Ben Fisher✨

Founder @ Rodeo and Fractional CTO to 8-figure DTC brands, sharing learnings as a Full-stack Coder, Designer and Shopify Expert

My friend Paul says I'm a "Human Zapier." That checks out. 

I'm a solid programmer and a decent designer, but they're really a means to an end: I love to build things and solve business problems. 

I'm a product person, a technologist, and an entrepreneur at heart. 

My superpower is at the intersection of tech + design + automation/optimization. And I love dtc ecomm.

I get a DISGUSTING amount of satisfaction by eliminating inefficiency. And I do it through building software tools.

I am obsessed with Systems Thinking and love to experiment with new ways to connect disparate systems.

I won't stop until we've got a deceptively simple solution that's damn fun to use.

**

For the past 10 years, I've built "commerce enablement" tools in the Shopify ecosystem that help DTC brands make more $$$.

With CartHook, we brought post-purchase upsells to the Shopify ecosystem and worked directly w/ Shopify to add it natively. 

CartHook processed > $1B GMV and added $250MM/year in revenue through its post-purchase upsell tech. It was acquired by Pantastic in 2022.

At Rodeo, we released one of the first native Shopify subscription apps (acquired by Recharge) and pivoted to a LTV Growth platform that originated as a small feature. Ultimately, wound it down as Shopify actively started building a solution themselves.

I'm on a mission to build damn good tools that help you make more money and have fun doing it.

Co-founder, Technical CEO

CEOs trying to get their teams using AI — this might be the problem.

Most AI conversations go sideways in the first message.

Not always because people are "bad at prompting" – but because they're thinking out loud. Half-formed ideas, missing context, vague asks. The AI takes that initial direction and runs with it. Now you're course-correcting for the next 10 messages.

For people who steer AI all day, that's fine. You recover and keep going.

But when someone on your team tries AI once, gets garbage, and decides "it doesn't work for me" — that's expensive. And often, it's just a bad first message.

I built Promptó to fix the 𝗳𝗶𝗿𝘀𝘁-𝗺𝗲𝘀𝘀𝗮𝗴𝗲 𝗽𝗿𝗼𝗯𝗹𝗲𝗺.

It's a desktop app – one shortcut from anywhere. Copy your rough thought, press the key, and it turns your half-baked idea into a clear starting point. Then you paste it into ChatGPT, Claude, whatever you use.

What it actually does:

- Asks clarifying questions when you're too vague
- Adds the structure AI needs to run useful
- Saves your context window for actual work, not course-correction

The reason it's a desktop app (not a browser tab): 𝗳𝗿𝗶𝗰𝘁𝗶𝗼𝗻 𝗸𝗶𝗹𝗹𝘀 𝗮𝗱𝗼𝗽𝘁𝗶𝗼𝗻. A shortcut becomes muscle memory. People use it for everything, not just "important" prompts.

The compound effect of starting clean – hundreds of times a week – is real.

One early user told me it writes better prompts for his vertical than his best employees.

If your team has quietly decided AI "isn't for them," it might just be a first-message problem.

𝗜𝘁'𝘀 𝗳𝗿𝗲𝗲 𝗳𝗼𝗿 𝗻𝗼𝘄. Link in the first comment.

Struggling with AI adoption on your team? What's worked (or hasn't)?

--

Link: https://tryprompto.com

Its companion desktop app: https://lnkd.in/ePSw5UHS

Ben Fisher 🏴‍☠️

Playing w/ AI + Automation | Prev @Rodeo, @CartHook (trusted by AG1, Four Sigmatic)

graphical user interface, text, application

Founders / PMs: stop me when this sounds familiar.

You have a great product call. Ideas, constraints, edge cases all get talked through. Everyone hangs up and... nothing really happens.

A week later you're trying to recreate what you already figured out on that call.

Last week I had a 45-minute product brainstorm with my friend Jared Cocken. By the time I closed Claude, I had:

- A first-draft spec the team could actually build from
- User stories mapped to the core problem
- A short list of questions we hadn't answered yet

Total time after the call: ~15 minutes.

