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Join date: Jun 29, 2018

About

Jack (or more commonly referred to as "Pineapple Jack") genuinely enjoys data and making it usable for everyone! He's the founder of Pineapple Consulting Firm, where he's built or overseen hundreds of dashboards that help businesses make sense of their numbers and build data-driven strategies.

As one of the early "Fractional Analysts", Jack brings his clients' data to life with storytelling visuals and impactful insights while adding a sense of humor that makes analytics actually fun. When he's not working with his team, building dashboards, giving speeches or podcasting to help people DIY-it, he can be found working on the next AI tool for his company.

Posts (57)

Aug 9, 2026 ∙ 2 min
Turning Donor Gifts Into Loyalty That Lasts with Alison Jeffrey
Listen on Spotify Listen on Apple Podcasts Watch on YouTube Alison Jeffrey has spent 25 years in nonprofit fundraising, and five of those running her own boutique consulting practice. She works deeply with about 15 clients instead of chasing volume, and she's built her reputation on bringing strategy to a field that too often treats fundraising as pure hustle. On this episode of Scrappy But Successful, Alison joins Jack to talk about what it actually means to ask people for money for a...

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Aug 9, 2026 ∙ 3 min
The Standard: What Cris D'Annunzio Learned From the NFL, Wall Street, and Hollywood About Performance
Listen on Spotify: open.spotify.com/show/3zSMlS41U0FfttadYBYbri Listen on Apple Podcasts: podcasts.apple.com/us/podcast/scrappy-but-successful Watch on YouTube: youtube.com/playlist?list=PLmDDM9Jivp6CuB8taaTFTzl2zSFfGKWRd Cris D'Annunzio believes the greatest enemy of performance isn't failure, it's drift. As the founder of Mettle & Method, he's spent decades studying why some people and organizations sustain excellence while others slowly decline, and he's tested his answer across four...

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Aug 9, 2026 ∙ 2 min
From Goldman Sachs to Fractional CFO for Small Business with Oscar Casanova
Listen on Spotify: https://open.spotify.com/show/3zSMlS41U0FfttadYBYbri?si=f856281edcae4c53 Listen on Apple Podcasts: https://podcasts.apple.com/us/podcast/scrappy-but-successful-consultants-personalities-when/id1878384628 Watch on YouTube: https://www.youtube.com/playlist?list=PLmDDM9Jivp6CuB8taaTFTzl2zSFfGKWRd Oscar Casanova closed more than $30 billion in deals at Goldman Sachs, high-growth startups, and Shopify before founding Eververdant Growth Partners, a fractional CFO advisory firm...

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Jack Tompkins

Jack Tompkins

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CEO, Founder, Speaker, Data Nerd

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