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    Business

    The Smart Marketer Podcast

    Join hosts Molly Pittman, Ezra Firestone, and John Grimshaw as they share their proven paths to success (for your business, brand, and personal life). These Veteran marketers and educators have taught thousands of business owners how to build, manage, and scale successful companies (while growing their own multi-million dollar brands). This weekly podcast will blend tactical marketing tips and strategies with helpful insight and personal stories. This podcast will help you ‘Serve the world unselfishly and profit.’

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    Latest Episodes:
    Episode 300: Q4 Offers & Planning: What the Data Says to Do Differently Nov 04, 2026
    Show notes

    Episode Description

    Q4 can create some of the biggest opportunities of the year, but more traffic, deeper discounts, and bigger budgets do not automatically mean more profit.

    For episode 300, Smart Marketer CMO John Grimshaw and Smart Marketer Agency CEO Pep Hufen break down what ecommerce brands should be thinking about as they plan their holiday strategy.

    John shares lessons pulled from Black Friday 2025 performance across Smart Marketer Agency clients, including when different customers actually buy, why deeper discounts can hurt more than help, how gifting can increase perceived value without giving away margin, and why your holiday sales page may not be the best destination for cold traffic.

    Then Pep takes it into paid media and planning, covering how to set monthly targets, when higher CPMs may still make sense, how aggressively to scale spend during promotional windows, why underspending can hurt your bottom line, and which evergreen campaigns should stay running throughout Q4.

    As John puts it:

    "If you open and close and open and close and open and close the exact same offer, you haven't created scarcity. You have created a lie."

    You Will Learn
    • Why Q4 promotions should be built in distinct phases

    • How different customer types shop at different points in the holiday season

    • Why some brands should shift more budget into late December instead of Black Friday

    • Why free gifts can outperform deeper discounts at higher cart thresholds

    • How to protect margin while increasing perceived offer value

    • Why cold traffic may perform better on evergreen product and collection pages

    • How to warm up your email list before major promotional windows

    • Why plain text emails can still be powerful during Q4

    • How to set monthly revenue, ROAS, spend, and profitability targets

    • When increasing ad spend can produce more total profit even at lower margins

    • Why evergreen ads should stay live during Black Friday and holiday promotions

    • How AI can support reporting, forecasting, creative analysis, and inventory tracking

    Links & Resources
    • Free AppLovin Ads Masterclass: Get free access here

    • GrowthOS: https://smartmarketer.com/growthos/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:14 – Episode 300 introduction

    • 00:54 – Omnisend sponsor message

    • 01:13 – John Grimshaw on what the data from Black Friday 2025 revealed

    • 02:39 – Why Q4 promotions should happen in phases

    • 03:15 – Creating real scarcity without repeating the same offer

    • 04:32 – Identifying when your customers actually buy

    • 05:52 – Why late December can be a major opportunity

    • 07:49 – Give a gift instead of a deeper discount

    • 10:14 – Protecting margin while increasing perceived value

    • 10:50 – Why cold traffic and holiday sales pages do not always mix

    • 13:38 – Early Black Friday timing and giving your list time to recharge

    • 14:18 – Seasonal popups and quick email wins

    • 15:41 – Why plain text emails still work

    • 16:20 – Warming up your list before the sale

    • 17:50 – Pep Hufen takes over with Q4 paid media strategy

    • 19:26 – Understanding what type of Q4 brand you actually have

    • 20:23 – Why rising CPMs do not always mean worse acquisition costs

    • 21:46 – Setting monthly targets before you start spending

    • 24:17 – Daily scorecards, accountability, and profitability

    • 25:13 – When lower margins can create more total profit

    • 25:40 – How much to increase ad spend during major sale days

    • 26:51 – Why underspending can hurt your bottom line

    • 28:19 – Using AI for reporting, analytics, and accountability

    • 30:16 – Why you should keep evergreen ads running in Q4

    • 31:07 – Deadline ads, attribution windows, and transactional creative

    • 33:01 – Partnership ads and sourcing creator content

    • 33:46 – AppLovin as another Q4 acquisition channel

    • 35:27 – Pep's Q4 planning checklist

    • 36:29 – Closing CTA

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    And thank you for helping us reach 300 episodes. Whether you've been listening for years or just found the show, we appreciate you coming along for the ride.

    If this episode helped you think differently about Q4 offers, email, paid media, or profitability, share it with another ecommerce founder or marketer heading into the holiday season.

    Follow along and tag @smartmarketer when you share the show, and use #WeOutHere.

    Questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 299: Longer Together: How We Built a Pet Brand From Scratch Oct 28, 2026
    Show notes

    Episode Description

    What actually goes into building an ecommerce brand from zero?

