Aggressively Human: Online Business in the Age of AI, Algorithms & Automations

40 Episodes
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By: Meg Casebolt & Jessica Lackey

In a world focused on more: more content, more followers, more marketing, more scale, more noise… we’re facing less trust, less contact, less reach. We’re drowning in AI-generated slop, being pitch-slapped by “personalized” email funnels that couldn’t be farther from authentic, and struggling to be seen by a pay-to-play algorithm. It’s never been easier to create and connect more cheaply and at more scale, with less trust and more skepticism. But for experts and service-based businesses? We’re seeing the pendulum swing back. The answer isn’t to play by these trends. It’s to be **aggressively human...

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How we designed our fall programs (and who they're actually for)
How we designed our fall programs (and who they're actually for) episode artwork
Today at 10:00 AM

Most program pages tell you what you get — the calls, the modules, the bonuses. They almost never tell you why the thing is six weeks instead of six months, or why the schema markup lesson moved from week three to week six.

In this episode, we walk through our own fall programs: Meg’s Signal, a year-long mentorship focused on AI discoverability, and the seventh round of Jessica’s Define Your Foundations cohort. We’re not pitching them so much as taking them apart — what’s in each phase, what order things go in, what we changed after watchi...


Why We Need a Party for Our Failures with Jess Manuszak
Why We Need a Party for Our Failures with Jess Manuszak episode artwork
08/27/2026

[A note before you listen: This episode includes candid discussion of suicide, suicidal ideation, mental health crisis, psychiatric hospitalization, addiction, and chronic illness. Please take care of yourself — skip it, save it for later, or listen with someone.]

Failure is one of the only universal experiences in business, and it’s also the one we’re least willing to say out loud. Most of the time when failure does get talked about publicly, it’s been sanded down into a tidy redemption arc or it’s behind a paywall. Jess Manuszak decided to throw a party instead.

In th...


The secret to becoming referable
The secret to becoming referable episode artwork
08/20/2026

We’re both getting pitched constantly by emails that clearly came from a bot that scraped our show notes, and the reason they don’t work isn’t the outreach itself.

It’s that there’s no distinct perspective behind it.

In this episode, we talk about the chicken-and-egg problem underneath developing a reputation and referrals: you need a point of view to get in the room, but you need to be in rooms with actual humans to sharpen a point of view. We get into why AI-workshopped positioning defaults to the average of what everyone e...


Making a lifetime of work legible with Jessica Abel
Making a lifetime of work legible with Jessica Abel episode artwork
08/13/2026

Most of us who work for ourselves aren’t one clean thing—we’re cartoonists who also teach, consultants who also write, coaches who also run the whole business. And after a couple decades of that, you can end up with an enormous body of work that almost nobody can actually see, least of all the AI tools now deciding who you are. To talk through what to do with a career’s worth of ideas, we’re bringing on Meg’s friend, colleague, and client, Jessica Abel.

Jessica is a cartoonist and author turned business coach for professi...


We're back! Our summer hiatus recap
We're back! Our summer hiatus recap episode artwork
08/06/2026

Aggressively Human went on hiatus for July, and we’re back to talk about what the break actually looked like!

In this episode, we catch up on what our month off actually looked like — Jessica’s West Coast “book tour” meeting Deeper Foundations members across four cities, and Meg’s glaucoma surgery and a quieter, more foundational summer of business work.

We talk about travel, illness, eye surgery, membership relaunches, and the discomfort of resting without immediately filling the space with something new — plus why a genuine pause turned out to be exactly what both the business a...


Our summer downshift (and our July podbreak)
Our summer downshift (and our July podbreak) episode artwork
06/25/2026

Taking the whole month of July off breaks the weekly cadence we’ve held all year—and one of us is famously bad at taking time off. But this isn’t a best-of rerun or a quiet fade; it’s a deliberate choice to downshift, and we wanted to talk openly about why we’re making it and what it actually takes to pull off.

In this episode, we get into what’s behind our summer sabbatical: the planning required to step away (turns out you have to prep in advance), why listenership naturally dips in the summer, and...


