What if the biggest thing holding your business back wasn't marketing, pricing, or lead generation, but the fact that everything lived inside your head? In this episode, I sit down with Jordan Craig, a wedding photographer who joined Systems in Session after years of managing inquiries, contracts, invoices, reminders, and client communication manually. Together, we unpack what happened when he moved from a patchwork process of Gmail, reminders, QuickBooks, and memory-based workflows into a streamlined Dubsado system designed to support both his business and his life.
Jordan shares what surprised him most about the experience, how automation improved his client experience instead of making it feel robotic, and why he believes he'll gain back more than 180 hours every year because of the systems we built together.
Find It Quickly
00:24 - Meet Jordan
01:32 - The Chaos Before Dubsado
03:38 - Five Minute Proposals
07:15 - Email Like You Mean It
13:39 - Centralized CRM Wins
17:14 - Offboarding Reviews Blogging
18:54 - Automation Balance
21:08 - Next Services To Automate
24:33 - Timing Inquiries And 60 Days
30:17 - Favorite Parts And GPTs
Mentioned in this Episode
Systems in Session: coliejames.com/systems
Email Like You Mean It: coliejames.com/email-like-you-mean-it
Connect with the Guest
Website: jordancraigmedia.com
Instagram: instagram.com/jordancraigmedia
