This week on Roast the Post, Paul interviews co-host Jen, revealing her unconventional career path from struggling with traditional education to thriving in human resources. They discuss the origins of their podcast, their shared frustration with opaque job ads, and the importance of transparency and authenticity in hiring. Jen’s story highlights the value of being seen in your career and why job postings deserve honest critique.

Reference links from topics in the interview:

* The Strategic Linguist

* Pattern of Play

* Roast the Post 002 - Executive Assistant & Office Manager: Two Jobs in a Trench Coat

* Roast the Post 027 - Director of First Impressions: Hold for Mr. Draper, Please.

* The Job Description Decoder

This week, Jen and Paul tackle a job posting for a Head of YouTube role at an ed-tech company that’s equal parts inspiring and infuriating. The hosts praise the company’s mission and employer branding but skewer the vague reporting structure, the unrealistic expectations of “obsessed” candidates, and the glaring omission of salary details. They also question whether the role is more about marketing or product... and whether the Chief Creative Officer (a co-founder) will let anyone else actually call the shots. Tune in for a sharp, funny breakdown of what works, what doesn’t, and what this job ad reveals about startup culture.

Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.show/p/head-of-youtube-the-scrappiest-lil

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Jen and Paul roast weekly at https://roastthepost.show. Subscribe to catch new roasts as they drop.

Ever wonder what happens when a job ad is so vague, it might as well be written in invisible ink? This week on Roast the Post, Jen and Paul tackle a Founding BizOps Lead role at a "stealth VC-backed legal AI startup"... where the company name, mission, and even the hiring process are shrouded in mystery. Your first interview? With an AI named Jack. The perks? "Massive career acceleration" (translation: you’ll work like it’s five years in two). The catch? The job ad is so poorly written, it might’ve been generated by a sleep-deprived intern. Or, in this case, an AI recruiter that’s also named Jill.

We dive into the absurdity of anonymized job postings, the ethical quagmire of AI-driven hiring, and why this role might be better suited for a co-founder than an employee. Is this a groundbreaking opportunity or a cautionary tale about the future of work? Tune in to find out.

Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.show/p/biz-ops-lead-stealthy-like-an-elephant

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Jen and Paul roast weekly at https://roastthepost.show. Subscribe to catch new roasts as they drop.

Ever wonder what happens when a job ad tries way too hard to sound fun and accidentally leaks entitled toxicity all over the lobby floor? This week on Roast the Post, Jen and Paul eviscerate a wealth management firm’s posting for a “Director of First Impressions”... a role that’s equal parts receptionist, placeholder for pretty privilege, and a potential HR nightmare. From gender-coded language (“bubbly personality,” anyone?) to ageist dog whistles (“younger office environment”), this ad is a masterclass in how not to attract great talent.

And let’s not forget the “work hard, play hard” culture that screams “mandatory fun” and “future harassment claims.” Tune in to hear why this one's a dumpster fire wrapped in an inflated job title, and what it says about the firm’s priorities (hint hint: clarity and equity left the room after the first martini glass tipped over).

Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.show/p/director-of-first-impressions-hold-for-mister-draper-please

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Jen and Paul roast weekly at https://roastthepost.show. Subscribe to catch new roasts as they drop.

Dive into the chaos of a job ad that can’t decide if it’s hiring a construction scheduler or a project manager for Toronto Pearson Airport’s multi-billion-dollar infrastructure overhaul. Jen and Paul dissect the confusing responsibilities, missing salary, and baffling lack of transparency in this high-stakes role. Is this a case of corporate laziness, a sneaky cost-cutting tactic, or just a job ad written by committee? Tune in to find out why this posting is a masterclass in what not to do when attracting top talent.

Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.show/p/construction-scheduler-fuh-gantt

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Jen and Paul roast weekly at https://roastthepost.show. Subscribe to catch new roasts as they drop.

Ever seen a job title so whimsical it makes you do a double-take? This week on Roast the Post, Jen and Paul tackle the "Happiness Engineer" role... a position that sounds like it belongs in a corporate parody but packs a punch with its focus on customer experience, technical problem-solving, and even AI fluency. Is this the future of customer support, or just a clever rebrand of a classic role? We dig into the good, the bad, and the what-the-#@*% of a job posting that might just redefine how you think about CX roles. Plus: self-scheduled hours, global salary ranges, and a company that actually wants you to know your rights. Who knew happiness could be so complex?

Full job ad and notes for job-seekers and hiring managers here:

https://roastthepost.show/p/happiness-engineer-ctrlaltdelight

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Jen and Paul roast weekly at https://roastthepost.show. Subscribe to catch new roasts as they drop.

Ever dreamed of being the security mastermind behind a global football tournament? This week, Jen and Paul roast a baffling job ad for a Senior Security Manager role that’s as temporary as a red card. The catch? You’re expected to oversee non-competition venues (think: team hotels, training sites) for a three-week gig... with all the responsibility and none of the clarity. The ad demands a decade of leadership experience, a degree in security or public safety, and the ability to thrive in chaos… but forgets to mention basics like number of locations, team size, staff structure, or even what “non-competition venues” actually entails.

Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.show/p/red-card-riot-football-edition

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Jen and Paul roast weekly at https://roastthepost.show. Subscribe to catch new roasts as they drop.