"Would Recommend": How to build customer experience with Nikki McKnight
"Would Recommend": How to build customer experience with Nikki McKnight episode artwork
06/18/2026

When you need a VA, a podcast producer, or just a new place to get your nails done, what do you actually do? You ask someone. But we don’t recommend someone who just gets the job done — we recommend those providers with outstanding customer experience.

In this episode, we talk with Nikki McKnight—Meg’s romance-podcast co-host, operations expert, and newly minted Certified Customer Experience Professional—about why she niched her business down into customer experience and launched a new business podcast called Would Recommend. Nikki walks us through how she went from “I can do everything”...


From Domains to Entities: Being Findable in 2026
From Domains to Entities: Being Findable in 2026 episode artwork
06/11/2026

SEO in 2026 doesn’t look anything like it did even a year ago, or even a month ago as you’re reading this in June of 2026. If you’re still thinking in terms of domains and backlinks and keyword-driven page views on Google, it’s time to update your worldview.

In this episode, Meg breaks down entity-focused search and discoverability: the shift from optimizing the domain versus optimizing the entity and the person. She explains what an entity actually is (think of it as a star in a constellation, or a suspect on a murder board with red stri...


Using email as a service provider vs. creator with Bev Feldman
Using email as a service provider vs. creator with Bev Feldman episode artwork
06/04/2026

Most email marketing advice gets written for one audience: other online business owners. The cadences, the launch sequences, the “reply and let me know what you think” CTAs — they all assume the person on the other end is in the same world you are. They’re not, if you’re a therapist or a financial advisor or a lactation consultant. Your clients may not reply to your emails with “loved this!”, don’t expect launches, and aren’t waiting for your next email.

In this episode, we’re joined by returning guest Bev Feldman, email marketing strategist for credentialed pro...


"But what if someone steals my idea?"
"But what if someone steals my idea?" episode artwork
05/28/2026

Getting ripped off online used to feel like the worst-case scenario for putting your ideas out there. Now it’s a near-certainty — your work has already been scraped, ingested, and trained on, whether you wanted it to be or not. But, on the other hand, if you don’t claim your expertise early and often… you can’t be the one cited and known for your work.

In this episode, we talk about the tension between wanting to be found and being afraid of being stolen from — and why the answer isn’t to publish less. We get into what...


BTS: Evolving the Deeper Foundations Membership from 20 to 150 members
BTS: Evolving the Deeper Foundations Membership from 20 to 150 members episode artwork
05/21/2026

After nearly two years and a survey of 50+ members, Jessica’s Deeper Foundations membership had clearly outgrown its original container — and Jessica finally had the data to prove what was working, what was friction, and what needed to be rebuilt.

In this episode, Jessica walks Meg through the full arc: how the membership started as a 10-lesson video library for 20 superfans, grew to 150+ members with 2-3 weekly events, and what happened when she asked them what they needed now that the membership had grown. She shares the five member profiles she identified, the eight themes Claude surfaced from...


Build it or buy it? Vibecoding with Joe Casabona
Build it or buy it? Vibecoding with Joe Casabona episode artwork
05/14/2026

AI coding tools have made it possible for anyone to build an app by just describing what they want. And solopreneurs are doing exactly that—from quiz tools to iOS apps to full CRMs. However, there’s a lot more to this conversation.

In this episode, we’re joined by Joe Casabona of the Streamlined Solopreneur. Joe has a master’s in software engineering and spent 20+ years as a developer before pivoting to help solopreneurs build systems that let them actually take time off. He’s been deep in the vibe coding world—building iOS apps, beta reader tools...


When AI FOMO is real: Speed vs. Discernment
When AI FOMO is real: Speed vs. Discernment episode artwork
05/07/2026

The AI adoption conversation in early 2026 is loud, fast, and full of warnings that you’ll be left behind if you don’t move now. But for most of us, the real question isn’t how fast you can adopt every new tool—it’s whether the tool or use case is right for your business.

In this episode, Jessica shares her own journey from existential AI FOMO in January (OpenClaw! ClaudeCode! Opus! Oh my!) to a more grounded relationship with which tools actually serve her business. Meg brings her framework on early adopter cycles, the system stress tha...


