From Unclear to Unstoppable: My First Five-Figure Proposal
LONG POST…… On May 9th, 2025, I attended the Live Chicago Speak Your Way to Cash Event with an open mind and a very real challenge: I had a major meeting coming up, one that could shift the entire direction of my business, but I had no clue how to confidently pitch my services, price my value, or structure my offer. Sis, I knew my zone of genius. But sales? That part made me freeze. So I leaned in and said yes to the Pitch Your Way to Cash program. And let me tell you, that yes turned into a five-figure contract that I submitted with confidence, clarity, and receipts (aka research to back up my pricing and proposal). From Ashley’s expert training on sales and proposals… To her powerful AI team that helped refine my pitch and polish the actual document… To the encouragement and brilliance of this entire community, I felt seen, supported, and strategically equipped to move like the expert I am. This moment is just the beginning, and I know it. But I had to pause and say: THANK YOU, Ashley. Thank you to your team, and thank you to this community that reminded me: You don’t have to do it alone. The moment I admitted I needed help with sales, was the moment I unlocked real support and real results. Let’s be clear, more wins are on the way. But today, I’m celebrating this one. Tiffany Ingram