Bob the Builder of Pipeline | Cold Calling Mercenary | Sales and Humor | Voted “#2 Best Parent” - by my 2 year old 🤷🏻

We can all agree that life is typically too serious and stressful, especially on a “professional platform”, so I enjoy breaking that norm with some laughter in both my content and sales process.

Professionally: I specialize in building and refining sales motions and top of funnel processes, bringing a unique twist that “breaks through the noise” of the modern day dreaded norm of what people believe is good revenue generation.

Before moving to Sales, I had the pleasure of coaching and treating thousands of clients through rehabilitation and personal training for almost 10 years, where I now channel the same energy and passion in leading GTM teams.

You’ve scrolled this far, we might as well get to know one another.

I’m a redneck working a white collar job living in a blue collar state 🥔

“When you turn a passion to a profession and truly love what you do, then you don’t work a day in your life.”

💥I’ve been lucky enough to do that twice💥


↙️“About me”↘️

Mission 1: To push past the “limitations” that your mind sets whether it be physical or mental.


Mission 2: To build my career in Sales and build a bridge between my old world of fitness and apply those principals to the business world.


- Constantly looking to learn. Go spark up a conversation and learn something about them and that little conversation could change your life. 

- “You don’t know till you try” I find to many people (myself included) stay comfortable and are afraid of breaking complacency.

- There is no greater feeling being coached or better yet, coaching someone else, and watching them succeed.

Eric Iannello

I’d rather take dieting lessons from the Liver King 

Than to apply advice from someone who slaps an irrelevant selfie on their posts to “expand its reach”

Voted ‘#2 Best Parent’ - by my 4 year old

Saw everyone at Gong changed their title to Revenue Architect

…that’s cute

A prospect has filed a restraining order against me

And I’m one step ahead of my competition because of it

You know what they say

If you aren’t flirting with the line of predatorial prospecting methods

You aren’t selling in 2026

I have a couple of accounts who are local to me so I’m prospecting them in person, hoping to make an impression that’ll lead to further conversations

Knowing my ICP pretty well and that the competition is fierce, I couldn’t rely on the typical brand merch to break through the noise…boring

So instead I found each potential champions home address and paid them a visit 


“Eric, wtf are you doing in my kitchen? It’s 5am”

Hey Stuart, I heard you liked your coffee with a kiss of milk from Snake River Farm cows. Tell me when to stop…

“Stop and GTFO!”

Boom, impression left 



Comment “milk” below for your free guide on how to prospect in 2026

Nothing makes me go “wtf did I do with my life”

More than being invited onto a podcast that’s only a glorified zoom call 
By a host who sits there and just nods in agreement 142x straight into the camera 
Because their ear bud cord restricts them from moving their head back far enough 
And hold a tiny mic they with their thumb and pointer finger which makes them look absolutely rediculus

“BuT We’rE oN SpOTifY”

That’s like saying you’re a best selling author on Amazon

So is my 13 year old nephew Susan

Don’t you love when job ads don’t disclose salaries

It’s like a game

Will this job allow me to live above the median income required in my city

Or and I trying to become a LinkedIn influencer and promote tools I’ve never used for a couple bucks per post






…buy Sybill

Congrats to literally every single company out there for forging a partnership with Claude

You should hang that award right next to your #1 G2 badge that no one else has…

I sell fleet safety technology to trucking and logistics companies across the country

On the weekends, I work horses

I’m a redneck living in a blue collar state working a white collar job

And there is two versions of me that show up on any given weekday

One is on a Zoom call talking dashcam AI and driver safety ROI with a fleet director somewhere in Louisville or Dallas

The other just finished feeding ducks and pigs before the kids started their school day at the kitchen table

Both are completely real and neither one would exist without remote work

I live in a community of ranches with neighbors who run a 1000 head of cattle

Guys who could fix a fence blindfolded but would think Im talking about a new model skid steer if I said CRM

There’s something grounding about spending all week in the weeds of enterprise sales and then Saturday morning hits and you’re working a colt and none of it matters