Why you should care about Business Governance structures with Strange Birds
Why you should care about Business Governance structures with Strange Birds episode artwork
04/30/2026

Business governance — LLC, C-Corp, Co-Op…. sounds boring as hell. But is it?

Instead of setting up a traditional partnership or agency, Anna and Janel of Strange Birds did something different — they spent a year building out the governance structure of a worker-owned cooperative.

Anna has been running Strange Birds, an idea specialist consultancy for over six years; Janel joined two and a half years ago after leaving Meta — and instead of just adding a second name to the partnership agreement, they restructured the whole business as a worker-owned co-op.

We dig into what a cooper...


Creating an AI Clone with Diann Wingert
Creating an AI Clone with Diann Wingert episode artwork
04/23/2026

AI clones and GPTs are increasingly common, which brings forth so many questions! But the “aggressively human” question we’re exploring today is how much care, curation, and legal scrutiny goes in before you release it to real people.

In this episode, we talk with return guest Diann Wingert, ADHD business coach and host of the ADHDish podcast, about Di AI — her newly launched digital coaching clone. Diann is a former psychotherapist turned business coach who works exclusively 1:1, and she just released a Coachvox-built AI version of herself in beta to current and previous clients.

We get i...


Cozy Launching: Launching while Life-ing
Cozy Launching: Launching while Life-ing episode artwork
04/16/2026

We’re both mid-launch as we record—and neither of us is following the big launch playbook. In this episode, we turn the mic on our own businesses as we’re launching while life-ing. Meg renamed her core program from a membership to a mentorship—the Signal Mentorship—and is figuring out how to re-sell something she’s already sold many times over when the positioning has changed. Jessica sold her six-month cohort almost entirely through personal emails, membership upgrades, and alumni re-enrollments, and is calling it what it is: a cozy launch. (Meg has to remind Jessica that that still c...


Is your inner child running your business with Nicole Lewis-Keeber
Is your inner child running your business with Nicole Lewis-Keeber episode artwork
04/09/2026

Which version of you is running your business right now? It might be your inner 16-year-old who thinks networking is stupid, or your inner 6-year-old who learned the only way to be seen was to prove how smart she was. Your nervous system doesn’t really care whether you call it mindset or trauma — it’s going to do what it’s going to do.

In this episode, we talk with Nicole Lewis-Keeber, MSW, licensed clinical social worker, ICF-credentialed coach, and certified Dare to Lead facilitator, about how childhood trauma and nervous system responses show up in the way...


Community Trends for the Age of AI with Becky Pierson Davidson
Community Trends for the Age of AI with Becky Pierson Davidson episode artwork
04/02/2026

In 2026, “community” is the new trend. The barrier to entry to launch a membership or community is lower than ever, which means the bar for making one worth staying in has never been higher.

In this episode, we talk with Becky Pierson Davidson, founder of Affinity Collective, a boutique agency and the digital product partners behind memberships and apps that actually work. Becky spent a year as head of product at BossBabe managing thousands of members, decreased refund rates, and came out with a clear-eyed framework for what makes community sticky. She now works with 6, 7, and 8-figure foun...


Name It and Claim It: Our perspective on Frameworks
Name It and Claim It: Our perspective on Frameworks episode artwork
03/26/2026

In this episode, we talk about frameworks — what they actually are, why they matter more than ever for getting found in AI search, how they set your work apart, and how they work as a sales tool without turning your discovery call into a free consulting session.

Search has changed — and with it, that means how we approach our content has changed. Five years ago, a broad range of posts and decent keyword density was enough to get found. Now Google and AI tools are matching intent, not just words… so what do you do when you need t...


Notion, ADHD, and Actually Useful AI Agents with Meighan O'Toole
Notion, ADHD, and Actually Useful AI Agents with Meighan O'Toole episode artwork
03/19/2026

Many conversations about AI in the entrepreneur space default to content generation — blog posts, social captions, first drafts. But that’s only one layer of what AI can do, and for a lot of people, it’s not even the most useful one.

