How often does this podcast release new episodes?

This podcast updates bi-weekly.

Where can I listen to this podcast?

This podcast is available on 8 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.

Does this podcast accept guests?

Yes, this podcast regularly features guests.

Pretty Funny Business

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by EMMIE Collective

5.0(25 reviews)

79 episodes

Updated Bi-weekly

Accepts GuestsHas SponsorsLocation 🇺🇸

Podcast Authority

Beta

GoodBased on show quality, social media presence, reviews, charts, and more

Quality76

Social0

YouTube76

Engagement51

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Podcast Overview

Introducing « Pretty Funny Business », the playground brand we were forced to create in order to corral our founders’ nonsensical ideas and general tomfoolery. From the founders of, by not generally endorsed by, Emmie Collective. Hosted by Lauren Aquilino and Sydney Mulligan. You can expect off-the-cuff banter on feminism, funny business, and well.. not-so-funny business. Join us out of curiosity, stay for the hot takes and dad jokes. <a href="https://www.prettyfunnybusiness.com?utm_medium=podcast">www.prettyfunnybusiness.com</a>

Language

🇺🇲

Publishing Since

8/25/2022

Visit Website View on Apple Podcasts RSS Feed

🇺🇸 Charts #3

Outreach generated

Apple 142

Spotify 827

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Podcast Authority

Beta

GoodBased on show quality, social media presence, reviews, charts, and more

Quality76

Social0

YouTube76

Engagement51

Learn more

Excellent Areas

Good Performance

Growth Opportunities

excellent

Episode Length

40 minutes

Performing excellently!

good

iTunes Tags

6.5/10

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needs improvement

Publishing Consistency

Every 19 days

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Recent Episodes

July 15, 2026

Is He Trash? Vol. 2: Alexander DeMoulin Defends Himself

Alexander DeMoulin got fired from two sales jobs, moved into his mom's unfinished basement in Portland, and somehow ended up giving a conference talk called “Are You Trash?” So obviously we had to have him on for Vol. 2.Alexander is Director of Revenue Operations at Fin (formerly Intercom, now officially a Salesforce company — the acquisition was announced three weeks before we recorded this).He's also an EMMIE client, which he'll tell you he became not because of a pitch deck but because he thought Lauren and Sydney were funny, DM'd them for a replacement MQL t-shirt from the first-ever MOps-Apalooza, and ended up in a full vendor evaluation. We talk about the ongoing branded-swag challenge no vendor has fully won (Clay came closest with a leotard, though it was not the thong that was requested), the case for vibe-coding your own martech stack versus paying people who actually maintain it, and the two sales jobs Alexander got fired from before he found his way into ops — the story that eventually became the “Are You Trash?” talk that partly inspired this whole series.Also this episode:<ul><li>The correct pronunciation of “DeMoulin” involves a 1914 Supreme Court intellectual property case and marching band uniforms</li><li>Why “Alexander,” “Alex,” and “Alec” caused a full identity crisis at a work event</li><li>The Slack channel names that make the MQL pipeline sound like a girl group</li><li>What “Stressica Jessica” and “Thirstina Aguilera” have to do with lead scoring</li><li>The actual reason nobody makes ruffle socks anymore</li><li>Why Alexander thinks AI is going to make human-to-human skills more valuable, not less</li></ul> 00:00:00 — Cold open00:00:24 — Welcome, guest intro, and an early prediction on the trash verdict00:01:57 — The Alexander / Alex / Alec identity crisis00:04:51 — An Ancestry.com deep-dive into the DeMoulin family and a 1914 Supreme Court case00:07:17 — How Alexander actually became an EMMIE client00:12:15 — The “recent outcome”: Fin's acquisition by Salesforce00:13:32 — Turning around the Titanic: inside Intercom's culture reset00:17:37 — The branded swag challenge, and the leotard that missed the assignment00:20:13 — Vibe-coding your own martech stack (and why that's job security for everyone else)00:27:37 — MQL girls, outbound girls, and lead-scoring personas with better names than yours00:30:23 — Fired from two sales jobs, back to his mom's basement in Portland00:35:09 — The “Are You Trash?” talk that helped inspire this series00:38:20 — Rebuilding trust after striking out three times, and sharing that story at Clay's Sculpt Conference00:42:46 — Where AI actually fits into the future of ops jobs00:45:19 — Final verdict <a href="https://www.linkedin.com/showcase/pretty-funny-business" target="_blank" rel="noreferrer">Follow Pretty Funny Business on LinkedIn</a><a href="https://www.prettyfunnybusiness.com/" target="_blank" rel="noreferrer">Subscribe on Substack</a><a href="https://marketingops.com/" target="_blank" rel="noreferrer">MOps-Apalooza / Marketing Ops Community</a> Leave us a review and subscribe wherever you listen — it genuinely helps the little podcast.

