This week, Jen and Paul test a new episode format—and immediately hit the same brick wall every job seeker hits: a job posting so long and scope-heavy it gives your tongue a cramp. They dig into a “Chief of Staff (Client Operations)” role that’s also “Client Ops Manager,” also “fractional COO,” also… whatever needs doing. Along the way, they unpack what job posts accidentally reveal about a company’s operational maturity, how “context switching” becomes a euphemism for chaos, and why “we live in the unsexy” can be either refreshing honesty or a warning label. Full job ad and notes for job-seekers and hiring managers here : https://roastthepost.substack.com/p/ep-006-context-switching-as-a-love

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

This week on Roast the Post, Jen and Paul stumble into a job ad that feels like it was assembled after midnight with one eye open and Ctrl+C permanently stuck. It’s supposed to be a part-time woodwind instructor role—except it keeps drifting into drums, then casually tosses in piano like it’s garnish. Along the way, we get into what “seasoned” really implies about pay, why “benefits” like casual dress are… not benefits, and the awkward reality of contractor gigs where the school may be one middle-person too many. If you’re hiring, this episode is a reminder that sloppiness signals culture... and if you’re job hunting, it’s a masterclass in reading between the (very messy) lines.

Full job ad and notes for job-seekers and hiring managers here : https://roastthepost.substack.com/p/ep-005-the-copy-paste-conservatory

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

A global “social-first” agency posts a Toronto designer role that reads like a nightclub flyer: passport program, dogs in-office, celeb gossip, and “ideas worth talking about.” Jen and Paul dig into what’s real, what’s fluff, and what’s quietly doing wage suppression work... including a unicorn skill list (typography and motion and AI prompting) and the big missing piece: the salary range… in Ontario… right after pay-transparency rules kicked in.

They also get into the ethics of interview “extra credit,” why agencies can be a pressure cooker, and how culture-forward language can be both a magnet and a filter.

Full job ad and notes for job-seekers and hiring managers here : https://roastthepost.substack.com/p/ep-004-unicorn-wanted-salary-missing

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

This week, Paul brings the post... and Jen gets to sit back with the matches. They roast an eCommerce Specialist role that’s oddly vague where it matters (reporting structure, authority, pay), but wildly specific where it hurts (ownership-heavy responsibilities, budget allocation, performance diagnostics, and retail partner sellout targets… in a “specialist” title). Along the way : the strange perk of “discounted or free food,” the real-world problem with salary expectation questions, and why job postings reveal culture before you ever meet a hiring manager.

Full job ad and notes for job-seekers and hiring managers here : https://roastthepost.substack.com/p/ep-003-the-cafeteria-conspiracy

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

This week Jen drops a deceptively “cool mission” job post: executive assistant and office manager at a polar expedition travel company… and the bullets just keep coming. Calendar wrangling for the president plus five other execs, expenses, decks, events, vendors, fridge clean-outs, building access, and even health & safety committee work—paired with “flexible hybrid,” 10 vacation days, and no salary range. Jen and Paul dig into what this posting signals about org design, hidden workload, gender-coded expectations, and why “discretion” shows up like a warning label.

If you’ve ever wondered how to read between the lines of a job post (or how employers accidentally advertise churn), this roast is for you.

Full job ad and notes for job-seekers and hiring managers here : https://roastthepost.substack.com/p/ep-002-two-jobs-in-a-trench-coat

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

A “basic” Marketing Coordinator posting walks into Roast the Post… and quietly gives away everything about the company behind it. In this episode, Jen and Paul peel back the bullet points to decode what support, liaison, fast-paced, and PowerPoint proficiency really mean when you’re the one expected to keep samples moving, approvals flowing, and everyone else out of trouble. From acronym soup and herding cats to salary signals and missing mentorship clues, this roast isn’t about dunking... it’s about learning how job posts reveal culture, chaos, and credibility if you know how to read them. Whether you’re applying, hiring, or just trying to make sense of the madness, this one will sharpen your decoder ring.

Full job ad and notes for job-seekers and hiring managers here : https://roastthepost.substack.com/p/ep-001-coordinator-apparently

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