Pre-seed Services:
The Foundation for Startup Success
Due Diligence Report
A 30 page due diligence report that investors use to assess potential startups for investments. Identifies SWOT analysis, key risks, risk mitigation tactics, total addressable market calculations, revenue projections, and other criteria to determine a startup’s investment score.
Workshop Sessions
Four 1-hour sessions to workshop the Due Diligence report, refine unique value proposition, align pitch with investment goals; craft a narrative that resonates with investors.
Chief of Chaos Network
Experienced mentors can help founders navigate challenges such as legal structuring, pricing strategies, and scaling operations.
Investor Readiness
Weekly updates to over $5M in pitch competitions and grant opportunities.
Is raising seed money next on your list?
Are you looking to turn your idea into reality? If so, Diane Bailey is the person you want to talk too. Take a moment to complete the form and Diane will be in touch shortly.
Services Start at
“Everything you said is right on the point. You are helping us raise what problems we are solving and how to show it to investors. Working with you is extremely helpful because I see what investors want to know and how they want to hear it.”
“We had a decent deck and revenue-generating product but just weren’t getting the call backs from investors. After working with Diane, we re-submitted our decks and suddenly those same investors were eager to talk to us. Our new deck was the key to making headway on our fundraise.”
Diane Bailey, Who is she and what is her background?
Chief of Startups
Diane serves as the Global Programs Manager at FounderBoost in Colorado. She previously held the position of Director for the Founder Institute’s Core Program where her leadership has directly contributed to the creation of over $60 million in company value across four cohorts. Under her guidance, the Spring 2022 cohort was ranked as the #1 founder-rated cohort globally among approximately 60 cohorts.
Diane’s expertise extends deeply into early-stage pitching. She has provided insights and advice to over 3,000 founders on crafting compelling pitch decks. Her reputation as a pitch expert is further evidenced by her roles as a Pitch Judge for Go Code Colorado, with $80,000 in prize money, and Unicorn Events, the world’s largest pitch competition. Additionally, she co-organizes 1 Million Cups, where she prepares around 50 founders annually to pitch live to potential investors.
In 2024, Diane Bailey joined forces with Chief of Chaos, a move that strategically combines her deep-rooted expertise in startup development with their innovative, disruptive business methodologies. This collaboration marks a significant milestone, poised to redefine the landscape of startup success by integrating rigorous, analytical startup mentoring with bold, creative disruption strategies.
Diane’s impact on the tech and startup community was recently recognized when she was listed among the “Top 100 Women in Tech” by King Street Ventures, an accolade that highlights her influence and dedication to advancing technology and entrepreneurship. This prestigious recognition can be explored further at King Street Ventures Awards.