June 30, 2026

Is He Trash? Vol. 1: James Leedom

If a salesperson calls you three times in one minute, calls back after you answer and tell them to stop, and then calls you again — and your takeaway is that Sydney should just pick up the phone — you might be the problem. This episode, we put that energy on trial.James Leedom is back. He joined us with approximately one hour's notice, from the Adobe office in New York City, on his vacation. That's either dedication or a character flaw — we spent the episode figuring out which. The verdict is in: not holistically trash, but there's a garnish situation happening.But before we got to James, Sydney had a developing story. She posted about getting triple-called — three calls in under a minute from the same sales number — and the LinkedIn comments absolutely lost the plot. Salespeople defending the practice, commenters insisting she should just answer, one person threatening to call all of her top-of-funnel. We broke down the four categories of people who showed up in those comments, discussed what AI dialers have to do with any of this (nothing, actually), and revisited the time Sydney ended up on the LinkedIn Lunatics subreddit. Turns out Lauren was on there first. Nobody noticed. Also this episode:The free spirit man taxonomy — what it means to be unbothered by the paper, and who is quietly funding that lifestyle Sephora is girls' Bass Pro Shop. Hockey is the boy aquarium. The Venn diagram was completed. James tells a dream. He was given multiple exits. He took none of them. The British English crisis: "pants" is not trousers, and this changes everything about the proposed series title. A compostable cup lid situation that accidentally explains every perpetual Salesforce sync error you have ever suffered through Timestamps 00:01:30 — Welcome back (virtually). James is on vacation at the Adobe office. 00:03:00 — Sydney's background. An inventory is taken. 00:06:00 — Sephora is girls' Bass Pro Shop. Hockey is the boy aquarium. 00:08:00 — Is He Trash? The game is explained. The evidence is reviewed. 00:13:30 — The free spirit man. What he is. Who is financing him. 00:16:40 — The triple call. Sydney's LinkedIn post. The developing story. 00:18:00 — The four categories of people in those comments. 00:19:30 — The time a webinar provider called five times in two minutes. During infant daycare hours. 00:22:00 — AI dialers, the mental health emergency page, and a commenter threatening to call top-of-funnel. 00:25:30 — Thought leaders vs. loss leaders. Where PFB lands. 00:27:00 — London trip preview. British English. The pants problem. 00:33:40 — Dreams segment. James had one. We gave him outs. 00:37:20 — B2B marketing lesson: the compostable cup lid saga and what it has to do with your Salesforce sync error. 00:40:45 — Final verdict: James Leedom is not holistically trash. Trash is a garnish. A topping.Links Follow Pretty Funny Business on LinkedIn: <a href="https://www.linkedin.com/showcase/pretty-funny-business" target="_blank" rel="noreferrer">https://www.linkedin.com/showcase/pretty-funny-business</a> Subscribe on Substack: <a href="http://www.prettyfunnybusiness.com/" target="_blank" rel="noreferrer">www.prettyfunnybusiness.com</a>Leave us a review and subscribe wherever you listen — it genuinely helps the little podcast.