In this episode, we’re joined by Meighan O’Toole of Ops+Bots, a Notion architect and workflow specialist who helps small teams build scalable systems they’ll actually use. Meighan has been using Notion since 2019, is a Notion Ambassador, and brings a perspective shaped by ADHD and navigating long COVID — including nearly a full year wher...


How being human has built a web design business with Shannon Mattern
How being human has built a web design business with Shannon Mattern episode artwork
03/12/2026

What if the answer to growing your business wasn’t building a funnel or crazy AI workflows, but being human, and building discernment and relationships?

In this episode, we talk with Shannon Mattern, founder of the Web Designer Academy, where she teaches web designers how to package, price, position, and sell their services. She came up through freelance web design herself—undercharging, over-delivering, treating clients like bosses—before closing that side of her business and pivoting to teach others what she had to learn the hard way.

We talk about what’s actually driving undercharging, how AI i...


Self-Employment as a Spectrum with Amelia Hruby
Self-Employment as a Spectrum with Amelia Hruby episode artwork
03/05/2026

The narrative surrounding self-employment is often binary: you’re either running a full-time business or you’re not. But is that the reality? What would be possible if we treated self-employment as a spectrum? And what do we face as we move across the spectrum in terms of time, money, and momentum? For this discussion, we’re welcoming back Softer Sounds founder, Off the Grid host, and author Amelia Hruby.

In this episode, Amelia shares what led her to a significant decision at the end of 2025: scaling back her podcast studio Softer Sounds dramatically and putting herself on a s...


Is it burnout or boredom?
Is it burnout or boredom? episode artwork
02/26/2026

Every business owner hits that point where the thing that used to light them up now feels like a slog — and it usually happens right when the work matters most. Whether it’s February fatigue, launch number seven, or the creeping suspicion that you’ve said everything you have to say, the impulse to burn it down and start fresh is real. But is it burnout, boredom, or just a season?

In this episode, we talk about the difference between being tired of something in your business and being done with it. We dig into the natural cycles...


Are we recording a podcast or a leading a movement?
Are we recording a podcast or a leading a movement? episode artwork
02/19/2026

Most podcasts don’t make it past episode 10. But somewhere around the year mark, something shifts—what started as exploring ideas and meeting people can quietly become something bigger, with more weight and more responsibility than you signed up for.

In this episode, we explore the difference between hosting a podcast and leading a movement. We talk about the three types of motivations for a platform: the desire for fame, the intentional choice to lead with a platform, and the moral imperative—when you have something to say that no one else is saying.

This is a c...


The State of Social Media in 2026 with Andréa Jones
The State of Social Media in 2026 with Andréa Jones episode artwork
02/12/2026

Social media in 2026 is definitely not the same as before 2020—and not even the same as it was last year. And for our “Aggressively Human” take on how social fits in your marketing stack, we’re bringing on our favorite Mindful Marketing mentor and return guest Andréa Jones.

In this episode, we’re talking about what’s actually happening on social platforms in 2026, especially for expertise-led businesses that don’t want to become full-time media companies.

We talk about the TikTok effect, discovery-driven algorithms, and why entertainment now beats education on most feeds. Andréa shares how she...


Has the "online course bubble" popped?
Has the "online course bubble" popped? episode artwork
02/05/2026

Lately, a lot of well-known course creators have closed their flagship programs or shut down their podcasts. Other online course creators who will “never again sell live training”…. well, they’re back with live training.

Is the course bubble over? Will AI shut down courses? Or is this just an industry hot take to get clicks and views?

In this episode, we talk about what’s actually happening with courses right now—and what’s not. We look at why self-guided, evergreen courses worked for so long, why they’re struggling to convert and retain attention now, a...


The stories that get shared: Community-Forward Media with Lex Roman
The stories that get shared: Community-Forward Media with Lex Roman episode artwork
01/29/2026

In this episode, we talk with Lex Roman, founder of Revenue Rulebreaker, about why solopreneurs and micro-business owners are almost invisible in mainstream business media—and what happens when someone actually builds a platform for them. Lex shares how Revenue Rulebreaker grew out of a personal experiment in becoming a full-time creator and turned into an independent media publication focused on indie businesses, real revenue experiments, and work that doesn’t fit the venture-scale mold.