    In this episode, Smart Marketer CEO Molly Pittman takes you behind the scenes of Longer Together Pet Company, one of her favorite projects from 15 years in the industry. She shares why the Smart Marketer ownership team decided to build something new, the four things they wanted the business to have before they even knew what it would be, and how the Longer Together opportunity appeared just hours later.

    Molly also breaks down the brand's first 90 days, including $130,000 in sales, its growing subscription base, Meta ad performance, conversion rates, profitability, and why the team is deliberately waiting for more subscription data before pushing harder on scale.

    But this episode is about more than numbers. Molly explains why the right partners matter, how real founder stories can become powerful marketing, and why she believes great brands need a combination of story, logic, heart, and feeling.

    As Molly puts it:

    "If fun is not the currency of what you're doing and how your team feels, your business will eventually probably fail."

    You Will Learn
    • Why the Smart Marketer team chose to launch a new business instead of simply making the existing business bigger

    • The four things they wanted their next business to be: fun, meaningful, ecommerce, and sellable

    • How the idea for Longer Together came together

    • What the brand accomplished during its first 90 days

    • Why Meta ads became the primary customer acquisition engine

    • How subscriptions change the economics of acquiring a customer

    • Why complementary business partners can create a much stronger company

    • How Molly's experience with her dog Larry became part of the brand story

    • Why authority combined with contradiction can create a powerful advertising hook

    • How story, logic, heart, and feeling work together to build a stronger brand

    • Why the team is waiting for subscription churn data before scaling more aggressively

    • How new products can increase LTV and open new parts of the market

    Links & Resources
    • Longer Together Pet Company: https://longertogetherpet.com/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:17 – Anthony's introduction and a look back at Smart Marketer Live

    • 00:54 – Omnisend sponsor message

    • 01:13 – Molly introduces the Longer Together story

    • 03:30 – How the idea began during Smart Marketer's 2025 planning

    • 07:40 – Why bigger isn't always better in business

    • 11:51 – Deciding to launch a brand from scratch

    • 14:16 – The four things the new business needed to have

    • 20:46 – The opportunity that became Longer Together

    • 23:50 – The first 90 days of the brand

    • 25:57 – Revenue, subscriptions, email, reviews, and profitability

    • 30:21 – Meta ad performance and acquiring customers from cold traffic

    • 32:34 – Conversion rates, Shopify, and the Amazon halo effect

    • 34:44 – Why the people side of building a brand matters

    • 40:54 – Choosing partners who bring different strengths

    • 41:56 – Larry's story and finding the emotional heart of the brand

    • 44:58 – The dentist hook and using authority without making customers feel wrong

    • 46:59 – Story, logic, heart, and feeling

    • 53:39 – Why subscription churn will determine the next stage of scale

    • 54:43 – Building the next generation of Longer Together products

    • 58:38 – Product creation as a lever for ecommerce growth

    • 59:32 – What's next for the Longer Together series

    • 1:00:33 – Closing CTA

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this episode gave you a new way to think about launching a product, building a brand, or finding the story behind what you sell, share it with another ecommerce founder or marketer who could use it.

    Follow along and tag @smartmarketer when you share the show, and use #WeOutHere.

    Questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 298: Ask Ezra Anything: Growth, AI, Retail & Scaling Smarter Oct 21, 2026
    Show notes

    Episode Description

    Where do you look when growth keeps stalling? Which AI tools are actually worth getting your team to use? When does retail make sense, and how do you know whether your business is truly growing or just getting bigger?

    For this episode, we pulled some of the best questions from an early-October Mentor Table session with Smart Marketer Founder Ezra Firestone, with Sam and Pep from the Smart Marketer team joining the conversation along the way.

    Ezra gets into the fundamentals he looks for when evaluating a business, why offers and repeat customers matter so much, how his teams are using AI, what's working with TikTok Shop creators, and why he thinks most ecommerce brands should be careful about expanding into retail too early.

    And underneath all of it is a theme that comes up again and again: focus on what's working, build the infrastructure to support it, and stay in the game long enough to compound the results.

    As Ezra puts it:

    "That's one of my secrets is I just keep working as best I can for as long as I can, pleasurably."

    You Will Learn
    • Where Ezra looks first when an ecommerce business stops growing

    • Why changing the offer or target customer can unlock growth without changing the product

    • How Ezra evaluates a business after an acquisition

    • Why AI tools should amplify specific workflows instead of becoming another distraction

    • How Smart Marketer is using GrowthOS and other AI tools across the team

    • Why Ezra prefers a more selective approach to TikTok Shop creator outreach

    • When to focus on the US before expanding internationally

    • Why Ezra generally wants a strong DTC business before making a major move into retail

    • How team infrastructure can become the difference between growth and operational chaos

    • Why EBITDA and cash conversion both matter when determining whether a business is actually getting healthier

    Links & Resources
    • Mentor Table: https://smartmarketer.com/mentor-table/

    • GrowthOS: https://smartmarketer.com/growthos/

    • Smart Marketer Live 2026: https://smartmarketer.com/sml-2026/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:14 – Introduction: Ask Ezra Anything

