Sally Wynter | The Future of Job Hunting

Jimmy's Jobs of the Future

Boxlight Creative Studio

Technology, Business, Careers

5 • 1.1K Ratings

🗓️ 5 August 2025

⏱️ 64 minutes

🔗️ Recording | iTunes | RSS

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Summary

Sally Wynter | The Future of Job Hunting In this episode of Jimmy’s Jobs of the Future, returning guest Sally Wynter introduces Hunch, her new AI-powered platform designed to fix the graduate job market. She exposes why LinkedIn’s Easy Apply is making things worse, how hundreds of applications go unseen, and why Gen Z needs to become AI-native to survive the future of work. We discuss: Why finding your first job feels like a full-time job How AI can level the playing field for graduates Why most job boards are outdated The future of work, personal branding, and AI in hiring If you’re a student, graduate, or just curious about how AI is reshaping careers, this one’s a must-watch. Timestamps: 00:00 Intro – Job Hunting Is Broken 00:37 Hunch: AI That Finds Jobs For You 03:00 Why LinkedIn Easy Apply Makes Things Worse 06:13 Hiring from the Employer’s Side 10:00 How AI Could Fix Graduate Recruitment 16:00 Why Early Career Planning Matters More Than Ever 21:00 The Reality of Social Mobility & Hidden Job Markets 27:00 How Gen Z Can Leapfrog With AI Skills 33:00 Personal Branding & Building Career Visibility 42:00 The Future of Work & AI Coaching 50:00 Why Most People Don’t Know Themselves 55:00 Rethinking “Work” & Identity ********** Follow us on socials! Instagram: https://www.instagram.com/jimmysjobs Tiktok: https://www.tiktok.com/@jimmysjobsofthefuture Twitter / X: https://www.twitter.com/JimmyM Linkedin: https://www.linkedin.com/in/jimmy-mcloughlin-obe/ Want to come on the show? [email protected] Sponsor the show or Partner with us: [email protected] Credits: Host / Exec Producer: Jimmy McLoughlin OBE Producer: Sunny Winter https://www.linkedin.com/in/sunnywinter/ Junior Producer: Thuy Learn more about your ad choices. Visit podcastchoices.com/adchoices

Transcript

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0:00.0	It's so funny because when you look at the guys, that's never a topic of conversation. Yeah. What you look like? Yeah. Did you watch the football last night? It's never about, I'll watch your skincare routine. Whereas women walk into a room and because we've been taught to be pitted against each other. Yeah. Not always, but sometimes there's, oh my God, you know, I can't. It's a bit of a barrier. Yeah, yeah. and it shouldn't be there.
0:01.1	We should be trying to change that stereotype. always, but sometimes there's, oh my God, you know, I can't. It's a bit of a barrier. Yeah, yeah, and it shouldn't be there.
0:22.2	We should be trying to change that stereotype, believing that there is space for everybody.
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0:57.7	Welcome to Jimmy's Jobs of the Future.
0:59.9	Today I'm joined by a returning guest, Sally Winter.
1:03.5	Sally came on the show three years ago when she just exited her first company,
1:08.6	a CBD gin company.
1:14.4	I asked her at the end of that episode what she was likely to do next. She highlighted the career system as being one that was broken. Of course I agree.
1:20.7	It's one of the foundational reasons of why I set up Jimmy's jobs in the future. Sally has now
1:25.2	launched a new venture to try and tackle this. It's called
1:27.9	hunch. It gets to learn applicants really well with its AI systems and provides them with up to
1:34.0	20 jobs a day. I think it could be really transformational because one of the challenges that
1:39.3	young people have early on in their careers is they don't know the skills that they necessarily
1:43.9	have for the workplace and they don't know the skills that they necessarily have for the
1:44.5	workplace and they don't understand what jobs necessarily entail. Hunch looks to solve both of
1:52.6	these problems. I think it's a really neat idea and it's a reason why I've become an investor
	...

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