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Chicago Product Alliance (chicagoproduct.org) @chiprodalliance.bsky.social · 19/09/2026

Two big events coming up: a Chicago Product Alliance meetup this week & the Mind the Product Chicago conference on October 7 🧵

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Reposted by Chicago Product Alliance (chicagoproduct.org)

David Jesse @davidjproduct.bsky.social · 07/07/2026

Empowerment in product teams doesn't happen by stepping back. A company formed new squads and gave teams a lot of freedom. The teams became overwhelmed and totally lost. Progress stalled. Their biggest issue wasn't desire. It was setup and support.

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Reposted by Chicago Product Alliance (chicagoproduct.org)

David Jesse @davidjproduct.bsky.social · 07/07/2026

Empowerment in product teams is both coveted and rare. Everyone wants it. Few attain it. Product teams want more ownership, but they aren't trusted by leadership. Leaders don't want to micromanage, but it feels too risky to let go. Both sides want the same thing. Neither knows how to get there.

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Reposted by Chicago Product Alliance (chicagoproduct.org)

David Jesse @davidjproduct.bsky.social · 20/03/2026

Most product teams are stuck in reactive mode — saying yes to everything or chasing the next big bet. The result is a roadmap that's happening TO them rather than coming FROM them. The fix: building your plan. New post 👇 www.buildcrescendo.com/blog/own-you...

buildcrescendo.com

When Your Roadmap Happens to You: How Product Teams Can Take Back Control — Crescendo Product Group -- David Jesse transformation and leadership coaching

Most product teams are stuck in reactive mode. Learn how to build a focused product plan — across vision, org, measurement, and roadmap — that drives real outcomes instead of endless activity.

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Reposted by Chicago Product Alliance (chicagoproduct.org)

David Jesse @davidjproduct.bsky.social · 16/11/2025

Designers, engineers & data scientists: who are the top community organizations in your space? @chiprodalliance.bsky.social wants to serve the full product triad. Our initial groups & attendees have skewed more towards PM than we'd like. Help us make progress here! Who should we work with?

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Reposted by Chicago Product Alliance (chicagoproduct.org)

Chicago Product Alliance (chicagoproduct.org) @chiprodalliance.bsky.social · 12/10/2025

Coming in November: fireside chat with Deb Liu, former CEO of ancestry.com, product executive at Facebook and PayPal, and co-founder of Women in Product. Follow us on LinkedIn and at chicagoproductalliance.com to get event updates.

chicagoproductalliance.com

Chicago Product Alliance – The home for the CPA!

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Reposted by Chicago Product Alliance (chicagoproduct.org)

Chicago Product Alliance (chicagoproduct.org) @chiprodalliance.bsky.social · 12/10/2025

Hey everyone, here are upcoming product events in Chicago:

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Chicago Product Alliance (chicagoproduct.org) @chiprodalliance.bsky.social · 12/10/2025

Hey everyone, here are upcoming product events in Chicago:

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Reposted by Chicago Product Alliance (chicagoproduct.org)

David Jesse @davidjproduct.bsky.social · 14/06/2025

I meant to post this from my personal account. Reposting. While I'm doing this I should also call out @chiprodalliance.bsky.social who helped support this. The group is on a roll since being "inspired" to form after a @martycagan.bsky.social event last fall. Follow us to catch these in the future!

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Reposted by Chicago Product Alliance (chicagoproduct.org)

David Jesse @davidjproduct.bsky.social · 11/06/2025

Happy to share I was on the @invinciblecareer.com podcast with @larrycornett.coach. The theme is "Expertise on Demand - Is a Fractional Role in Your Business Future?" though we discussed a bunch of other topics. Enjoy! substack.com/home/post/p-...

substack.com

🌟 Expertise on Demand - Is a Fractional Role in Your Business Future? (Issue 140)

Listen now | My guest for this episode is David Jesse, Executive Product Leader, advisor, coach, and founder of Crescendo Product Group. His company enables product teams to deliver progressively stro...

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Chicago Product Alliance (chicagoproduct.org) @chiprodalliance.bsky.social · 28/05/2025

Discussion between two of Chicago's established product leaders. Worth a listen!

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