In-Person Mastermind

Designed for entrepreneurs who want deep, focused support and fast breakthroughs while building powerful, in-person connections.

In-person events for entrepreneurs who want deep, focused support and fast breakthroughs while building powerful, in-person connections.

There's nothing like the energy and magic that happens when entrepreneurs come together in person.

These exclusive events take place in Chicago, IL, where you’ll experience deep, transformational connections with others who are on the same path as you...in just a few hours!

This mastermind is not about real connections and hands-on support to help you see the things you've been missing or struggling with on your own.

You'll walk away with clarity, a clear action plan, and the confidence to take your next steps—faster than you ever thought possible.

Steph Blake is the host of the Simple Business Show™ podcast and has also been featured on many other podcasts and summits.

There's something about being in the right room that leads to massive growth and transformation.

🗣 Whether it's a conversation that sparks an incredible idea

🫶 The encouragement from someone who's been in your shoes

💡 Or the clarity that comes from hearing someone else's perspective

...being in the right room can change everything.

I’ve been agonizing with overwhelm for months - two websites, two newsletters, Google slapdowns - and preparing for a new puppy.

So when I came across Steph, I jumped on the chance to have someone help me achieve a bit of clarity.

It turned out to be so much more!

I did get the clarity, but Steph also came up with a great business idea that solved many of my problems while guaranteeing me an income and freeing me from Google’s shackles.

Thank you Steph - I’m energized, motivated and excited to get going on my new project!

Leyla

Blogger, Offbeat France

Why being “in the room” with us is so powerful:

Dive Deep

Together, we’ll uncover what’s been holding you back, and work quickly to remove those roadblocks.

Steph will help you pull out the ideas and strategies you’ve been trying to find or implement alone for far too long.

Peer Support

But you won't just get support from Steph Blake.

You’ll be surrounded by a tight-knit group of entrepreneurs who will help you see your blind spots, offer feedback, and push you to your next level!

Lasting Transformations

The energy of working closely with others is truly transformational.

You’ll leave with fresh perspectives, renewed clarity, and actionable steps to take your business to the next level.

Upcoming Events

Spaces are available for the following:

April 4 - 5, 2025

July 18 - 20, 2025

September 12 - 13, 2025

Reserve your spot soon so you don't miss out!

How It Works...

The event begins on Saturday at 9am CT and lasts throughout the day with breaks for lunch and dinner.

We’ll dive deep into your business, work through real-time challenges, and develop clear action plans to help you simplify your business and achieve your goals faster.

Spaces are intentionally limited to ensure you get the attention and support you need, making this a truly transformational experience.

On Friday, we will have an optional group dinner and meet up. This time will be focused on connection & networking with other attendees.

You Will Receive...

Meals: Snacks, lunch, and dinner will be provided throughout the day on Saturday.
We will have an optional group dinner on Friday (this meal is not included in your fee).

Professional Photos: A photographer will be onsite to take headshots and brand photos, perfect for updating your website or social media presence.

In-Person Coaching: You’ll receive personalized coaching from me, Steph Blake, as well as valuable insights and feedback from the group.

Networking Opportunities: Build meaningful connections with the other attendees, creating a support network that lasts beyond the mastermind.

Your investment...

$1,500

Payment plans available.

A $250 non-refundable deposit is due to secure your space.

This will be applied toward your total fee.

Extended payment options are available for US residents.

Simple Business Squad members receive $100 off
Click here to learn more about the Squad loyalty program

Simple Business Mastermind members receive $500 off

Click here to learn more about the mastermind

Your investment does not include: travel accommodations (including flights, transport to/from the event venue, etc.), lodging or breakfast. We will recommend local hotels, Airbnbs, and restaurants.

You will have the opportunity to connect with other women attending the event to coordinate lodging and transportation if desired.

- WHO'S FACILITATING THIS IN-PERSON MASTERMIND?-

Hey, I'm Steph Blake!

Mom of 2 boys (& dog), wife, business coach, productivity expert, systems nerd & Amazon Prime addict

I believe there's nothing quite like the power of deep connections.

The experience of working alongside driven entrepreneurs and creating real, meaningful transformations in a short amount of time is something I truly love.

In this mastermind, we’re not just skimming the surface—we’re diving deep and uncovering the things that have been holding you back.

I thrive on working closely with you to pull out those ideas and strategies you’ve been struggling to see on your own or trying to execute without success.

And it’s not just me—you’ll also be supported by a group of like-minded peers who are on the same journey. Their insights, experiences, and feedback will help push you to new levels.

Together, we'll fast-track your breakthroughs and simplify your business and I’m so excited to guide you through that journey.

Secure your space below

Spaces are limited to 5 people per event & filled on a first-come, first-serve basis.

Choose as many dates as you'd like to attend, but reserve your spot soon so you don't miss out!

The $250 deposit below is required to reserve your space for the event.

This will be applied toward the total amount.

Steph's Story

Business Consultant, Serial Entrepreneur, Podcast Host, Systems Nerd, Boy Mom (x2), Wife, Amazon Prime Addict

I'm a corporate drop-out, online entrepreneur, and business strategist/consultant.

I live outside of Chicago with my husband, our 2 boys and our dog.

I left a promising career in corporate marketing after 10 years (I was the first & youngest person in an executive role in the company) when my son was born in 2019 to go full-time in my business as a virtual assistant after running it for 3 years as a side hustle.

After growing my VA business to 6+ figures, I pivoted to coaching/consulting to help other online business owners reach their freedom goals.

For the past 5 years, I've helped thousands of business owners simplify their own businesses & get their lives back.

In 2022 I retired my husband from his job at 30 years old and became the sole provider for our family while working only 10-15 hours/week.

In 2024, I launched an all-in-one software, the Simple Business Suite™ to help business owners simplify the backend tech and so they can focus on doing what they love.

My focus is on impact first and I want to help as many people as possible create freedom in their lives.

In 2023, I burned my existing high-ticket-only business model to the ground and created a low-ticket model that aligns with my values of impacting more with the same high-ticket strategies & touch-points.

I also have a podcast called the Simple Business Show™ where I focus on sharing what's actually happening behind the scenes of running a business & I bring the same 'real life/no-sugarcoating approach to interviews I do.