In my setup, AI does the boring part:

- Pulling the relevant parts of the conversation out of the call notes
- Turning messy ideas into something an engineer can react to
- Pointing out gaps and edge cases I didn't cover

I still keep the actual thinking:

- Is this even a problem worth solving right now?
- Which requirements are real vs "nice to have"?
- What actually makes it into the doc we share?

Most teams just let transcripts pile up in whatever tool they're using and tell themselves they'll "get to it later."

In practice, later rarely happens.

This little workflow has made it way more likely that good calls turn into actual work instead of just... more recordings.

If you want to see exactly how I run this, I recorded a short "Dear Ben" episode walking through the flow step by step, plus a small Claude skill + GitHub repo you can hand to your team.

(Link in first comment)

--

Show notes & grab the Claude skill: https://lnkd.in/emJ8AbjQ

𝗦𝘁𝗼𝗽 𝘀𝗲𝗻𝗱𝗶𝗻𝗴 (𝗷𝘂𝘀𝘁) 𝘀𝗰𝗵𝗲𝗱𝘂𝗹𝗶𝗻𝗴 𝗹𝗶𝗻𝗸𝘀.

They feel efficient. They're actually kind of rude.

"Here's my calendar. You do the work."

Open link → load page → scroll days → do timezone math → fill the form. All the friction is on the other person.

The most respectful thing you can do instead:

- Propose specific times
- In 𝘁𝗵𝗲𝗶𝗿 timezone
- With a backup link if nothing works

Something like:

> Would any of these times work for a 25 min meeting (ET)?
> • Wed, Jan 7: 10:30am, 10:30am, 1:00pm
> • Thu, Jan 8: 1:00pm, 3:00pm, 3:30pm
> • Fri, Jan 9: 7:00am, 9:00am, 10:30am

> If none of these work, here's my full calendar: [link]

Doing this manually every time sucks:
check calendar → convert timezones → format nicely.

Even premium tools miss this. 

Superhuman has a built-in scheduler, but you still have to *manually* select your available slots. Every. Single. Time. 

I thought AI agents might solve this, but they got timezone conversions wrong or inconsistently replied.

So I did what I usually do with this kind of annoyance:
I built a small tool for myself.

- Raycast extension that pulls from SavvyCal or Cal dot com
- You pick the recipient's timezone
- It batches times around your existing meetings—not random scattered slots & respects your scheduling preferences (buffer times, working hours, etc.)
- Each time is a clickable link to book  

Both are open source.

Same pattern as Promptó for me: build something I genuinely rely on in my own workflow, then see if it quietly becomes indispensable for other people too.

This one just attacks a very specific kind of friction: making other people do the work to meet with you.

👉 (See link in first comment)

Curious: how are you making scheduling less painful for the people you work with?

--

- "Propose Times" — Raycast extension (https://lnkd.in/eVSrzFrp)

- "SavvyCal Booker" — one-click booking form (for Cal.com or SavvyCal) https://lnkd.in/e5P-AVqb

Everyone's hyped about how fast AI can ship features.

Almost no one is talking about the fights it's causing inside engineering teams.

I had two conversations last week with CEOs trying to get their teams to adopt AI. Same pattern both times.

The CEO discovered vibe coding. Built a feature themselves — maybe a proof of concept, maybe a working prototype. Felt the speed. Got excited.

Came back to the team with, "We should all be doing this."

And hit a wall.

Here's what I've realized: the engineers pushing back aren't all pushing back for the same reasons.

I'm seeing two camps:

𝗠𝗮𝗸𝗲𝗿𝘀 — product-oriented. They care about what gets shipped. AI is leverage. Less boilerplate, more interesting problems. They're often already experimenting. (That's me.)

𝗔𝗿𝘁𝗶𝘀𝗮𝗻𝘀 — craft-oriented. They love writing code. The problem-solving, the shaping, the control. They'll happily spend an afternoon refactoring a module no one else will ever see, because the code "wasn't right." AI doesn't just change how they work — it threatens something they've built their whole career around.