June 16, 2026

The Cartel Canceled Our Work Trip (So We Went to Medieval Times)

The work trip was supposed to be Playa del Carmen. Then a cartel leader was murdered, the US Embassy issued a warning, someone was already flying in from Lisbon, and Lauren had 72 hours to make a call on behalf of everyone. She pivoted to Orlando. The Airbnb in Mexico couldn't refund them. They ended up at Medieval Times. The chicken was fine. The horses were a problem. This week Lauren and Sydney are back from EMMIE's third annual consultant retreat —which was supposed to be Mexico, became Orlando, and ended with the entire team eating roast chicken with their hands in front of jousting knights. Along the way: new travel crimes are added to the canon, EMMIE hired its first man (Ethan, a growth advisor who wrote "Dick" on a Miro board without understanding why), and Leslie Douglas joins the sales team after the most chaotic non-interview in company history. Also this episode: • A new travel crime category: women are not immune, and cuticles on a plane floor are unforgivable • Sydney's seatmate in first class had a 30oz cold brew, a misogynist vocabulary, and four bathroom trips — in that order • Ethan has explained accrual-based accounting to Lauren no fewer than ten times. She understands it for exactly 30 minutes each time. • Ethan said "connective tissue" in a meeting and did the hand gesture. Lauren and Sydney were not okay. • Leslie hand-programmed NFC keychains for every consultant that tap through to each person's LinkedIn profile. She has been on the team for six weeks. • The Slackies: a surprise award ceremony built from a full year of Slack messages, featuring 50 certificates including Most Sympathetic to Robots, Most Dubious Units of Measurement, and a three-way tie for Most Flirtatious with the Marketo Product Roadmap • Medieval Times: recommended once, never again, the same knight wins every time, and $90 a ticket puts you in the nosebleeds which is exactly where you want to be. Timestamps: • 00:00:01 — Intro: the work trip recap begins • 00:00:54 — Travel crimes: returning offenses and new additions • 00:01:49 — New crime: cuticles on a plane floor • 00:02:30 — Sydney's first class seatmate and the 30oz cold brew • 00:07:55 — The real travel crime: the cartel cancels Mexico • 00:11:00 — The pivot to Orlando and the stress of making thecall • 00:14:18 — Introducing Ethan: EMMIE's first hire who is a man • 00:17:07 — What Ethan has taught them, and what Lauren still doesn't fully understand • 00:21:40 — Ethan's corporate vocabulary: leakage, connective tissue, meat space • 00:24:38 — The Big Deck Energy origin story and what Ethan wrote on the Miro board • 00:28:28 — Modesty departs; Leslie Douglas joins after a fake blind date interview • 00:32:20 — The NFC keychains; the Slackies award ceremony • 00:34:37 — Medieval Times: the team, the chicken, the horses, the verdict Links: Follow Pretty Funny Business on LinkedIn: <a href="https://www.linkedin.com/showcase/pretty-" target="_blank" rel="noopener noreferer">https://www.linkedin.com/showcase/pretty-funny-business</a> Subscribe on Substack: <a href="http://www.prettyfunnybusiness.com/" target="_blank" rel="noreferrer">www.prettyfunnybusiness.com</a> Marketing Ops community: <a href="https://marketingops.com/" target="_blank" rel="noreferrer">https://marketingops.com/</a> Leave us a review and subscribe wherever you listen — it genuinely helps the little podcast.

79 total episodes available

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What is Pretty Funny Business?: Introducing « Pretty Funny Business », the playground brand we were forced to create in order to corral our founders’ nonsensical ideas and general tomfoolery. From the founders of, by not generally endorsed by, Emmie Collective. Hosted by Lauren Aquilino and Sydney Mulligan.

You can expect off-the-cuff banter on feminism, funny business, and well.. not-so-funny business. Join us out of curiosity, stay for the hot takes and dad jokes. <a href="https://www.prettyfunnybusiness.com?utm_medium=podcast">www.prettyfunnybusiness.com</a>
How often does this podcast release new episodes?: This podcast updates bi-weekly.
Where can I listen to this podcast?: This podcast is available on 8 platforms including Apple Podcasts, Spotify, and more. You can also use the RSS feed directly.
Does this podcast accept guests?: Yes, this podcast regularly features guests.

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