    • 00:56 – Smart Marketer Live

    • 02:31 – Omnisend sponsor message

    • 02:52 – Why growth keeps stalling and where to look first

    • 07:13 – What Ezra looks at after buying a business

    • 10:52 – Which AI tools are worth getting your team on

    • 15:11 – Using AI for TikTok Shop creator outreach

    • 21:39 – US growth versus international expansion

    • 23:49 – Smart Marketer Live mid-roll

    • 24:11 – When ecommerce brands should expand into retail

    • 32:14 – Small-box retail versus big-box distribution

    • 36:10 – The advantage of staying in the game

    • 40:39 – How to tell if your business is growing or just getting bigger

    • 44:51 – Pep on cash conversion cycles and inventory

    • 46:51 – Smart Marketer Live reminder

    • 47:12 – Closing CTA

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If something in this episode helped you think differently about growth, AI, retail, or where to focus next, share it with another ecommerce founder or marketer who could use it.

    Follow along and tag @smartmarketer when you share the show, and use #WeOutHere.

    Questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 297: The Invisible Salesperson: How AI Is Changing the Way Customers Shop Oct 14, 2026
    Show notes

    Episode Description

    What happens when your website starts acting less like a catalog and more like a salesperson?

    In this Mentor Table session, Molly Pittman sits down with Ankit Minocha and Ashish Khurana, co-founders of Atomz AI, to explore how AI is changing product discovery, search, and the way customers make buying decisions online.

    They look at what big platforms like Amazon and Walmart are already doing well, why shoppers are becoming more comfortable asking questions instead of digging through product pages, and how ecommerce brands can bring that same kind of guided experience onto their own sites.

    A big part of the conversation comes down to reducing friction. If a customer has to leave your site, open Google or ChatGPT, and go hunting for an answer, you may lose them. But if you can answer those questions in the moment, you have a better chance of keeping that customer moving toward the right product.

    As Molly puts it:

    "Communication is not what you say, it's what they heard."

    The larger takeaway is that AI-powered shopping experiences are not just about adding a chatbot. They are about understanding customer intent, structuring product data more clearly, answering objections faster, and creating a more useful path from discovery to purchase.

    You Will Learn
    • Why AI search and shopping are becoming more important for ecommerce brands

    • How customer expectations are changing as people get used to ChatGPT-style interactions

    • Why every extra step in the shopping journey can create friction

    • How guided product discovery can help customers find the right product faster

    • Why answering objections directly on your site can keep shoppers from leaving for Google or ChatGPT

    • How Amazon and Walmart use AI to surface questions, recommendations, and product information

    • Why structured product data matters for AI search, filters, and AEO

    • How better product categorization can improve the shopping experience

    • Why customers may be more comfortable asking an AI assistant certain questions than a human support rep

    • How AI-generated prompts can reveal new information about what shoppers actually want

    • Why brand voice and grounded product data matter when training an AI assistant

    • How voice AI could become part of the ecommerce shopping experience

    Links & Resources
    • Atomz AI: https://www.atomz.ai/

    • Mentor Table: https://smartmarketer.com/mentor-table/

    • Smart Marketer Live 2026: https://smartmarketer.com/sml-2026/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:14 – Introduction: The invisible salesperson

    • 00:56 – Smart Marketer Live

    • 02:34 – Omnisend sponsor message

    • 02:53 – AI search and shopping from the consumer side

    • 04:02 – Introducing Ankit Minocha and Ashish Khurana

    • 05:38 – Ankit's Uniqlo story and the value of guided shopping

    • 07:28 – Ankit and Ashish's background and why they built Atomz AI

    • 09:41 – Why so many ecommerce visitors leave without buying

    • 10:50 – Reducing friction in the path to purchase

    • 11:10 – How a digital salesperson can guide product discovery

    • 12:22 – How Amazon understands shopper intent

    • 13:54 – Predicting customer questions before they are asked

    • 15:01 – Using AI to answer objections and recommend better-fit products

    • 15:56 – Molly on how this technology has evolved over the last decade

    • 17:24 – Why product discovery looks different across categories

    • 20:06 – Why customers are reading less and expecting faster answers

    • 20:56 – "Communication is not what you say, it's what they heard"