The artisan isn't wrong. They're assessing AI through a different lens. And as a leader, you need to recognize: adopting AI might mean giving up parts of the job they genuinely love.

What I've seen work:

𝗙𝗼𝗿 𝗮𝗿𝘁𝗶𝘀𝗮𝗻𝘀 — don't lead with "look how fast it codes." They've seen the output. They're not impressed. Start with workflows that protect the craft: scaffolding, guardrails, and reviews that produce code they'd actually be proud to ship.

𝗙𝗼𝗿 𝗺𝗮𝗸𝗲𝗿𝘀 — they might need the opposite. Coaching on product thinking, not just AI enthusiasm. Sometimes they're over-indexed on the tooling.

The starting point is the same: stop selling AI as a productivity tool. Start by understanding what each person stands to lose — and what they might actually gain.

Which camp are you in? And if you're leading both, what's actually working (or not) on your team?

𝗦𝘁𝗼𝗽 𝘀𝗲𝗻𝗱𝗶𝗻𝗴 𝘀𝗰𝗵𝗲𝗱𝘂𝗹𝗶𝗻𝗴 𝗹𝗶𝗻𝗸𝘀.

They feel efficient. They're actually kind of rude.

"Here's my calendar. You do the work."

Open link → load page → scroll days → do timezone math → fill the form. All the friction is on the other person.

The most respectful thing you can do instead:

- Propose specific times
- In 𝘁𝗵𝗲𝗶𝗿 timezone
- With a backup link if nothing works

Something like:

> Here are a few options that should work on your end:
> • Tues, Jan 14 – 10:00–10:30am your time
> • Wed, Jan 15 – 1:30–2:00pm your time
> • Thurs, Jan 16 – 4:00–4:30pm your time
> If none of these work, here's my full calendar: [link]

Doing this manually every time sucks:
check calendar → convert timezones → format nicely.

𝗘𝘃𝗲𝗻 𝗽𝗿𝗲𝗺𝗶𝘂𝗺 𝘁𝗼𝗼𝗹𝘀 𝗺𝗶𝘀𝘀 𝘁𝗵𝗶𝘀. Superhuman Mail has a built-in scheduler, but you still have to manually pick your available slots every single time. No memory, no defaults. It's just a slightly faster version of the same repetitive work.

I thought AI agents might solve this. Tested three: Howie, Fyxer, and a custom Lindy agent. None of them nailed it. They either got timezone conversions wrong, inconsistently replied, or made the back-and-forth longer instead of shorter.

𝗔𝗻𝗱 𝗲𝘃𝗲𝗻 𝘄𝗵𝗲𝗻 𝘁𝗵𝗲𝘆 𝘄𝗼𝗿𝗸, 𝘁𝗵𝗲𝘆 𝗼𝗻𝗹𝘆 𝗺𝗮𝗸𝗲 𝗶𝘁 𝗲𝗮𝘀𝗶𝗲𝗿 𝗳𝗼𝗿 *𝗺𝗲*. The other person still gets a link. Still has to check their calendar, do timezone math, fill out a form. The friction just moved—it didn't disappear.

So I did what I usually do with this kind of annoyance:
I built a small tool for myself, then opened it up.

So I did what I usually do with this kind of annoyance:
I built a small tool for myself, then opened it up.

- Raycast extension that pulls from SavvyCal or Cal dot com
- You pick the recipient's timezone
- It spits out a preformatted message with a few options
- Each time is a clickable link—there's an optional Vercel app that pre-fills the time slot (neither SavvyCal nor Cal dot com support that natively)

Both are open source:

- Propose Times (Raycast extension)
- SavvyCal-Booker (optional one-click booking form)

Same pattern as Promptó for me: build something I genuinely rely on in my own workflow, then see if it quietly becomes indispensable for other people too.

This one just attacks a very specific kind of friction: making other people do the work to meet with you.

👉 (See link in first comment)

Curious: how are you making scheduling less painful for the people you work with?

Chase Dimond

Top Ecommerce Email Marketer & Agency Owner | We’ve sent over 1 billion emails for our clients resulting in $200+ million in email attributable revenue.

I help brands make more money with email marketing.

