Jenna Rainey


Course Login ➞

hey friend!

I’m Jenna Rainey. 

I'm an artist, self-taught designer, and multi-faceted creative entrepreneur who is hell-bent on teaching everyone how to find their inner creative voice.



                                              Take the quiz to get your flow back! 
Feeling creatively stuck?  
Let's be friends!

I’m an artist, self-taught designer, and multi-faceted creative entrepreneur who is hell-bent on teaching everyone how to find their inner creative voice.

(with me)

about me



It’s like Netflix-binging Bob Ross videos, but with a dose of dry + quirky humor and fewer happy little tree references. 

Wanna Learn Watercolor?

i wrote some books

Hey I'm Jenna!

"I'm undeniable proof the 'Starving Artist' narrative is made to be broken."

Behind the Scenes of My Weekly Meeting with My Operations Manager

Business Resources


written by




Whether you have any employees or not, having a weekly meeting check in or list of agenda items is so crucial for staying on task and checking off those to do items. When I hired my Operations Manager Kelly back in 2019, I had no procedures in place that would help me really understand where my business is in terms of achievements, goal setting and also making sure that the business was actually making forward progress, not just crossing off to do items. Yes, there is a difference. In today’s post, I thought it would be helpful to give you guys an inside peek on my weekly meetings with Kelly, how we structure them, what is talked about and all the nitty gritty details!

Related: What It’s Really Like Working For Jenna Rainey With Kelly Martín

*This post contains affiliate links which means I may earn a small commission and it costs you nothin’. It just helps support all the free content I share. Thank you!


Weekly Meeting Agenda

The weekly meeting agenda is something that Kelly is updating throughout the week leading into our meetings every Monday with items we need to discuss during our meeting. This type of agenda was adapted from the book Rocket Fuel (one of my favorites) and is such an important piece to keeping us organized and accomplished. This agenda includes:

  • To Discuss Items

This is anything that’s come up from the previous week that needs to be talked about and sorted before we end our meeting. We usually start our meetings crossing off these most urgent items!

  • Action Items

This is the section for tasks that we need to begin working into our monthly tasks, not super urgent, but not super far off either.

  • For Future Meeting

These items are a list of to-dos that come up throughout the weeks that we don’t want to forget about, but aren’t extremely urgent. If we get to them during our weekly meeting, they’re crossed off, but these items usually still need more time getting conceptualized and fleshed out, but we don’t want them turning into vapor and escaping our minds, so they get put into the Weekly Meeting Agenda!

Meeting Flow

Kelly is my Integrator. She runs the operations and systems part of my business and makes sure I stay on task. I come to the table with the big ideas, I’m the purdy face of the biz and during these meetings, I let Kelly lead. She’s the one getting her hands dirty with automations, answering customer support emails throughout the week and such, so she usually has more to bring to the table in terms of keeping us on topic and crossing things off.

During the week, my focus is creating. Artwork, copy for the blogs, emails, content, writing course outlines, filming, etc. and her job is to give me progress reports and updates on where the behind the scenes stuff is at, what she needs from me and more.

How We Catch Up Between Meetings

One of my least favorite things in the world is phone calls/meetings. I do love my hangs with Kelly and we make it fun, but having more than one meeting in a day totally sucks my energy, so throughout the week when either Kelly or I need to send an update or ask a question, we’re hanging out in Slack. Or if the question/comment is a bit lengthy and needs more voice inflection, we’ll head over to Voxer which is like a voice note app that we love. These platforms are reserved for those quick questions or clarifying bits that we maybe forgot to discuss in our meetings. We also like to record and send Loom videos if showing our screen is necessary as well!


Related: How to Make the Right Hire 

Filed in:

share to:

Leave a Reply

Your email address will not be published. Required fields are marked *

super hot off the press

The Complete Beginner's Guide to Watercolor

Get a rundown of all my recommended supplies, learn fundamental techniques and tips including color theory and composition, and walk away feeling super confident with your new love of watercolor!

Free e-book

The Complete Beginner's Guide to Watercolor

Freebie Alert!

*Signing up will subscribe you to our email list, You may unsubscribe at any time, though doing so means we cannot contact you with more free, valuable education and tips on this topic. You also agree to our Terms and Conditions and Privacy Policy.