Advertisement · 728 × 90

Posts by Drew Chapin, Startup Guy

Post image

Stoked and grateful for the opportunity to be part of the new Hustle Fund Venture Fellows cohort.

This is the EXACT group of people you want to ride with as you learn, unlearn, and figure out what's next.

🙏

3 weeks ago 0 0 1 0
Post image

🦞🗑️

1 month ago 0 4 0 0
Preview
Talk: "The Dangers of Over-Confidence" at Berkeley Haas A key driver of startup failure is unchecked belief. Chapin unpacks how confidence became hubris his startup story.

And how my biggest mistake wasn't failing, it was thinking that I couldn't.

🔗: chapin.io/talk-dangers...

5 months ago 1 0 0 0
Preview
Talk: "The Dangers of Over-Confidence" at Berkeley Haas A key driver of startup failure is unchecked belief. Chapin unpacks how confidence became hubris his startup story.

I shared how early momentum made me stop asking hard questions.

How I mistook validation for inevitability.

How I started believing the version of the story that sounded best, at the expense of the truth.

5 months ago 1 0 1 0
Preview
Talk: "The Dangers of Over-Confidence" at Berkeley Haas A key driver of startup failure is unchecked belief. Chapin unpacks how confidence became hubris his startup story.

Instead, earlier this month, I came back with a post-mortem, a story I've spent nearly five years trying to figure out.

5 months ago 0 0 1 0
Preview
Talk: "The Dangers of Over-Confidence" at Berkeley Haas A key driver of startup failure is unchecked belief. Chapin unpacks how confidence became hubris his startup story.

When I launched my startup ten years ago, I imagined returning to the Bay for a victory lap.

I imagined I'd visit universities to talk about the brilliance of what we’d just executed - how we re-invented e-commerce.

5 months ago 1 0 1 0
Preview
Wikipedia Rules Everything Around Me | HackerNoon Wikipedia is the internet’s true power broker and the backbone of AI. Here’s why it defines your digital reputation, and how not to be left behind.

The powers that be are running toward substance, deep knowledge, and credibility.

That's why Wikipedia is now king: hackernoon.com/wikipedia-ru...

7 months ago 0 0 0 0
Advertisement
Preview
Wikipedia Rules Everything Around Me | HackerNoon Wikipedia is the internet’s true power broker and the backbone of AI. Here’s why it defines your digital reputation, and how not to be left behind.

It doesn't matter if you think the output is "good." We can tell.

It doesn't matter if your SEO chart is going up and to the right. Won't last.

7 months ago 1 0 1 0
Preview
Wikipedia Rules Everything Around Me | HackerNoon Wikipedia is the internet’s true power broker and the backbone of AI. Here’s why it defines your digital reputation, and how not to be left behind.

Quit dicking around with AI-generated content.

If you're trying to build/manage/maintain an online reputation (whether for yourself or for a company), do not post anything that comes out of these AI platforms.

7 months ago 2 0 1 0
Preview
Drew's Simple Internal Linking WordPress Plugin A plugin to add internal links to your WordPress site. Instantly convert anchor text to links sitewide, free, fast, and easy. Available now.

Internal linking is one of those simple SEO things that has a clear and tangible benefit.

But most WordPress plugins that help you manage internal links bury you in clutter and upsells.

So, meet Drew's Simple Internal Linking.

It's super-fast, super-easy, and free: chapin.io/drews-simple...

7 months ago 1 0 0 0
Preview
Drew Chapin, Startup Guy Drew Chapin is a Philadelphia-based go-to-market specialist who has had a 360-degree experience in early-stage entrepreneurship.

We're a week away from the next issue of my free entrepreneurship newsletter!
Here's a sneak preview: 👶🤓🤖✊💀🪩
Don't miss it: chapin.io#/portal/signup

7 months ago 0 0 0 0

And another thing!

If someone breaks Ken Jennings' Jeopardy streak, I think they should get Ken's hosting job. Automatically. No questions.

And if Ken wants that job back, he's gotta go earn it back.

8 months ago 12 0 2 0

Constant refreshes: aviators and ice cream and Amtrak for four years, then... that dance.

Opportunity to educate kids.

Opportunity for idiots to vote solely on who they want the mascot to be.

Fun.

Thank you for coming to my TED Talk.

8 months ago 2 1 0 0

I am sure Washington football fans like Tuddy the Pig, but the Commanders mascot needs to be the commander in chief.

A mascot with a term limit.

Hail to the Chief. Salutes. A mascot who has secret service and nuclear codes.

8 months ago 4 2 1 0

"AI is coming for coders but not (insert list of blue collar jobs)" is one of those takes that sounds interesting in this moment - but it will age like milk.

8 months ago 8 3 2 0
Preview
Talk: "The Risks of Founder Isolation" at ACFE New Jersey Entrepreneurship can be a mental health minefield with catastrophic consequences. One key element: founder isolation.