I’m a Co-Founder of Structured, an ecommerce email marketing agency. Since launching in 2018, our team has helped brands send billions of emails and generate over $200M in email-attributable revenue.

We’re a top agency partner for platforms like Omnisend and Klaviyo.

Shopify featured me as a top email marketing influencer. I’ve also received LinkedIn’s Top Voice Award for Email Marketing, and Favikon has ranked me as the top email marketer across social media.

Some of the brands we’ve worked with include:

Poo~Pourri
Eight Sleep
Health-Ade
Mixtiles
Vessi

If you’re looking to hire an experienced email marketing agency, you can reach me here:

chase@chasedimond.com

——

Outside my agency, I run a number of other fast-growing businesses. I’m fortunate to have over 750,000+ followers and subscribers across my social channels and email newsletter.

I’ve worked with companies including:

LinkedIn
Amazon
TikTok
Gamma
Alibaba
Zapier
ClickUp

I work with a small number of paid sponsors and partners each year.

If you’re interested in exploring a potential fit, please email me with details:

chase@chasedimond.com

Founder

My newsletter is your no BS guide into what's working in email marketing - I'll give you the latest tips + tactics to help you drive more revenue from your email marketing channel. 

Sign up (it's free) here: https://chasedimond.com/chase-email-newsletter

Working with smart people is great.
But it is not enough.

Because intelligence can solve problems.
But humility and kindness build cultures where problems don’t have to exist in the first place.

Here’s why it matters so much 👇

Kind and humble people:

They make collaboration effortless.
You don’t waste energy defending ideas or egos. 
You build together - faster, cleaner, and with more trust.

They create psychological safety.
When people feel respected, they speak up, share bold ideas, 
and admit mistakes early. 
That’s how teams innovate and grow.

They inspire long-term loyalty.
People don’t leave companies - they leave toxic dynamics. 
Working with grounded, genuine teammates keeps great talent around.

 Ways to practice kindness and humility at work:

Listen more than you talk.
You don’t need to have the loudest voice to have the strongest impact. 
Listening builds connection and earns respect.

Give credit - generously.
Acknowledging others’ work doesn’t diminish your own. 
It multiplies the trust and energy in your team.

Keep learning.
The moment you think you’ve “arrived,” you stop growing. 
Stay curious, stay open, and never let success make you unapproachable.

Kind people build strong teams.
Strong teams create big results.

Top Ecommerce Email Marketer | $200M+ Generated via Email

If your job costs you your peace,
it’s too expensive.

You deserve a job that lets you sleep peacefully at night -
not one that keeps you awake questioning your worth, your future, or your sanity.

A healthy career doesn’t rely on:

 ❌ burnout
 ❌ constant anxiety
 ❌ toxic expectations

A healthy career is built on:

 ✔️ clear boundaries
 ✔️ supportive leadership
 ✔️ meaningful work
 ✔️ respect for your time and well-being

Your job should challenge you - not drain you.

It should grow you - not break you.

And it should fit into your life, not become your life.

If your work steals your peace, it’s costing you more than it pays.

Reality:
A small, ordinary action.

LinkedIn:
A “high-impact initiative” with “key learnings” and “next steps.”

Clear communication beats inflated language.
Strong professionals don’t need to oversell normal work.

Say what you did.
Say why it mattered.
Move on.

Clarity builds trust faster than buzzwords.

Image credit: TheSecretAcct on Twitter/X

Funny how your brain has unlimited energy
for worst-case scenarios.

It can write entire disaster scripts at 3 a.m.
With dialogue.
With consequences.
With a soundtrack.

But ask it to imagine things going well
and suddenly it needs evidence, references, and a peer review.

That’s not intuition.
That’s anxiety pretending to be preparation.

You don’t need to stop overthinking.
You just need to stop letting it bully you into pessimism only.

If your mind insists on spiraling,
at least make it spiral in both directions.

Same brain.
Different hypothesis.

Image credit: bywiseword

It’s not about collecting business cards or follower counts.

It’s about building bridges with people who get it - who challenge you, inspire you, and open doors you didn’t know existed.

