sensible choice given everything on your plate at the time, and it's usually only later when you look back that you can see the magnitude of the impact. In this week's episode of the Simplify to Scale Show, I share a few of my own stories about decisions that inadvertently pulled me off course,...
info_outlineScale Differently
How do you get people talking about you (in a good way) when you're not in the room? We all know that person whose name pops up everywhere, often before we've ever met them. Or when you ask for a referral and everyone recommends the same person to you. If you're curious what makes them so memorable and referable, and better yet how you become that person yourself, that's what we break down on this week's episode of the Simplify to Scale Show. I am joined by Michael Roderick, the CEO of Small Pond Enterprises and an expert in thought leadership, brand positioning, and relationship building,...
info_outlineIs the way you're scaling your business still aligned with the vision you have for your business (and your life)?
Over the past couple of years, I've watched so many business owners pause to reflect on whether their current business matches what they really want.
Some are choosing to go deeper with a smaller group of clients, focusing on more connection and increased impact. While others are using tech and emerging opportunities to expand their vision in totally new directions.
The one thing they all have in common is that everyone is looking for a way to expand their business in a way that feels more sustainable and more aligned with who they are and where they're going next.
In this week’s episode of the podcast, I share what it looks like to scale differently, as well as share a big announcement that you'll have to tune in to hear about, including:
- What’s underneath the strategies that stopped working
- How to realign your business with a different vision
- Redefining growth and success for your current season
If you've been feeling pulled toward a different way of scaling your business, you won't want to miss this episode (or the announcement).
Want to share your thoughts on this episode or ask me questions? Connect with me on Substack: https://scaledifferently.substack.com/
Interested in working with me? Book a call so we can explore working together: https://www.leanscaling.com/consult
Have questions? Want to explore partnering together to scale your business? Connect with me on my personal Instagram @cristagrasso or LinkedIn and let’s start a conversation.
If you loved this episode, please help us spread the word and reach more business owners like you by leaving a 5-star rating and review. Hit subscribe to be the first to listen to new episodes each Tuesday.