    • 21:24 – Keeping customers from leaving your site for Google or ChatGPT

    • 21:50 – Owning more of the customer journey on your own site

    • 22:44 – How AI shopping assistants can handle more personal questions

    • 24:17 – Why shoppers may prefer asking AI instead of a support rep

    • 25:30 – Smart Marketer Live mid-roll

    • 25:50 – How Atomz AI connects to a Shopify catalog

    • 27:01 – Using product categories as the foundation for AI search and filters

    • 28:03 – Why more specific product data creates better answers

    • 29:35 – Generating and reviewing customer questions at the product level

    • 30:10 – Why structured product data also supports AEO

    • 31:22 – Saving structured attributes back into Shopify

    • 32:27 – Using AI shopping experiences on landing pages and paid traffic

    • 34:01 – Site speed, branding, and implementation questions

    • 35:14 – The future of voice AI in ecommerce

    • 36:49 – Keeping AI grounded in product data and brand voice

    • 38:08 – Creating a consistent experience across the storefront

    • 38:39 – Why this may become the way people shop in the next five years

    • 39:56 – How LLM behavior may reshape expectations on ecommerce sites

    • 40:39 – Using AI prompts as a new source of customer research

    • 41:38 – The "assist" from an LLM to your website

    • 42:47 – Structuring product data for the next generation of AI shopping

    • 44:03 – Smart Marketer Live reminder and closing CTA

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this episode gave you a new way to think about product discovery or the future of ecommerce search, send it to someone on your team who works on your website, merchandising, CRO, or customer experience.

    Follow along and tag @smartmarketer when you share the show, and use #WeOutHere.

    Questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 296: Email Automation: The Flows That Do the Heavy Lifting Oct 07, 2026
    Show notes

    Episode Description

    Automated email flows are easy to set up and easy to forget. That's exactly why they deserve a regular check-in.

    For this episode, we're pulling a conversation from Smart Ecommerce, a Smart Marketer course featuring Molly Pittman, John Grimshaw, and Laura Palladino. They break down where automation fits into the customer journey, which flows deserve your attention first, and how to keep those systems from getting stale after you build them.

    You'll hear why Laura recommends starting with the post-purchase flow, how the team approaches monthly flow audits, when it makes sense to create product-specific automations, and why a smaller engaged list can be more valuable than a larger disengaged one.

    As Molly puts it:

    "Email is the most profitable channel, but it's not the only channel."

    The bigger takeaway is to think beyond individual emails. Your flows, broadcasts, SMS, paid ads, and other touchpoints should work together to create one consistent customer experience.

    You Will Learn
    • When an email should become an automation instead of a broadcast

    • Why automated emails work best when they respond to customer behavior

    • Why the post-purchase flow is a strong place to start

    • Why the post-purchase flow is about more than getting the next sale

    • Why "set it and forget it" can become a problem with automation

    • How to audit and optimize one email flow each month

    • Why stale or seasonal content should be refreshed regularly

    • How to turn winning broadcast emails into evergreen flow content

    • When a product deserves its own post-purchase sequence

    • Why your best sellers are the logical place to start with personalization

    • Why an engaged email list matters more than a large list

    • How email should work alongside SMS, paid ads, and the rest of the customer journey

    Links & Resources
    • Smart Marketer Live 2026: https://smartmarketer.com/sml-2026/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:18 – Introduction: Getting your automated email flows ready for Q4

    • 00:57 – Smart Marketer Live

    • 02:33 – Omnisend sponsor message

    • 02:53 – Molly, John, and Laura kick off the email automation discussion

    • 03:40 – Using email to move customers through the journey

    • 04:39 – Automated emails vs. broadcasts

    • 04:59 – When customer behavior should trigger an automation

    • 05:37 – Why automated email is similar to retargeting

    • 06:13 – Responding to customer intent with more relevant messaging

    • 06:59 – How automation supports deliverability and the long game

    • 07:41 – Which email flow should you optimize first?

    • 07:56 – Why Laura starts with the post-purchase flow

    • 08:33 – Taking care of customers after the first purchase

    • 09:18 – Making email helpful, educational, and enjoyable

    • 10:07 – Using post-purchase email to reduce buyer's remorse

    • 10:54 – The danger of "set it and forget it"

    • 11:38 – How often to audit your automated flows

    • 12:42 – Diagnosing a flow when performance drops

    • 13:31 – Troubleshooting vs. optimizing your email system

    • 13:53 – Why stale content needs regular attention

    • 14:44 – Updating best practices across multiple flows

    • 15:37 – Testing ideas across different stages of the customer journey

    • 16:16 – Why email testing should go beyond subject lines

    • 16:54 – Turning winning broadcasts into evergreen automation

    • 17:59 – Smart Marketer Live mid-roll

    • 18:18 – Do you need a different post-purchase flow for every product?

    • 18:50 – When product-specific automation makes sense

    • 19:55 – Start personalization with your best sellers

    • 20:43 – Using educational content to create a gentler sale

    • 21:52 – The biggest mistake brands make with email automation

    • 22:12 – Why a clean list beats a large list

    • 23:16 – Email is only one part of the customer journey

    • 24:02 – Coordinating email, SMS, paid ads, and other channels

    • 24:49 – Why automated flows deserve more of your attention

    • 25:34 – Escaping the cycle of promotional urgency

    • 25:54 – Smart Marketer Live reminder and closing CTA

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this one gave you something useful to fix in your email program, send it to whoever owns email on your team.

