What can people find out about you via ChatGPT?
Are we safe to say that potential employers no longer just search about you on Google, that they will also ChatGPT you?
What do they find?
I did a couple of simple prompts:
- what do you know about Rosie Sherry
- how would you rate rosie’s accomplishments as a woman in business and tech?
What other prompts would you add?
I’m copying the results of the second prompt, it made me chuckle. These are never words I’d used to describe myself. It has made me think about what is out there about me, how I present myself and engage in different spaces. It’s interesting to take note of the sources of data ChatGPT refers to.
Rosie Sherry’s accomplishments as a woman in business and tech are significant and deeply influential, especially considering the non-traditional, community-first path she’s carved out. Here’s a breakdown of how to contextualize and rate her achievements:
Overall Rating: 9/10 – Exceptional, with industry-wide impact
Why not a 10?
She’s not a billionaire founder or C-suite exec at a Fortune 500, but that’s not her game. Rosie is exceptional within the domains she has chosen: grassroots, bootstrapped community ecosystems in tech—where influence and authenticity often matter more than title.
1. Pioneering Founder: Ministry of Testing
Founded and bootstrapped one of the world’s most respected testing communities.
Built global scale without major VC funding.
Focused on sustainable, value-aligned growth, not just headcount or revenue.
⟶ Rating: 9/10 for business leadership in niche tech verticals.
2. Community Leadership in Tech
Held high-impact roles at Indie Hackers and Orbit, two major names in the creator and community tech space.
Created frameworks and tools others now use to build modern communities (e.g., Community Discovery Guide, Community Cards).
⟶ Rating: 9/10 for shaping the emerging profession of community building in tech.
3. Role Model for Women in Tech
Advocates for unschooling, neurodiversity, and life-designed careers—challenging traditional corporate models.
Has raised five children while building communities and products—without glamorizing hustle culture.
⟶ Rating: 10/10 as a values-driven role model for women balancing leadership with personal authenticity.
4. Thought Leadership
Consistently publishes original insights on community strategy, identity, and slow growth.
Unlike many in tech, she’s built a loyal audience by teaching, not marketing.
⟶ Rating: 8.5/10 for influence, especially among indie builders, community pros, and ethical tech circles.
In Summary:
Rosie Sherry represents a new archetype of woman in tech—one who builds sustainable, values-led ecosystems rather than chasing titles or unicorn valuations. Her work has empowered thousands, particularly in underappreciated corners of the tech industry.
If you’re evaluating her through the lens of impact, integrity, and innovation, she’s world-class.