The right network doesn’t just grow your career - it expands your mindset, your confidence, and your opportunities.

Here are 12 ways to build powerful, authentic connections:

1️⃣ Lead with curiosity. Ask, don’t pitch. People love being seen and heard.

2️⃣ Add value first. Share insights, introductions, or encouragement before asking for anything.

3️⃣ Show up consistently. Comment, engage, and participate where your industry hangs out.

4️⃣ Find your communities. Join professional groups, Slack channels, or niche forums.

5️⃣ Attend events strategically. Go where your next mentor, collaborator, or client might actually be.

6️⃣ Follow up. A short, thoughtful message can turn a conversation into a relationship.

7️⃣ Be generous with your expertise. Give more than you take - it builds reputation fast.

8️⃣ Don’t chase status. The best opportunities often come from peers, not big titles.

9️⃣ Stay authentic. Pretending to be someone you’re not is the fastest way to disconnect.

1️⃣0️⃣ Keep it human. Share stories, not sales pitches.

1️⃣1️⃣ Support others publicly. Celebrate others’ wins - it builds goodwill that lasts.

1️⃣2️⃣ Play the long game. Relationships compound like interest; nurture them with time.

The truth? You’re one conversation away from a completely different path.

Image credit: Tim Stoddart

Small habit.
Big impact.

The way you speak to yourself
every morning
becomes your baseline.

Speak growth.
Speak calm.
Speak possibility.

It adds up.

Image credit: Wordofwise_ on Twitter/X

“Hire the people that…”

Interesting how the list skips:
– constant availability
– performative hustle
– being the loudest voice
– working 24/7 for optics

Great teams grow from maturity, not heroics.
From people who communicate clearly, take ownership, and move in sync.

Ego slows teams down.
Trust speeds them up.
Psychological safety keeps the work moving.

Hire for reliability and collaboration first.
Everything else gets easier after that.

“It wasn’t a waste of time if you learned something.”

That’s easy to agree with in theory.
Harder when the lesson came with lost money, bruised confidence, or a year you won’t get back.

Still - experience has a way of paying later.

It sharpens your instincts.
It changes what you tolerate.
It shortens the gap between seeing a red flag and acting on it.

Not every chapter produces visible wins.
Some exist to quietly upgrade your judgment.

And that upgrade shows up in every decision after.

Nobody talks about this part enough.

You can do it tired.
You can do it frustrated.
You can do it unsure.

You just can’t do it if you quit.

Keep going.


Image credit: Dearme2_ on Twitter/X

Here’s a hard truth most people avoid:

If you’re not making mistakes, you’re not moving forward.

I learned this the slow way.

Early on, I tried to get everything right.
Perfect plan.
Perfect timing.
Perfect execution.

And progress?
Basically stalled.

Things only changed when I gave myself permission to be wrong.

To test ideas that might flop.
To ship work that wasn’t perfect.
To learn out loud instead of waiting in silence.

Mistakes aren’t failure.
They’re feedback.

The people doing the most interesting work
aren’t avoiding mistakes.

They’re just willing to make them faster.

Safe paths feel good.
But they don’t teach much.

Growth always comes with friction.
That’s the price of trying something new.

Image credit: Tomas Gorny

Marketing is great they said…


P.S. If you write emails and you’re looking for inspiration, check out:

inboox.ai

10 years of rejection.

That's how long Squid Game's creator spent pitching his script.

Studio after studio said no.
Too dark. Too violent. Won't work.

Then Netflix took a chance.

28 days later, it became their most-watched show in history.

A decade of "no" turned into a $900M yes.

Most people quit after a few rejections.
They assume the silence means the idea is bad.

But rejection isn't a verdict.
It's just timing.

The right opportunity doesn't always show up first.
Sometimes it shows up tenth. Or hundredth.

If you're getting rejected right now, consider this:

You might not be wrong.
You might just be early.

Keep going.


Image Credit: Amy Sussman/WireImage; Noh Juhan/Netflix

How to survive marketing in 2026.

Open your laptop.
Check Slack.
Three notifications in…

…and you already feel behind.

