Caroline Madden, 60, recently secured a personal assistant role after a two-year job search that involved approximately 500 rejections. Madden, who had previously found employment easily, suspected age discrimination was a factor after a restructuring led to her job loss in September 2024. She noted that her initial applications were often rejected despite possessing the necessary qualifications and experience.

Madden adapted her curriculum vitae (CV) and applications by omitting her date of birth and changing her qualifications from O-levels to GCSEs, a change she believes helped her secure interviews. Under the UK's Equality Act 2010, age is a protected characteristic, yet Madden encountered instances where artificial intelligence (AI) filtered applications. She described one AI-driven interview where a realistic avatar's lip movements were out of sync with the audio, a test she ultimately failed.

Experts suggest that an increased reliance on AI for initial application screening may pose challenges for older job seekers. Technology is also increasingly used for video interviews, which can be less familiar to individuals accustomed to in-person interactions. Preparation and familiarity with such technology are advised.

Madden's career path has been varied. After leaving school at 16, she worked in hospitality before retraining in her late thirties to provide pastoral care and career advice at a school. She also wrote a lifestyle column for the Hull Daily Mail. After leaving the school in 2018 due to cancer, she returned to PA roles, including working in production at music events.

Recruitment experts emphasize turning a lifetime of experience into an advantage. Hannah Cornish, a recruitment expert at CV-Library, advises older workers to focus on achievements and measurable results rather than simply listing years of experience. Tailoring CVs to specific job requirements and seeking feedback on rejections can help refine job application strategies.

Dr. Sally Ann Law, a personal and business life coach, suggests proactive approaches to bypass AI filters, such as contacting organizations directly and attending industry events to build personal rapport. Networking with former colleagues and leveraging word-of-mouth opportunities can also be beneficial. Law acknowledges the difficulty of dealing with rejection but stresses its role in the job-seeking process.

Focusing on areas with labor shortages, such as construction, social care, or cybersecurity, can increase opportunities. The UK government's Annual Skills Report provides insights into in-demand professions and training options. Law also advises highlighting transferable skills, such as problem-solving and interpersonal abilities, especially when transitioning into new fields. Considering refresher courses or new certifications can demonstrate initiative and adaptability to employers, signaling that a candidate is up-to-date with modern workplace practices.

Madden also maintained a positive mindset during her job search by establishing a routine, including early rising and regular exercise, and relying on a supportive network of friends for encouragement and a change of scenery.