We spend a lot of time on what’s broken in business media: pay-to-play outlets, thought leadership that’s really just a sales fu...


The expert's paradox
The expert's paradox episode artwork
01/22/2026

The longer you’ve been doing your work, the harder it can be to explain it.

In this episode, we talk about what we’re calling the expert’s paradox: why people with real experience often struggle to publish clearly, while less-experienced voices seem perfectly comfortable shipping simple advice. We see the seven-part blog post that will take 21 hours to write, and know we can’t stop with the simple AI-generated “5 simple tips” framework. We look at how this shows up in content, marketing, and tool recommendations—and why experts tend to freeze once they can see all the nuance...


Goal-Setting: An Aggressively Human POV
Goal-Setting: An Aggressively Human POV episode artwork
01/15/2026

It’s New Year, New You Time - which means it’s time for goal setting! (Cue the cheers and the groans).

But we have thoughts on traditional goal setting. In this conversation, we talk about how outcome based goals are often ineffective (and the fast path to burnout), and instead focusing on what’s in our locus of control.

We talk about the difference between “bottoms up” and “top down goals”, and how your stage of business and business model informs what matters. You’ll get to hear Jessica get on her soapbox about “10x is easier than 2...


What makes communities work in real life with Raven O'Neal
What makes communities work in real life with Raven O'Neal episode artwork
01/08/2026

(FYI - the last 10 minutes has more f bombs than usual if you’ve got kiddos with you).

Who doesn’t want to fit in to their local entrepreneurial communities—but how many communities miss the mark, especially for solopreneurs and expert-led businesses? We’re joined by Raven O’Neal, co-founder of Startup Women NC and founder of Savvy Gal Media, to talk about what actually keeps a community alive once the initial excitement wears off.

We talk about what Raven has learned building a local community: how most ecosystems are designed for scalable startups, not people...


A tale of two book launches: Behind the Scenes with Amelia Hruby
A tale of two book launches: Behind the Scenes with Amelia Hruby episode artwork
01/01/2026

Happy new year!

For our first episode of 2026, we’re sharing the behind the scenes of two milestones from 2025. This episode originally appeared on the Off the Grid Clubhouse for paid subscribers, so we’re thrilled Amelia Hruby, PhD has shared this episode with us, so we could share it with you!

Go behind the scenes of two book launches: Amelia’s Your Attention is Sacred Except on Social Media and Jessica’s Leaving the Casino.

You’ll get two behind-the-scenes views into self-publishing, including super transparent numbers on our audience sizes and book sales...


What our bodies are actually telling us with Helen Tremethick
What our bodies are actually telling us with Helen Tremethick episode artwork
12/18/2025

In this episode, we talk with Helen Tremethick about the somatic experience of building and running a business. Helen shares how her work shifted from copywriting into regenerative business design, and how somatic education changed the way she thinks about change, responsibility, and client work.

We spend time on the gray areas that don’t get talked about much: how to tell the difference between resistance and a real boundary, why not every hard thing is misalignment, and how we can navigate through uncomfortable stretches in our business. We get clear about scope of practice and why sh...


Do you *need* more strategy? Strategy versus Implementation
Do you *need* more strategy? Strategy versus Implementation episode artwork
12/11/2025

Most people think they have a strategy problem. What they actually have is an implementation problem.

In this episode, the two of us talk honestly about something we see over and over again—in our clients, in our businesses, and sometimes in ourselves: the difference between having a strategy and having the support to actually do the work. We both love a good plan, but we’ve watched plenty of perfectly sound strategies fall apart the moment they hit a real calendar, a real workload, or a real human with limited energy.

Our conversation explores what...


Our Aggressively Human 1-Year Retrospective
Our Aggressively Human 1-Year Retrospective episode artwork
12/04/2025

It’s the one-year anniversary of Aggressively Human! In this milestone episode, we look back at the first fifty-two episodes of the show—what surprised us, how the podcast has performed (and what does performance even mean?), and how podcasting has shaped both our friendship and our businesses.

