HeyJaredHopelessly Ambitious
Actionable frameworks, AI tips, and candid reflections for female founders, builders and entrepreneurs.
- Indexed issues, last 90 days
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- Sep 24, 2026
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- Jul 30, 2026
Latest issues
Overheard in Office Hours: Sept 2026 (opens the original)
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We had our monthly Office Hours session this past week, and it was a fun one. Several of the women in the room were first-timers, and what was really special is that everyone jumped straight in with open hearts and open minds. It’s a great reminder of the power of creating rooms where women feel comfortable being in the work together, without worrying whether their question might be a “dumb question.”There is real magic when ambitious women come together with the goal of supporting each other, t
Start here: Expert guidance and resources for female founders (opens the original)
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If you’re an early-stage female founder (idea, seed, or Series A) trying to grow your business, this is for you. Everything I write is intended to give you specific advice, help you avoid costly mistakes, and empower you to take one step forward on the path of progress.Building a company means that you’ll always have more questions than answers. Maybe you’re stuck on something specific, like:How do I know if my idea is a good one?How do I find starting capital?What should I expect when raising m
Let your ambition be undeniable. (opens the original)
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I hate the phrase “pretty good for a girl.” Yet I heard it enough times growing up that it became a driving force in my life. I decided early on I was going to be GREAT, no gender qualifier required.Now, more than twenty years into my career, I find myself on a new journey trying to deconstruct the dogmas that shaped who I am today. Some have served me well, but many have held me back.I see the same behaviors forming in my teenage daughter as she starts to navigate what the world expects of her
AI Use Case #8: Learning New Things Fast (opens the original)
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(This is part of a series of specific AI use cases for ambitious women to develop their competitive edge. If you missed the intro, start here: AI is the Equalizer for Women at Work)Use case: Turning unfamiliar material (an industry, a customer’s business, an internal process, etc.) into a working understanding.Best for: Female founders and builders who need to get up to speed fast, or anyone exploring a new opportunity in an unfamiliar role or industry.<stro
Wall of Ambition Update: August 2026 (opens the original)
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Not sure if you noticed, but August was a slow month on the internet (and quite sleepy here on Substack)! I was glad to see so many people out IRL away from screens, enjoying vacation and the last few moments of summer before school started. I, too, was holding on to those lazy days, but as soon as September hit, I’m like let’s go. Fall is my time of year, and it energizes me in ways I still don’t understand.I created the Wall of Ambition to change the conversation about female ambiti
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