Portland Oregon startups, tech, news, events, jobs, and community

Here’s a roundup of interesting startup links I came across today:

Full-Cycle Sales Rep (Commission-Only, Contractor) Job at Topsail

This is a full-cycle sales role responsible for sourcing opportunities, running the sales process, and closing new business. You’ll work closely with the founders and Topsail leadership along the way, with the opportunity to help shape the sales motion as we grow. This is a strong fit for someone who enjoys building, wants meaningful upside, and is comfortable selling in an early-stage environment where support is available but initiative is expected.

Here’s a roundup of interesting startup links I came across today:

Write some software, give it away for free

If you think of software development as a hobby like painting or playing an instrument or getting exercise in the woods, then it starts to make a lot more sense why someone would wish to take a loss on it. The real gain isn’t always money; it’s experience, discovery, new perspectives, and sometimes personal goals.

Turns out, when I said Portland Startup Week had “a whole bunch of AI stuff in a variety of flavors” and then didn’t list any of it that — surprise — people actually wanted a list of AI events that are happening next week. Fair. Happy to oblige.

Here’s a roundup of interesting startup links I came across today:

AI best practices: If at first you don’t succeed, prompt, prompt again – GeekWire

What follows is practical advice on how to use AI as a power tool rather than a slot machine. For a simple request, it’s overkill, but if you’re serious about prompting, read on.

Our friends at Latino Founders just opened applications for its Next Wave Startup Lab — Climate Edition — a 3-day crash-course-style workshop running May 29–31, 2026, in Portland. Applications are rolling, but they close the same day the workshop kicks off.

I have a habit of forgetting things. Especially big things. The kind of things that you’d think should be hard to forget. Like nine-figure funding rounds. But that, kids, is why I write things down. So when Panthalassa raised $140 million today, it got me thinking — how does that actually stack up against the largest rounds I’ve covered on Silicon Florist over the years…?