CxXchange SuccessHour: How to Make AI Your Career Coach & Resume Writer
Writing resumes is the worst. Your career is bigger than any resume, so when it's time to translate what you actually did into achievement bullets, you end up staring at the page trying to put meaningful work and real impact into words that don't sound like everyone else's jargon-filled bullet points.
So you avoid it. Or use AI to write something that feels clinical and flat. It doesn't even come close to capturing what you brought to the table.
How do you get past that?
David Madeo built a free, open-source tool called OCF (OpenCareer Format) to solve exactly this. It uses structured prompting to draw out the full story behind your career history and build a rich context file you own and control. Once you have that context, writing targeted achievement bullets for any role becomes a lot more manageable.
What OCF is built to do goes deeper than most resume tools:
Help you notice patterns in your career you've never named
Separate what happened from what you actually controlled and can credibly claim
Surface the stories worth keeping and the ones worth letting go
Build different audience-specific versions of the same underlying truth
Join David Madeo and Jan Young (StepUpXchange) to see how it works in practice. You'll also get two achievement bullet formulas Jan uses to turn raw career context into specific, metric-driven bullets for any job spec.
Guest Speaker:
David Madeo spent his career leading Customer Success and professional services at companies including DocuSign, Morgan Stanley, and a range of high-growth startups. He has seen every outcome, including a unicorn exit, a wind-down, and an acquisition that went sideways, and built teams that consistently outperformed through all of it.
Now in a career transition himself, David created OCF as a free, open-source framework to help CS professionals take ownership of their career story and stop leaving their best material out of the room.
Host & Speaker:
Jan Young transforms CS leaders into business leaders in the age of AI. Founder of JanYoungCX and StepUpXchange, she also leads CxXchange, a global peer community. An award-winning leader and former VP for two exited startups, Jan has coached CS leaders and founders since 2016 to grow customer revenue and align go-to-market execution. With experience across Product, Marketing, Sales, and CS, her cross-disciplinary approach drives profitable, customer-led growth.
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