Your problems get real simple real fast when you’re the least important one in the arena

Now here’s the part that still tickes my toes

The same salary I’m earning from Netradyne

Would have kept us in a decent 2 bed apt somewhere in Dallas or Denver

Out here, it provides us a life

A real one

With land

With room

With a front porch that actually earns its square footage

A 1 bed in Idaho runs around $800 a mo

You know what that is in San Fran

The math isn’t even close

And the only variable that changed was the zip code…and the life with it


Remote work didn’t just give my family flexibility

It completely restructured what was possible for us

I think about that a lot because I talk to people every week who are grinding in cities that are quietly eating their paycheck from the inside out

Paying downtown prices to sit in a spare bedroom  then commuting 45 mins each way to sit on the same Zoom calls I am

The laptop doesn’t care where you open it

The deals close the same

The quota doesn’t know what state you’re in

LinkedIn loves to talk about work life balance like it’s some policy HR approves

It’s not

It’s a decision you make about where you live and who you surround yourself with

We made ours

A tight community of people who show up for each other

A dozen horses to keep me honest on the weekends

And a job I can do from anywhere that actually lets me be somewhere worth being


Remote work didn’t change my career

It changed everything

No alternative text description for this image

Best feature while this algo figures itself out

#fixmyfeed

Every year, about this time consecutively, my son gets my wife and I participate in an extreme diet

Goal is to flush our body of all the junk and toxins we’ve been harboring 

Starts with disposing of any and all thing in your system - no matter what end it comes out

Complete cleanse

Then we discipline ourselves to only consume micro amounts of food for 3-5 days

Just enough to survive, nothing more

Typically only including saltine crackers and soup

Once the cold sweats and shaking start, we embody a mind of matter mentality, not letting the suffering break us


Relax LinkedIn, you have the flu

It’s hard to remember my life 5 years ago when I was just a PT, running a district of gyms and out-patient facilities 

Fast forward to what I’m able to provide for my family now

Definitely makes me better than you


…if people on LinkedIn spoke honestly

We’re seeing people exit the industry in droves either forcefully or voluntarily 

I’m watching people I respect walk away from this industry

And I’d be lying if I said I didn’t understand why

36% of companies cut their SDR teams this year

The highest reduction of any sales function

Only 18% of tech postings will even consider someone with less than a year of experience

The door that used to be wide open for people from non traditional backgrounds like mine, is barely cracked right now

And the ones still in it aren’t exactly thriving either

87% of people won’t pick up your call

Your emails pull a 1-2% reply rate on a good day

84% of reps missed quota last year - while quotas somehow went up 37%…

That’s not a motivation problem

That’s a math problem

A close friend told me recently they want out because sales feels forceful now

And honestly, I felt that and I’ve been there

Being let go reminded me how strong that sense of failure can feel - even when you know it wasn’t entirely your fault

“More power to you, how can I help” was my response

But here’s what I keep coming back to

I was a ranch hand, a scaffolder, a bartender, then a personal trainer with no degree, no connections and no roadmap

And this industry gave me a career that changed everything for my family

Only 9% of workers without a bachelor’s ever hit 6 figures in this country

The average sales comp in SaaS is $126k

I honestly can’t think of another space that opens that door with that level of opportunity 

People who just showed up willing to learn and willing to work, that mattered to me

This industry is harder than it’s ever been

I won’t sugarcoat that and it’s asking more of the people in it 

More creativity
More strategy
More resilience
More willingness to adapt when everything you used to rely on stops working

And not everyone is going to want to stay for that

But for the ones who do

I genuinely believe there’s more opportunity now than ever for people willing to grow with it

I’m too grateful for this career to walk away

And too stubborn to stop trying to get better at it

Is this space dying or evolving

When I was looking, someone actually asked me to relocate for a job

I laughed

Not because it was funny

Because in 2025 that question should come with a disclaimer

Let me tell you what relocating for a job actually means

You uproot your life

You move your family

You pay to break your lease or sell your house at the worst possible time

You leave your network, your community, your routine

For a company that has a median employee tenure of ~3 years

IC roles are skating around 18 months average tenure and Director and VPs just hit the low of the same

