Jenna Bannister professional headshot

Jenna Bannister

#1 Leading Voice in AI Automation for Small Businesses

👩‍👦‍👦 Mom of Two 🏡 Land Investor 🤖 AI & Automations Builder 📐 Small Business Automation Strategist 🎯 AI Trainer

Short Bio

Jenna Bannister is an AI and automation strategist who helps small business owners stop working 80 hour weeks. A serial entrepreneur since 2005, she's built businesses in land investing, real estate, and hospitality. She combines her tech background (Arts and Technology degree from UT Dallas, programming since high school) with real world business experience to build AI systems that capture leads, automate operations, and give business owners their time back. She's spent tens of thousands of dollars and thousands of hours mastering AI for small business. She runs Automations for Owners, where she keeps it real about the messy, rewarding journey of building businesses with AI.

Extended Bio

Jenna Bannister has been building businesses since before most people knew what a side hustle was. Starting with a sign company in 2005, she's been a marketing strategist for a diamond company, an REO properties subject matter expert, a title analyst for Fannie Mae, a residential mortgage loan originator, land investor, Airbnb host, and crash pad operator. She's still an active land investor today through her company Sky River Properties.

Jenna started in tech. She took programming classes in high school in the late 90s and earned her degree in Arts and Technology from UT Dallas in 2005. That technical foundation, combined with two decades of entrepreneurial experience, gives her a rare ability to bridge the gap between business owners and the technology that can transform their operations.

After discovering how AI and automation could eliminate the manual processes drowning her own businesses, Jenna went all in. She's invested tens of thousands of dollars and thousands of hours into learning every aspect of AI for small business. Today, through Automations for Owners, she helps other business owners have that same "wait, it can do THAT?" moment. Her approach is practical, jargon free, and focused on real outcomes like more time with family, eliminating 80 hour weeks, and systems that actually work for people.

Questions to Ask Jenna

These prompts lead to the most engaging, actionable conversations for your audience.

1

How did you go from drowning in manual processes to automating your entire land investing business?

2

What's the first thing a small business owner should automate, and how fast will they see results?

3

What's the biggest mistake business owners make when they try AI for the first time?

4

How do you make AI feel human for businesses that pride themselves on personal relationships?

5

What does it actually cost to automate a small business, and what kind of ROI should owners expect?

6

How do you balance being a mom of two, running multiple businesses, and building AI systems?

7

What's one automation every business owner could set up this week that would immediately save them time?

Topics I Speak On

  • From Side Hustle to Automated Business
  • Business on Autopilot: What AI Can Actually Do for You
  • AI for the Non Technical Business Owner
  • The Entrepreneur's Guide to Systems That Stick
  • Automate Yourself Out of Your Own Business
  • Stop Working 80 Hour Weeks with AI Automation

Past Appearances

Coming Soon

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For Media Inquiries

I'm available for interviews, podcast guest spots, panel discussions, and article features. I love talking about AI automation in real, practical terms that resonate with business owners and general audiences alike.

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For Speaking Inquiries

I deliver keynotes, workshops, and panel appearances on AI automation, small business systems, and building businesses that run without you. Every talk is packed with real examples, actionable takeaways, and zero jargon.

Get in Touch

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Press Photos

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