The startup world loves to talk about resilience and grit,
but it never talks about the ways pressure warps your thinking.
Many founders respond by moving into isolation,
which can be a dangerous place: chapin.io/talk-the-ris...

9 months ago 1 1 0 0
Preview
AI Tools Can Now Write Like You—Here’s How That Changes Everything | HackerNoon New MCP tools enable programmatic SEO that’s actually useful, combining context and your knowledge base to create scalable, high-quality content.

Programmatic SEO sucks.

But it can suck less - with the right tools and a little bit of effort.

Remember effort? hackernoon.com/ai-tools-can...

9 months ago 2 1 0 0
Advertisement
Preview
Deal Memo: NextPick, Fixing College Athletic Recruiting NextPick offers the college athletic recruiting process a modern three-sided marketplace that connects parents of athletes, vetted recruiting agents, and college coaches.

NextPick is a company rising at the right time as they've launched a three-sided marketplace (athletes/coaches/agents) to centralize it all and bring some order to the chaos: chapin.io/deal-memo-ne...

9 months ago 1 0 0 0
Preview
Deal Memo: NextPick, Fixing College Athletic Recruiting NextPick offers the college athletic recruiting process a modern three-sided marketplace that connects parents of athletes, vetted recruiting agents, and college coaches.

Between rising tuition costs and rising athlete compensation (via NIL), a seat on a college athletic roster is more valuable than ever before.

And coaches are struggling to keep up.

9 months ago 2 1 1 0
Preview
Deal Memo: Rentaba, "Credit Where Rent Is Due" Rentaba is reworking the tenant-landlord relationship by bridging the rental market and modern financial technology.

Rentaba brings modern fintech to the tenant-landlord relationship, including common-sense features that will help young renters, university students, and renters who are here from abroad.

I published a deal memo on the Philly-based company this month - check it out.

More: chapin.io/deal-memo-re...

9 months ago 0 0 1 0
Preview
Deal Memo: Rentaba, "Credit Where Rent Is Due" Rentaba is reworking the tenant-landlord relationship by bridging the rental market and modern financial technology.

Landlords determine a renter's credit worthiness based on a score that has nothing to do with their rental history - does that make sense?

Of course not.

9 months ago 4 0 1 0
Preview
The Difference Between Early-Stage Theater and Traction | HackerNoon A former founder reflects on how fake traction and startup delusion led to his downfall - and what real traction actually looks like.

Major press, pitch awards, incubators, corporate pilots, big meetings.
Nice. But it's all theater. Maybe "momentum" is a better way to say it.
But momentum is not a business: hackernoon.com/the-differen...

9 months ago 1 0 0 0
Post image

Wet floor sign... by Amazon Basics???

Is nothing sacred???

9 months ago 15 1 2 0
Post image

My landlord is taking Rich Dad, Poor Dad to the next level - now they make money while *I* sleep?

9 months ago 10 1 0 0
Post image

I like the cut of their jib.
I hope they make it.

10 months ago 9 2 0 0
Advertisement
Preview
Text-to-Voice? No, It’s Something More: Text-to-Emotion. | HackerNoon How a new wave of AI voice models are turning text into emotionally rich, real-time performances. This is the future of voice: programmable and persuasive.

You can provide direction like (sarcastically), (enthusiastically), or even (laughing) and (sobbing). HUGE leap for people doing bulk content creation with things like ads, etc.

More: hackernoon.com/text-to-voic...

10 months ago 2 0 0 0
Preview
Text-to-Voice? No, It’s Something More: Text-to-Emotion. | HackerNoon How a new wave of AI voice models are turning text into emotionally rich, real-time performances. This is the future of voice: programmable and persuasive.

The question with text-to-voice is no longer "does this sound human" - it's "how do you want this to feel?" There have been some improvements here that are really hard to believe.
Models like OpenAudio (accessible via fish.audio/studio/) now allow you to include intention, mood, and emotion.

10 months ago 8 5 1 0
Preview
The New Tools Rewriting the Web | HackerNoon Publishing in 2025 isn’t just about writing, it’s about building a publishing system.

You may not even realize that it's fundamentally rewiring the web: hackernoon.com/the-new-tool...

10 months ago 0 0 0 0
Preview
The New Tools Rewriting the Web | HackerNoon Publishing in 2025 isn’t just about writing, it’s about building a publishing system.

Platforms like Quaily, Ghost, and HeyGen can take a single blog post to more formats (audio, video) than before, in more languages than ever before, on more platforms than ever before (blog, email, messaging???). In just a few minutes.
A whole team has been shrunk to a few AI subscriptions.

10 months ago 0 0 1 0
Preview
The New Tools Rewriting the Web | HackerNoon Publishing in 2025 isn’t just about writing, it’s about building a publishing system.

I decided to write more this year.
Tech business writing is something I've swung in and out of the last decade.
And it had been a few years.
Here's what I didn't count on when I decided to dial back in this year: publishing isn't just about the blog post anymore.

10 months ago 4 3 3 1