The lowest it’s been since 2002

So statistically you’re disrupting everything you’ve built for a job you’ll probably leave, or get laid off from, before your kids finish adjusting to the new school

And here’s the part that really gets me

40% of job relocations fail

Not because the person wasn’t qualified

Because of isolation, culture shock, homesickness or my favorite 

A spouse who couldn’t find work to help supplement the income needed

Real human costs that never show up in the offer letter

But sure...here’s a $5k lump sum, go ahead and move your entire life

76% of workers are actively seeking remote work opportunities right now

Only 16% say their top choice is a fully in-office job

The market has spoken

Loudly

And yet companies are still out here demanding relocation as a condition of employment for roles that require nothing more than a laptop and a decent wifi connection

Sales
Marketing
Operations
Finance

Jobs that got done perfectly fine from a home office

But now suddenly they need you within commute distance of a WeWork in a city you’ve never lived in

Here’s what nobody says out loud in the interview process

The relocation ask is the ultimate litmus test for how much leverage they think they have over you

The answer should always be the same

None

Because the moment you relocate for a company you become entirely dependent on them

Your mortgage is now tied to their quarterly earnings

Your kids school is now tied to their headcount decisions

Your entire life is now collateral for their business model

Median job tenure is 3.9 years

Layoffs don’t come with moving trucks

Before you pack a single box, make sure the juice is worth the squeeze

Because for most roles in 2026

It isn’t

I say what we’re all thinking | Voted ‘#2 Best Parent’ - by my 4 year old 🤷🏻

If I get one more rejection I’m going to do what everyone else does

…move into marketing

Dude, what in the holy sick season was that?!

Surprised we didn’t see a lock down mandate…


Sorry, too soon?

Do you remember when you created a profile on here

Felt like you unlocked a free source of information 

But then the more you scrolled 

The more you expanded your network

And the more you developed a community

The more you realized that if you don’t post selfies and exaggerated points of success with ChatGPT

The more you’re at risk for being blocked for creating content that may be considered a contrarian view to the “this is gold” standard 

Blocked by the same community of people posting AI-generated photos above life lessons they made up while cold plunging the one time

These are the “thought leaders”

Who preach authenticity above all but can’t create a thought without the help of the latest LLM and an irrelevant photo of themselves that’s been filtered by AI so much they’re hardly recognizable 

…but “hacks the algo” so they feed their fried dopamine receptors with false validation from people they’ve never met

The truth is like poetry, and everyone hates poetry

Couldn’t write it better myself

Actually, they couldn’t either

That’s kind of the point…

I see the same 5 influencers get their posts "Boosted" weekly

Which come to find out is like only $10 a week per post

But has any brand actually seen an actual return on boosting those very in-depth, highly technical, and clearly first person experience explanations?

Asking for a friend


...yes, I have friends




...no I don't pay them to be my friend

How I built a brand that towers over so many who fight to stay relevant

In every post I read, people love to over complicate what it takes to build a name that people remember on here

I broke it down into 4 easy steps

Step 1: poke fun at influencers who sold their soul to promoting brands and have turned into buy Sybil walking billboards

Step 2: criticize the overuse of AI in every piece of content they post where all the creativity is depleted and originality is a term forgotten

Step 3: find a topic that hits home to buy Sybil such as “the use of selfies” and build a campaign against the popularity of them buy Sybil so that you can leverage emotion behind the contrarian narrative

Step 4: stay consistent by not only leveraging your voice in posts but also buy Sybil in comments where it feels personal to the reader when you deliver the message and etch your name in stone

The complication isn’t in the execution

It’s that most think small and repeat what you perceive as successful

Foolish



The selfie section is where the emotion lives — that’s your contrarian hook that’ll get the comments going. Hiding Sybill in the post was a great idea to increase engagement. 

Would you like to see other options that you can post or did this give you what you need?