    Follow along and tag @smartmarketer when you share the show, and use #WeOutHere.

    Questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 295: What Does Work-Life Balance Actually Mean? Sep 30, 2026
    Show notes

    Episode Description

    What does work-life balance actually look like when you're building businesses, leading teams, and trying to make room for the rest of your life?

    For this episode, we went back into the Smart Marketer archives and pulled three conversations from Balanced Being, a course Molly Pittman created around burnout, relationships, fulfillment, and building a healthier relationship with work. Molly asks Ezra Firestone, John Grimshaw, and Colleen Taylor the same question, and each of them comes at it from a completely different angle.

    Ezra talks about measuring balance by how life actually feels, not just by the number of hours you work.

    John challenges the idea that our jobs should define who we are and makes the case for investing just as intentionally in relationships and life outside of work.

    Colleen focuses on intuition, burnout, comparison, and why the things that matter outside of work need a place on your calendar too.

    As John Grimshaw puts it:

    "You need to remember that you are not your job."

    Same question, three very different answers. Together, they give you a practical way to think about whether work is taking too much, what deserves more attention, and how to make room for the people and parts of life that matter.

    You Will Learn
    • Why work-life balance can look different during different seasons of your life
    • How Ezra evaluates balance by asking how things actually feel
    • Why outside perspective can help you recognize when work is taking over
    • Why your job should not become your entire identity
    • How relationships and communication contribute to a more fulfilling life
    • Why being digitally connected is not the same as spending meaningful time with people
    • How intuition can help you recognize burnout before it gets worse
    • Why putting personal time on your calendar can make it more likely to actually happen
    • How comparison can push you toward someone else's version of success
    • Why playing the long game sometimes means making choices based on fulfillment instead of ego
    Links & Resources
    • Smart Marketer Live 2026: https://smartmarketer.com/sml-2026/
    • Smart Marketer: https://smartmarketer.com/
    • Free Trainings & Resources: https://smartmarketer.com/free-resources/
    • Smart Marketer Agency: https://smartmarketeragency.com/
    • Omnisend: https://omnisend.com/smart
    Time Stamps
    • 00:13 – Introduction: Revisiting the Balanced Being archives
    • 01:08 – Smart Marketer Live
    • 02:44 – Omnisend sponsor message
    • 03:03 – Molly asks Ezra what work-life balance means to him
    • 03:10 – Why periods of intense work or intense life are not necessarily a problem
    • 04:41 – Looking at balance as a relationship between work and life
    • 05:37 – Making room for health, relationships, hobbies, and fulfillment
    • 06:30 – Using outside perspective to evaluate your relationship with work
    • 07:18 – Ezra's first question: "How does it feel?"
    • 07:44 – Molly asks John what work-life balance means to him
    • 08:49 – Why you are not your job
    • 09:10 – Protecting the part of yourself that exists outside of work
    • 10:31 – Why life deserves as much attention as work
    • 11:17 – Investing in relationships and making time for people
    • 12:08 – Digital connection vs. actually being with the people you love
    • 13:22 – Smart Marketer Live mid-roll
    • 13:56 – Molly asks Colleen what work-life balance means to her
    • 14:11 – Trusting your intuition when you are doing too much
    • 15:05 – Why personal time needs to go on the calendar
    • 15:42 – Taking care of yourself so you can continue showing up
    • 17:00 – Molly on recognizing burnout through intuition
    • 17:53 – Why comparing yourself to other people can pull you off course
    • 18:46 – Letting intuition show you opportunities, not just problems
    • 19:31 – Colleen's decision to join Ezra's team full-time
    • 20:38 – Choosing fulfillment over ego
    • 21:45 – Smart Marketer Live reminder and closing CTA
    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this one made you rethink your own relationship with work, send it to someone who's been running a little too hot lately.

    Follow along and tag @smartmarketer when you share the show, and use #WeOutHere.

    Questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 294: Q4 Planning Workshop: Smarter Offers, Stronger Margins, Better Timing Sep 23, 2026
    Show notes

    Episode Description

    Q4 can be one of the biggest revenue opportunities of the year, but only if you know when your customers are most likely to buy, how much you can afford to spend to acquire them, and which offers actually protect your profit.

    In this Mentor Table workshop, Smart Marketer CMO John Grimshaw walks through a practical Q4 planning framework built from real client data. He breaks down what changed from last year, what still works, and where ecommerce brands should be adjusting their strategy going into the holiday season.

    A big part of the conversation is learning how to identify your brand's demand curve so you know when to push budget harder, when to pull back, and how to avoid spending aggressively in the wrong window.

    John also challenges one of the most common Q4 habits:

    "Discounting is not your strongest lever [...] Your strongest lever is how do we boost the value of the cart."

