VP, Enterprise Sales: The Scorpion and the Frog at the River

Roast the Post: Happy Hour... Redux

Jen is based in Victoria, Canada. Paul is based in Toronto, Canada. That’s about 3,500km in distance, as the crow flies. Needless to say, they’re almost never in the same place at the same time. Something really cool happened on April 29th though—the stars aligned, and they were in the same city. So? Well, they got together at a pub and held their first ever livestream event—Roast the Post: Happy Hour. Thanks to everyone who submitted questions ahead of time… there were so many, they didn’t even get through them. In this episode, Jen and Paul circle back to some of the questions that didn’t get answered during the live event. -- Jen and Paul roast weekly at https://roastthepost.show [https://roastthepost.show]. Subscribe to catch new roasts as they drop. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit roastthepost.show [https://roastthepost.show?utm_medium=podcast&utm_campaign=CTA_1]

Communications Associate: (Musket) Smoke on the Water with Katelyn McArdle

Ever seen a job ad that feels like it was written by a time traveler? This week on Roast the Post, we dissect a Communications Associate role for a nonprofit preserving Revolutionary War battlefields in the United States... where the biggest twist isn’t the history, but the ban on social media. That’s right: no tweets, no posts, just… print ads and event logistics? Jen, Paul, and guest roaster Katelyn McArdle from Functional Authority unpack the bizarre contradictions, from the "entrepreneurial" spirit clashing with the "follow-the-rules" vibe to the salary range that’s almost fair (if the role weren’t so confusingly scoped). Is this a hidden gem for history buffs, or a dumpster fire waiting for an unsuspecting comms pro? Tune in to find out. Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.show/p/communications-associate-musket-smoke-on-water [https://roastthepost.show/p/communications-associate-musket-smoke-on-water] -- Jen and Paul roast weekly at https://roastthepost.show [https://roastthepost.show]. Subscribe to catch new roasts as they drop. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit roastthepost.show [https://roastthepost.show?utm_medium=podcast&utm_campaign=CTA_1]

Lead VIP Host: The Whale Who Loved Me

Ever wondered what it’s like to be the person keeping high rollers happy in the world of monetized gaming? This week, Jen and Paul dive into a Lead VIP Host job ad that’s as bold as it is vague. From the allure of autonomy to the fine print of “unlimited vacation,” they roast the post and ask: Is this the dream gig for a charismatic hustler, or a recipe for burnout? Tune in to find out if this job ad hits the jackpot or folds under pressure. Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.substack.com/p/lead-vip-host-the-whale-who-loved-me [https://roastthepost.substack.com/p/lead-vip-host-the-whale-who-loved-me] -- Jen and Paul roast weekly at https://roastthepost.show [https://roastthepost.show]. Subscribe to catch new roasts as they drop. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit roastthepost.show [https://roastthepost.show?utm_medium=podcast&utm_campaign=CTA_1]

Golf Companion: Singapore Sling, Toronto Swing.

What does it take to be a full-time golf companion for a jet-setting family? This week, Jen and Paul tee off on a job ad so niche, it makes their previous roasts look like entry-level gigs. Between the 75% travel, the cultural tutoring, and the mystery of who’s footing the bill for rent in Singapore, this role is equal parts dream job and logistical nightmare. Is it a legitimate opportunity or a scam wrapped in a country club membership? Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.substack.com/p/golf-companion-singapore-sling-toronto-swing [https://roastthepost.substack.com/p/golf-companion-singapore-sling-toronto-swing] -- Jen and Paul roast weekly at https://roastthepost.show [https://roastthepost.show]. Subscribe to catch new roasts as they drop. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit roastthepost.show [https://roastthepost.show?utm_medium=podcast&utm_campaign=CTA_1]

Product Designer: Worshipping at the Altar of Figma

Mission-driven or mission impossible? Jen and Paul dissect a product designer job posting that promises to ‘redefine healthcare’... but leaves out critical details like benefits, reporting structure, and actual responsibilities. The ad hooks you with bold language and a compelling mission, but the fine print reveals a chaotic, high-pressure role with a tiny salary range and a bizarre application process (including a mandatory video pitch). Is this a dream job for a passionate designer, or a hustle culture trap? Listen as we roast the red flags, question the company’s priorities, and ask: If healthcare is so broken, why isn’t this company fixing its own job ads? Full job ad and notes for job-seekers and hiring managers here: https://roastthepost.substack.com/p/product-designer-worshipping-figma-altar [https://roastthepost.substack.com/p/product-designer-worshipping-figma-altar] — Jen and Paul roast weekly at https://roastthepost.show [https://roastthepost.show]. Subscribe to catch new roasts as they drop. This is a public episode. If you would like to discuss this with other subscribers or get access to bonus episodes, visit roastthepost.show [https://roastthepost.show?utm_medium=podcast&utm_campaign=CTA_1]