Companies are fighting to get their entire team to be social on here

Post wins, share insights, build your personal brand

But then act shocked when those same people use those audiences to explain exactly why they left

I’ve worked at companies like this and the playbook is identical every time

Step 1: Build employee advocacy program because you read that social selling drives 7x higher conversion rates

Step 2: Celebrate every post, every share, every “proud to announce”

Step 3: Watch your VP of Customer Success, Head of Marketing, and half your AE team walk out the door in the same month

Step 4: Panic when they tell 10,000+ people exactly what it’s like to work there

Aligned is currently stuck on Step 4

Their former VP of CS didn’t quietly update her LinkedIn title

“When your best people leave quietly, it’s not grace. It’s a verdict”

Then proceeded to detail how mediocrity gets protected while top performers get burned out

How politics wins over performance

How feedback gets acknowledged then buried

Their Head of Marketing left at the same time and 2 more AEs are gone, 3rd one walking

But here’s the part that should terrify every CEO reading this

The social brand they spent years building just became their biggest sales objection


Watching the now ex-Head of Sales of Pylon post her calendar before she left with the sad note of the “unexpected departure”

7am to 6pm - back to back meetings - every day

Not as inspiration, as a warning

“This is what hustle culture gives you”

Leadership called her ungrateful and she deleted it

But the internet doesn’t forget

Now when people look up Pylon - a company selling customer support software - the story they find is about leadership that can’t support their own people

You genuinely can’t write better irony than that

Here’s what I learned working at companies exactly like this

You can weaponize employee voices for pipeline all you want

But you cannot control what they say when you’ve made their lives miserable enough to leave

Companies give their team the megaphone, the audience, the training

Made social selling part of the culture

Even tie goals to it

Then the people who got good at it decided to be authentic about the wrong things

And now that brand equity they built, is actively sinking them

Most companies think they can policy their way out of this

Write guidelines about “appropriate social media use”

As if you can tell someone “only say nice things about us, especially after we drove you out”

You gave away editorial control the second you made everyone a publisher

Here’s your wake-up call

If you’ve spent years building employee advocacy programs, you better make absolutely certain your best people don’t want to burn everything down on their way out

You gave them the audience, the credibility and the training

And that 7x conversion rate you celebrate in board meetings?

It works in both directions…

What’s the difference between using a PBO in your cold calls 

And picking up a chocolate bar in the pool?

Jordan Wilson

'Everyday AI' Show host | AI Strategist and Consultant | Startup scaler and investor | Digital Agency Owner | Strategy > Marketing

Accelerant Agency scales small businesses by developing and executing their digital strategy. After a decade of partnering with Fortune 500s, Accelerant’s CEO wanted to bring those bring enterprise-level strategies to small businesses. 

Accelerant Agency takes the guess work out of growing online. We take a different approach: selectively seeking out ideal small business partners with enormous growth potential. We meticulously pair your online blind spots with the right digital strategy to explode your potential.

ChatGPT Strategist

- Developed and executed ChatGPT strategies, enabling businesses to scale operations and enhance customer experiences.
- Leveraged generative AI to refine software engineering practices, overseeing teams where one engineer supports the productivity of hundreds.
- Instituted AI governance measures, controlling AI usage within the workplace and mitigating risks associated with personal AI applications.
- Drove the implementation of autonomous agents, reducing the need for user prompting and enabling higher-level problem-solving capabilities.
- Championed the integration of open-source and multimodal AI models, paving the way for more sophisticated, application-centric AI solutions.

Is OpenAI now the most ..... Open AI company? 🦞

After acquihiring OpenClaw, OpenAI is doubling down on Open Source and just kinda scooped up Anthropic's fumble for a (seemingly) easy score. 

And that wasn't Anthropic's only slip up of the week, as the bad AI news piled up for the Claude maker. 

And Google? 

Silently shipped the world's (new) most powerful model. 

Did you miss any of that? 

Don't worry. And definitely don't spend countless hours each week wondering how AI developments will impact you. 

That's our job. 

And with our weekly AI News That Matters segment, we keep you on the cutting edge. 