    From lead generation and acquisition timing to gifting, product depth, margin, and offer structure, this episode gives you a clear way to think about Q4 as a full-season strategy, not just a Black Friday promotion.

    You Will Learn
    • How to identify whether your brand is gift-led, occasion-led, or self-purchase-led

    • Why your biggest demand window should influence where you allocate budget

    • What changed in Black Friday and Cyber Monday traffic strategy

    • Why dedicated holiday sales pages may not always be the best destination for cold traffic

    • How early lead generation can increase the value of your Q4 audience

    • Why launching a completely new product during Black Friday can work against you

    • How to think about vertical vs. horizontal product depth

    • Why repeat purchase opportunities matter when planning your product mix

    • How to calculate an acquisition ceiling based on margin

    • Why more aggressive discounting can reduce profitability

    • How gift-with-purchase offers can increase perceived value without sacrificing as much margin

    • Why post-holiday demand can be a major opportunity for many brands

    Links & Resources
    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Smart Marketer Live 2026: https://smartmarketer.com/sml-2026/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:22 – John introduces the Q4 planning workshop

    • 01:03 – Mapping customer demand across the season

    • 01:20 – Setting acquisition ceilings for Q4

    • 01:39 – Rethinking discounting and protecting margin

    • 03:05 – What John learned from analyzing client Q4 data

    • 05:09 – Creative graduation and building a stronger ad bench

    • 07:28 – Discounting dead zones and where brands give away margin

    • 09:17 – What changed with Black Friday sales pages

    • 11:18 – Why deeper site exploration can sometimes produce better results

    • 15:21 – The overlooked opportunity after the holidays

    • 16:47 – When leads are most valuable before Black Friday

    • 18:48 – When to launch new products before Q4

    • 20:26 – The three Q4 demand curves

    • 22:06 – How traffic costs interact with demand

    • 23:21 – How door busters can drive additional traffic and cart value

    • 28:17 – How to identify your brand's demand shape

    • 33:01 – Vertical vs. horizontal product depth

    • 40:45 – When to debut new products

    • 44:18 – Why margin has to be part of your Q4 planning

    • 46:37 – Calculating your first-order acquisition ceiling

    • 51:14 – Looking at profit by phase instead of just revenue

    • 56:13 – Why discounting is not your strongest lever

    • 57:53 – Using gifts to increase cart value without giving away as much margin

    • 01:03:36 – How to use the Q4 planning project with your own data

    • 01:05:25 – Q&A: gift-with-purchase tiers and accessories

    • 01:08:39 – Q&A: how many offers to run during Black Friday

    • 01:10:14 – Q&A: when to start early Black Friday promotions

    • 01:13:01 – Turning your own business data into Q4 recommendations

    • 01:15:44 – Why your own business is often your best source of marketing advice

    • 01:17:31 – Final Q4 planning takeaways

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this episode helped you think more strategically about Q4, share it with another ecommerce marketer or business owner who is planning for the season.

    If you're sharing on social, tag @SmartMarketerIG and use #WeOutHere.

    Have questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 293: Why AI Is Becoming the Operating System for Ecommerce Sep 16, 2026
    Show notes

    Episode Description

    AI is moving beyond writing copy, generating images, and helping marketers complete isolated tasks. The bigger shift is what happens when AI becomes part of the operating system of the business itself.

    In this episode, Molly Pittman sits down with Devyn Merklin to talk about the evolution of Growth OS powered by Gary, the agentic system they're building and already using across real ecommerce businesses.

    Devyn shares how his experience growing ecommerce brands eventually led him into agentic AI, and why the real opportunity is not simply having better technology. It's connecting your brand knowledge, historical performance, strategy, team communication, and execution into one ecosystem.

    As Devyn puts it:

    "It's less about the tech [...] it's more about the ecosystem we created that raises everybody up over time."

    Molly and Devyn also walk through how they're already using Growth OS to analyze years of campaign data, build and improve websites, manage projects, execute marketing tasks, and surface strategic recommendations that would previously have taken teams days or weeks to uncover.

    If you're trying to understand what agentic AI could actually look like inside an ecommerce company, this conversation gives you a look at where the technology is headed and how businesses are beginning to operate differently because of it.