Sound familiar?

In 2026, “digital marketer” doesn’t mean one role anymore.
It means the entire agency in one tab.

Copywriter.
Strategist.
Videographer.
Social media manager.
Designer.
Editor.
Analyst.

All before lunch.

From experience, the problem isn’t a lack of skill.
It’s the expectation that one person can do everything at once and do it well.

Burnout doesn’t come from hard work.
It comes from an impossible scope.

The marketers who survive aren’t the busiest.
They’re the ones who set boundaries, prioritize ruthlessly, and stop trying to be great at everything every day.

Because marketing isn’t about doing more.
It’s about doing the right things consistently.

Agree?

Most marketers track a ton of metrics.

Very few know which ones actually matter.

Here are 7 worth paying attention to, plus how to improve each one:

(bookmark this)

Our email domains kept getting blacklisted at my agency.

Everyone assumed we were sending too aggressively.

After diving into the data, we found the real issue.

18% bounce rate.
From a "verified" list.

We had bad data.

𝗧𝗵𝗲 𝗵𝗶𝗱𝗱𝗲𝗻 𝗰𝗼𝘀𝘁𝘀 𝗻𝗼𝗯𝗼𝗱𝘆 𝘁𝗮𝗹𝗸𝘀 𝗮𝗯𝗼𝘂𝘁:

Deals lost during 2-3 weeks of rebuilding.
Hours spent verifying and cleaning lists.
Teams questioning their skills when it's not their fault.
Buying new domains every month.

We thought this was just how outbound worked.

Then I saw a friend's company sending thousands of emails each week.
Same domains. Month after month.
Strong deliverability maintained.

They were using Prospeo.io's data.

SMTP handshakes verify emails before you send.
BounceBan removes risky addresses automatically.
Weekly updates catch job changes that kill domains.

After testing several providers, Prospeo consistently delivered the cleanest data.

Our domains have been going steady for months now.
Data prep time cut by 80%.
Bounce rates dropped from 18% to under 2%.

Clean data isn't just about deliverability.
It's about keeping your team confident and productive.

What hidden costs is bad data creating at your agency?

Brand partnership • Top Ecommerce Email Marketer | $200M+ Generated via Email

6 Copywriting Techniques You Can Leverage for Your Sales Pages:

No alternative text description for this image

January hits different for ecommerce founders.

Sales slow down. Costs don't.

You're staring at:
- Depleted inventory
- Q1 expenses stacking up
- Ad costs that won't wait
- Cash tied up in last quarter's orders

The revenue will come. But the bills are here now.

This is the ecommerce cash flow trap.

Most founders either:
→ Wait it out and lose momentum
→ Take on debt with rigid terms
→ Give up equity way too early

That's where Wayflyer comes in.

Capital in 24-48 hours. Non-dilutive. Flexible repayment based on your actual sales.

No giving up ownership. No waiting weeks for bank approvals.

You restock. You scale Q1 ads. You keep the momentum going.

$6B+ already deployed to brands like yours.

If your cash flow is playing catch-up, get your offer today: 

https://lnkd.in/gJsgPrrm


#WayflyerSponsor

I used to think GTM complexity was just part of the job.

Multiple tools. Manual handoffs. Workflows that took hours to build and days to fix.

Last week I tested Apollo's AI Assistant on something different: workflow creation.

Instead of clicking through menus and configuring triggers manually, I just described what I wanted in plain English.

The AI built the multi-step workflow in minutes.

What used to require:
→ A GTM engineer
→ Multiple tools stitched together
→ Hours of setup and testing

Now happens in a single conversation.

Same thing with building prospect lists, creating sequences, or analyzing campaign performance. Describe what you need. The AI handles the execution.

Most teams are still doing GTM the old way. Clicking through settings, connecting triggers, testing each step manually.

Meanwhile, the fastest operators are just talking to the AI.

GTM shouldn't require an engineering degree.
It should require clear thinking and the right tools.

Join the beta waitlist:

https://lnkd.in/gW2ZeEUb

#ApolloAIAssistant #ApolloPartner

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The Battle

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