I Built 5 Brands and Almost Quit Every Single One

How Automation Saved My Business: Building Systems, Alignment & the CEOess Experience Leilani Anderson-Monroe shares how doing everything manually as a solo entrepreneur led to overwhelm and a business that stopped whenever she stopped, and why many people quit after taking breaks. She explains her experience running multiple ventures at once and the challenges of trying to build a women’s community without alignment in integrity, character, goals, and work ethic, which led her to pivot from Boss Women Network to CEOess, a self-focused community centered on mental health, structure, and systems. She outlines how CEOess is built through a podcast, roundtables, and a private application-based room designed for alignment, and introduces her background (MBA, Houston-based broker, introvert turned podcast host), her book “Soft Life Hustle,” her referral-only brokerage and silent broker program, and the Young Creators Foundation. She details mapping repeat tasks and automating lead intake, bookings, follow-ups, and an AI phone agent, and invites viewers to download a free “7 automations” guide and share what they want to automate first. 00:00 Solo Hustle Burnout 01:19 Misaligned Partnerships 03:18 Pivot to CEOess 04:45 Alignment and Values Filter 06:17 Meet Leilani 08:55 Five Brands Overview 09:55 Brokerage and Silent Broker 11:33 Young Creators Foundation 13:02 Before the Systems 15:03 Automation Breakthrough 17:02 Why This YouTube Channel 18:49 For Multi Project Builders 20:18 Free Guide and Offer 22:15 Final Call to Action www.officialceoess.com www.leilanianderson.com Instagram: @leilaniandersonmonroe Instagram: @bosswomenetwork