    You Will Learn
    • How Devyn went from building ecommerce brands to developing agentic AI systems

    • Why AI is evolving from a collection of tools into an operational layer

    • How Growth OS combines brand knowledge, Smart Marketer IP, business data, and broader AI intelligence

    • Why strategy, not just execution, may be the biggest opportunity with AI

    • How Molly is using Growth OS to analyze years of Black Friday performance in minutes

    • Why existing AI agents and systems do not necessarily need to be rebuilt from scratch

    • How agents can work inside tools like Slack alongside human teams

    • Why project management becomes more powerful when the system understands the actual marketing context

    • How ecommerce businesses can use agents to identify and execute everyday operational tasks

    • Why Devyn believes the long-term advantage is the ecosystem around the technology, not simply the technology itself

    • How a network of businesses can make the underlying system smarter over time while keeping proprietary data separate

    Links & Resources
    • Growth OS powered by Gary: https://smartmarketer.com/growthos/

    • Smart Marketer Live 2026: https://smartmarketer.com/sml-2026/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:16 – Anthony introduces the episode

    • 01:18 – A quick message from Omnisend

    • 01:36 – Molly welcomes Devyn Merklin

    • 04:10 – Devyn's beginnings in ecommerce and marketing

    • 08:53 – Discovering Smart Marketer and learning direct response marketing

    • 10:38 – Growing a business from early stage to eight figures

    • 12:51 – Leaving to become an entrepreneur

    • 17:52 – Learning through apprenticeship and experience

    • 19:47 – The moment Devyn realized agentic AI could change ecommerce operations

    • 22:16 – Molly's first look at Devyn's agent system

    • 22:55 – Why Smart Marketer's accumulated IP became the missing piece

    • 26:15 – What Growth OS actually does

    • 28:24 – Combining brand intelligence, ecommerce strategy, and AI

    • 31:39 – Rebuilding the Longer Together website with Growth OS

    • 34:34 – Why Molly is more excited about AI strategy than AI execution

    • 35:45 – Analyzing years of Black Friday data in minutes

    • 38:53 – Why the ecosystem matters more than the technology

    • 41:01 – How the Growth OS ecosystem becomes smarter over time

    • 42:37 – Solving the problem of disconnected AI tools and agents

    • 44:56 – Bringing AI into project management and team operations

    • 47:19 – Moving from project management systems to true operating systems

    • 48:58 – Devyn's real-world example of an agent fixing an ecommerce problem

    • 50:34 – The mindset shift required to work with agentic systems

    • 52:31 – Where Growth OS fits for businesses at different stages

    • 56:51 – Giving AI agents a brand personality

    • 59:18 – Why ecommerce experience matters when building these systems

    • 01:01:34 – What competitors can replicate and what they can't

    • 01:02:50 – Growth OS, Smart Marketer Live, and closing thoughts

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this episode helped you think differently about how AI could operate inside your business, share it with another ecommerce entrepreneur or marketer who needs to hear it.

    If you're sharing on social, tag @SmartMarketerIG and use #WeOutHere.

    Have questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 292: Why Effort Makes Marketing More Valuable Sep 09, 2026
    Show notes

    Episode Description

    Why do some marketing experiences stick with us while others disappear almost immediately?

    In this episode, Molly Pittman sits down with Phill Agnew, host of Nudge, to explore the psychology behind how people judge value, remember experiences, and respond to marketing.

    Phill breaks down the peak-end effect, why the final moments of a customer experience can shape how the whole experience is remembered, and how even small touches like a handwritten thank-you note can influence loyalty and repeat purchases.

    One of the biggest ideas in the conversation is simple:

    "We use effort as a proxy for quality." - Phill Agnew

    From personalized outreach and costly signaling to AI-generated messages and social proof, Phill explains why visible effort can make marketing feel more valuable, credible, and human.

    The conversation also goes beyond marketing tactics into learning, creativity, and business growth, including Phill's 95/5 approach to protecting time for exploration and his practice of making 50 small bets to increase the odds of finding an outsized opportunity.

    You Will Learn
    • What the peak-end effect is and why it matters for customer experience

    • Why the end of an experience can influence how people remember the whole thing

    • How personalized touches can increase perceived value

    • Why people use effort as a proxy for quality

    • How time and cost can act as signals of quality and importance

    • Why overly automated or formulaic outreach can be easy to recognize

    • How to show instead of tell when using social proof

    • Why visible effort can make online marketing more persuasive

    • How Phill uses a 95/5 approach to make room for learning and exploration

    • Why making 50 small bets can create outsized opportunities

    • How behavioral science can help marketers better understand human decision-making

    Links & Resources
    • Nudge Podcast: https://www.nudgepodcast.com/

    • Nudge Podcast Reading List: https://nudge.kit.com/readinglist

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:15 – Anthony introduces the episode

    • 01:03 – A quick message from Omnisend

    • 01:22 – Molly welcomes Phill Agnew

    • 03:03 – Phill's path from studying marketing to behavioral science

    • 07:02 – The peak-end effect and why endings matter

    • 13:00 – Applying the peak-end effect to ecommerce

    • 14:41 – Why handwritten thank-you notes can increase repeat purchases

    • 18:08 – The peak versus the end of a customer experience

    • 23:05 – Why effort matters in an age of AI and automation

    • 24:51 – Why we use effort as a proxy for quality

    • 25:45 – Costly signaling and how expense affects perception

    • 29:29 – How Phill makes effort visible online

    • 30:42 – Testing handwritten outreach against a standard email

    • 31:32 – Why AI-generated outreach is easy to recognize

    • 33:00 – Showing instead of telling with social proof

    • 37:20 – Making space for learning and thinking

    • 38:44 – The 95/5 approach to time and energy

    • 40:37 – Phill's "50 Small Bets" framework

    • 43:57 – Why businesses operate in a power-law world

    • 45:40 – Small bets, big outcomes, and Phill's recommended reading list

    • 46:47 – Molly wraps the conversation

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this episode gave you a new way to think about your marketing, share it with another marketer or business owner who would find it useful.