We talk about what makes co-hosting work: shared accountability, complementary energy cycles, and overlapping but distinct guest networks. We talk about how the Aggressively Human podcast served our business goals that we set out for a year ago. We share the behind-the-scenes lessons of running a human-centered podcast—everything from s...


Gratitude to go along with your turkey and gravy
Gratitude to go along with your turkey and gravy episode artwork
11/27/2025

It’s our first US Thanksgiving episode!

And while many podcasts are paused today, we wanted to bring some Aggressively Human to you while you’re cooking, carving, or just getting out of the house in between football games.

We want to say thank you to our listeners. Thank you to anyone that has rated the podcast on your preferred podcast player!

Thank you to our commenters, the ones who tell us what they loved or have questions about in the episodes.

Thank you to our guests, who make time to come...


Retainers, Courses, and How Solos Scale with Nick Bennett and Erica Schneider
Retainers, Courses, and How Solos Scale with Nick Bennett and Erica Schneider episode artwork
11/20/2025

What if the most human decision in your business is your offer structure?

In this episode, Jessica and Meg are joined by Nick Bennett and Erica Schneider, the duo behind Duo Consulting, for a conversation about business models, burnout, and what’s really behind scale. They trace their journey from the course boom and “productized” advice back toward deeply human, high-touch service work—and the freedom that came with doing less, but better.

They talk about what happens when you stop selling one-time solutions and solve recurring problems, how to rethink retainers, and why “selling like a hum...


Why We’re Blogging Again (and You Should Too)
Why We’re Blogging Again (and You Should Too) episode artwork
11/13/2025

After years of focusing on podcasts, teaching, and newsletters, Meg just released her first blog in three years. In this episode, Meg and Jessica talk about why it’s time to come (back) to blogging—and why it matters more than ever in a world of shifting platforms and AI-driven search results.

They share the practical and philosophical reasons behind the shift: protecting your intellectual property, proving you got there first, and creating a timestamped body of work that can be found, cited, and built upon. It’s how you build a business on rock instead of the sa...


Ensh*ttification is by design (and what to do about it)
Ensh*ttification is by design (and what to do about it) episode artwork
11/06/2025

The platforms we built our businesses on are breaking down—and not by accident. In this episode, Jessica and Meg take on ensh*ttification, the term coined by Cory Doctorow to describe how digital platforms inevitably decay over time. From Facebook and LinkedIn to Substack and AI, they discuss the predictable four-phase cycle that turns once-useful tools into algorithmic wastelands.

Book released October 2025

Jessica walks through what that cycle looks like for LinkedIn and Substack, while Meg connects it to the decay of creative platforms like Medium and Kindle publishing. Together, they explore what creators an...


Beyond Copywriting: AI Bots in your business with Mary Williams
Beyond Copywriting: AI Bots in your business with Mary Williams episode artwork
10/30/2025

While AI still can’t fold your laundry, it can help you build a business that runs smarter—and a life that runs smoother. In this episode, Jessica and Meg talk with Mary Williams, the librarian-turned-tech director behind Sensible Woo and the new Sasquatch Media Grounds studio in Portland. From haunted recording spaces and tarot cards to spreadsheets and AI bots, Mary shows what it looks like to blend intuition with technology.

She shares how she built her “AI team”—including Remy, the snarky Gen Z assistant who filters her inbox and protects her calendar—and why she treats h...


Leaving the Casino: The Origin Story
Leaving the Casino: The Origin Story episode artwork
10/23/2025

What happens when every business book tells you what to think—but never explains what or how to do it?

In this episode, Meg interviews Jessica about her new book, Leaving the Casino: Stop Betting on Tactics and Start Building a Business That Works. The conversation traces how the book came to life—from frustration with hollow business advice to the creation of a grounded, systems-based framework for experts who want to stay small, sustainable, and sovereign.

Jessica shares how she read her way through the entire business section—books that were motivational but hollow, all pr...