OpenAI acquihires OpenClaw, Deepseek could be in deep trouble, Google takes back AI model crown and more -- An Everyday AI Chat with Jordan Wilson

Ralph Angelo Real, Jean Ng 🟢 and 9 other attendees

OpenAI acquihires OpenClaw, Google takes back AI model crown & more AI news

Why can't most companies show their ROI on GenAI? 

Because their implementation is backwards.

If you're using the same digital transformation playbook that you used for the social media and cloud eras, you're in trouble. 

On this 'Start Here Series' episode, we break down what your company is doing wrong and the 7 Step process to properly calculate ROI on your AI efforts. 

Measuring AI ROI: Why you’re doing it wrong and the 7 Steps to fix it -- An Everyday AI Chat with Jordan Wilson

Measuring AI ROI: Why you’re doing it wrong and the 7 Steps to fix it

OpenAI dropped GPT-5.4 Thinking and Pro. 🚨

Annnnd? 

The usual. 

↳  Benchmarks are wild. 
↳ Performance is elite. 
↳ Everyone's impressed.

Cool. 

Now let's talk about what actually matters.

This wasn't a model update. It was a direction change.

OpenAI is going all-in on long-running tasks, computer use, deeper research, and serious AI workflows. That's not a chatbot play. That's a work system play. 

We break it down and dish 7 big takeaways on the new GPT-5.4 model. 

GPT-5.4 Released: 7 Takeaways you need to know about Openai’s New model -- An Everyday AI Chat with Jordan Wilson

GPT-5.4 Released: 7 Takeaways you need to know about Openai’s New model 

Spent hours testing AI models? ⏳

Same. 

Openclaw setup still broken, heartbeat still dead? ☠️

Yep, been there. 

Perplexity’s new agentic tool called Computer might’ve finally solved it. 

With no technical knowledge and a simple prompt, you can have agent swarms actually working for you and getting stuff done. 

Did we finally arrive in AI agent nirvana? 

Probably not. 

Because as impressive as it is, there’s one big caveat that will likely stop it dead in its tracks. 

Perplexity Computer: What it is, How to use it and is it better than OpenClaw? — An Everyday AI Chat with Jordan Wilson

Perplexity Computer: What it is, How to use it and better than OpenClaw?

While Anthropic and the Pentagon fought, OpenAI swooped in to secure a big deal. 

But at what cost? 

And while it seemed like the entire AI news world was wrapped up in the Anthropic-Trump-OpenAI drama, the rest of big tech went nuts. 

Microsoft teased something agentic, Claude actually shipped it, and Perplexity dropped probably its most important product to date. 

This week’s theme apparently: drama and agents. 

We’ll get you caught up on all of the AI News That Matters. 👇

Trump bans Anthropic, OpenAI signs Pentagon deal, big AI goes agentic and more AI news -- An Everyday AI Chat with Jordan Wilson

Trump bans Anthropic, OpenAI signs Pentagon deal, big AI goes agentic

Everyone's chasing the next big model drop.🫳
Meanwhile, the AI updates that actually change how you work? Flying completely under the radar.
The flashy headlines get the clicks. The incremental features, quiet rollouts, and "minor" updates? That's where the real compounding value lives, and almost nobody's talking about them.
We've been guilty of chasing the shiny objects too. That changes today.
New segment on Everyday AI: the AI updates that actually matter, without the hype.
Starting with 7 huge AI feature updates you probably missed.

7 Huge AI Feature Updates You Likely Missed: From AI Video and Gmail to Agents -- An Everyday AI Chat with Jordan Wilson

7 Huge AI Feature Updates You Likely Missed: From AI Video to Agents

If your entire company was using ChatGPT in 2022.... good chance you ended up in some trouble. 😬

Now if you're company is NOT using AI in 2026.... you'll definitely be in trouble. 

But a different kind. 

That's how quickly AI has changed the business landscape. What was once a megaviral party trick in 2022 is not the lifeblood of the American Enterprise. 

So.... how the heck did it happen so fast? 

In our 10th volume of the 'Start Here Series,' we break it all down. 