    If you're sharing on social, tag @SmartMarketerIG and use #WeOutHere.

    Have questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


    Episode 291: Building an Ecom Brand From Scratch: Inside Our First 60 Days Sep 02, 2026
    Show notes

    Episode 291: Building an Ecom Brand From Scratch: Inside Our First 60 Days Episode Description

    What does building a new ecommerce brand actually look like before you know whether it's going to work?

    In this episode, Smart Marketer Agency CEO Pep Hufen takes us inside the first 60 days of Longer Together, the pet supplement brand Smart Marketer launched with partners Michelle and Tyler from Living Well with Dr. Michelle. Pep explains why the partnership made sense, the competitive advantages they had going in, and the three phases the team is using to build the business: validation, infrastructure, and scale.

    From a one-page website and a handful of Meta ads to $75,000 in early revenue, subscriptions, Amazon, reviews, and returning customers, Pep shares the real numbers and decisions behind the launch. He also gets into what surprised him, including an unscripted video outperforming their polished creative and the tradeoff they discovered when sending cold traffic directly into a subscription offer.

    And one of the biggest lessons from the validation phase is an important distinction for ecommerce founders:

    "You can have an amazing business, real product-market fit, people love it, and not be able to profitably sell with Meta ads." – Pep Hufen

    This isn't a case study with a perfectly packaged ending. Pep is documenting Longer Together while the team is still building it, testing assumptions, and waiting for the data that will determine what comes next.

    You Will Learn
    • Why Smart Marketer decided to build a new ecommerce brand from scratch

    • How the Longer Together partnership came together

    • The competitive advantages the team wanted before launching

    • Pep's three phases for building the business: validation, infrastructure, and scale

    • The two questions the team needed to answer during validation

    • Why an unscripted video became their best-performing creative

    • How the team generated roughly $75,000 in its first 60 days

    • What happened when Pep tested subscriptions with cold traffic

    • Why subscription LTV and 90-day break-even data will help determine when they can scale

    • How reviews, email, Amazon, Google, and subscriptions are becoming part of the infrastructure

    • Why Pep is deliberately waiting for the data before going "pedal to the metal" on acquisition

    Links & Resources
    • Longer Together: https://longertogetherpet.com/

    • Smart Marketer: https://smartmarketer.com/

    • Free Trainings & Resources: https://smartmarketer.com/free-resources/

    • Mentor Table: https://smartmarketer.com/mentor-table/
    • Smart Marketer Agency: https://smartmarketeragency.com/

    • Omnisend: https://omnisend.com/smart

    Time Stamps
    • 00:04:41 – Pep introduces Longer Together and the first 60 days

    • 00:05:49 – The three phases: validation, infrastructure, and scale

    • 00:06:30 – Why Smart Marketer started the brand and chose its partners

    • 00:07:14 – The competitive advantages they had before launching

    • 00:08:23 – Validating product-market fit and Meta acquisition

    • 00:09:09 – Launching lean with a one-page website

    • 00:09:40 – The first creatives and an unexpected winning ad

    • 00:10:28 – Marketing a preventative product

    • 00:12:04 – Early Meta performance and validating acquisition

    • 00:13:53 – $75K in early revenue and keeping the operation lean

    • 00:15:11 – Phase two: building the business infrastructure

    • 00:15:34 – Subscriptions and the early LTV question

    • 00:16:43 – Testing subscription offers with cold traffic

    • 00:17:52 – The ROAS tradeoff between subscriptions and one-time purchases

    • 00:19:01 – Why the first 90 days of LTV data matter

    • 00:20:12 – Building reviews and social proof

    • 00:21:06 – Amazon and the spillover from paid acquisition

    • 00:22:28 – The plan for navigating the uncertain middle

    • 00:23:21 – Recapping validation, infrastructure, and the path to scale

    • 00:24:44 – Where Longer Together stands after its first 60 days

    Your Engagement Matters!

    Thank you for listening to the Smart Marketer Podcast!

    If this episode gave you something useful for building or scaling your own business, share it with another ecommerce founder or marketer who could use it.

    And if you're sharing on social, tag @SmartMarketerIG and use #WeOutHere.

    Have questions or feedback? Reach us at support@smartmarketer.com.

    Serve the World Unselfishly and Profit!


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