What We Do

Business expertise by the trades, for the trades.

The idea for Outgrow Your Garage began to blossom when Jessi, our founder, experienced the ebbs and flows of managing Pears to Perennials, her own landscaping business in Denver, until it became so busy that she had to start turning customers away. This was when she knew that she needed to expand, but didn’t know where to start. She knew she needed to hire more people to meet client demand, but first needed to determine what she could afford in conjunction with what kind of hire was going to be the most lucrative for her business. Would hiring a new employee bring in more revenue, or did she first need to find a way to generate more revenue in order to hire?

It was times like these during her five years with Pears to Perennials that made her wish she had a textbook with all of the answers. She discovered that many small business owners, especially those working in the trade industries, often try to be in two places at once – working the billable jobs while also running the administrative side of the business behind the scenes – which can make expansion difficult to manage.

Jessi decided to cater to her peers by creating courses built around her personal experiences in business. The idea was to help small business owners everywhere continue to grow and prosper with a virtual, easy-to-manage structure designed to take the guesswork out of business expansion.


Each course provides a starting point for growth, and a step-by-step approach for what comes next. The introduction to each course is always free (so you can determine if it’s the right fit for you). A full course is broken into several modules, each containing presentations and a series of videos, followed by examples and a practical application for your business. Everything is designed so that you can do the courses in pieces, typically taking anywhere from 5 to 20 minutes. 

Since courses are available in multiple formats, they’re ideal for mobile businesses – you can listen to the audio while you’re driving, or watch a video in-between appointments . You can print the activities to do on a job site or you can do them right from your phone through google forms.

At the end of each course, students will have a finished procedure or process, or will have created a set of next steps depending on the theme of the course. For example, if the course is on a growth topic (like hiring or price setting), students will identify their priorities and next steps, and organize their existing procedures. If the course is focused on operations, students will create a replicable process that they can also use for hiring or staff training.


We know how hard it can be to juggle on-site jobs as well as all of the responsibilities that come with owning a business. Twice weekly co-working sessions provide accountability and peer troubleshooting through virtual meeting sessions. These sessions are designed to provide a space for you to block out time for the important work that you aren’t getting done, and get it done with your peers so that you can keep yourself on track to expand. The first full week of every month is free, so this is always a great time to sign up if you want to try before you buy.

“It always seems impossible until it’s done.”

Nelson Mandela