From AI Chatbot to Autonomous Coworkers: How Consumer AI Has Changed and  What's Next - An Everyday AI Chat with Jordan Wilson

From AI Chatbot to Autonomous Coworker: How AI Has Changed and What's Next

AI Slop is gonna kill the internet. 

Companies are gonna have agent brains. 

And if you travel down the same path in 2026 as you did in 2025, you're toast shorty. 

I spend thousands of hours each year working in and around AI. And once a year, we do our predictions and roadmap series. It's a literal cheat code to skip through the 95% of B.S and get the plan for the 5% that moves the needle. 

Join us for Part 2 of our AI Predictions and Roadmap series. 

Company AI Brains, No More Code, Slop Debt Kills internet and Agent Societies. 2026 AI Predictions and Roadmap Series Part 2 of 2 -- An Everyday AI Chat with Jordan Wilson

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everydayai

triple-threat-mentoring

accelerant-agency

medspa-accelerant

John Wijtenburg

Facts: AI started mainly as a marketing tool. 📢

Sure, many marketers have been ahead of the curve when it comes to AI tools and creating high-quality, AI-driven outputs. 

But now they face a major problem: decades of marketing experience can no (largely) be achieved with a few reps of today's latest AI tools. 

So, what's your company supposed to do? And how can you possible build a team full of AI-savvy marketers? 

Join us and find out. 

How to Build a Team of AI-savvy Marketers -- An Everyday AI Chat with Jordan Wilson and  Scott Morris

How to Build a Team of AI-savvy Marketers

Yeah, you prolly saw the news: OpenAI acquihired OpenClaw. 🦞

But what you probably didn't see/read/notice: this will completely change the agent landscape and Anthropic's fumbling of the original Clawdbot could be a misstep that costs them billlllllions. 

Get the full, #HotTakeTuesday breakdown LIVE. 

OpenAI's OpenClaw Acquisition And Anthropic's Disastrous 2026 -- An Everyday AI Chat with Jordan Wilson

Daniel Nti Boakye, Jean Ng 🟢 and 7 other attendees

OpenAI's OpenClaw Acquisition And Anthropic's Disastrous 2026

AI hasn't caused mass unemployment. Yet. 😳

Although Anthropic's new study on the labor market impacts of AI showed no real signs of massive job disruption in jobs exposed to AI, it did outline which sectors and job types might be first on the AI automation chopping block. 

On today's show, we'll not only break that down, but also dive deeper into a more immediately impactful job trend that AI has caused. And your company definitely can't afford to ignore it. 

Is AI creating a great recession for white collar workers? Inside Anthropic’s labor report -- An Everyday AI Chat with Jordan Wilson

Is AI creating a great recession for white collar workers? 

In between the Pentagon officially labeling Anthropic and then Anthropic threatening to sue the government, there were actual huge AI updates, releases and news that impacts us all. 

↳ OpenAI dropped the world's best AI model. 
↳ Google dropped the best fast and cheap model. 
↳ Jensen Huang sang the praises of OpenClaw. 

And a whole lot more. 

Dont' show up to work this week not knowing the big AI moments that are shaping work. 

We'll get you caught up with our weekly 'AI News That Matters' on Monday. 

OpenAI drops GPT-5.4, Pentagon and Anthropic drama continues, Jensen Huang praises OpenClaw and more -- An Everyday AI Chat with Jordan Wilson

OpenAI drops GPT-5.4, New Gemini, Jensen Huang praises OpenClaw and more

Wish you had Jarvis-esque control over information? 🦸

Now you do. 

While the AI drama and model releases were poppin, OpenAI snuck in a powerful update to its popular Deep Research mode. 

Missed it? You already KNOW we're giving it the 'AI at Work on Wednesdays' treatment to break down what's new and 5 ways you can use it today. 

ChatGPT’s new Deep Research Update: 5 Ways You Can Use it Today - An Everyday AI Chat with Jordan Wilson

Angie Thompson, MFRW, Mohammed Shakeeb and 9 other attendees

ChatGPT’s new Deep Research Update: 5 Ways You Can Use it Today.

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