Client
Tech CEO, Series B Startup
The Challenge
A brilliant founder with zero online presence. She had incredible insights but no time to write — and every attempt came out sounding like a press release instead of a person.
The Writing Sample
I almost didn't take the Series B meeting.
Not because the terms were bad. Because I was terrified they'd ask about our churn rate — and I didn't have a good answer yet.
So I did something counterintuitive: I brought it up first.
"Our churn is higher than we'd like. Here's exactly why, here's what we've tried, and here's the data showing our new retention strategy is working."
The lead investor leaned forward. "Finally," she said. "Someone who actually knows their numbers."
We closed the round two weeks later.
Here's what I've learned about investor conversations that nobody tells you: they're not looking for perfection. They're looking for self-awareness, intellectual honesty, and a founder who can handle hard truths.
Your weaknesses aren't disqualifiers. Hiding them is.
What's the hardest question you've ever had to answer in a funding conversation? Drop it in the comments — I'll tell you how I'd handle it.
The Result
Follower count grew from 400 to 12,000 in 8 months

Written by
Freelance Content Strategist & Copywriter
Jessica is a freelance writer and content strategist with 9+ years of experience helping healthcare providers, law firms, executives, and mission-driven brands find their voice. Former journalist. 150+ projects delivered. Every word written by a human — no AI, no shortcuts.
Work With Me
I write for healthcare brands, law firms, nonprofits, and B2B companies that are done settling for generic copy.