Sally Wynter | The Future of Job Hunting

Jimmy's Jobs of the Future

Boxlight Creative Studio

Technology, Careers, Business

5 • 1.1K Ratings

🗓️ 5 August 2025

⏱️ 63 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your first job feels like a full-time job How AI can level the playing field for graduates Why most job boards are outdated The future of work, personal branding, and AI in hiring If you’re a student, graduate, or just curious about how AI is reshaping careers, this one’s a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	Welcome to Jimmy's Jobs of the Future. Today I'm joined by a returning guest, Sally Winter.
0:05.8	Sally came on the show three years ago when she just exited her first company, a CBD gin company.
0:14.0	I asked her at the end of that episode what she was likely to do next. She highlighted the career
0:19.2	system as being one that was broken. Of course I agree.
0:23.0	It's one of the foundational reasons of why I set up Jimmy's jobs in the future. Sally has now
0:27.5	launched a new venture to try and tackle this. It's called hunch. It gets to learn applicants
0:32.6	really well with its AI systems and provides them with up to 20 jobs a day. I think it could be really
0:39.1	transformational because one of the challenges that young people have early on in their careers
0:43.7	is they don't know the skills that they necessarily have for the workplace and they don't
0:49.0	understand what jobs necessarily entail. Hunt looks to solve both of these problems.
0:56.0	I think it's a really neat idea
0:57.4	and it's a reason why I've become an investor in the company as well.
1:01.8	On to today's episode.
1:03.4	Make sure you subscribe so we can continue to get bigger and bigger guests.
1:12.9	Tally, welcome back to Jimmy's Jobs of the Future.
1:15.7	Not many guests come back for a second time.
1:18.0	Sorry to hear that.
1:18.9	Exactly.
1:19.7	But this time you're doing something completely different.
1:22.2	Tell us what you're working on.
1:23.2	Yeah, I am working on something that two and a half years ago, I actually said I would be working on, so I was quite proud of that.
1:30.3	It's a platform for young talent, job seekers, graduates
	...

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