Come on. A bot? Sure, AI coaching is trending. Psychologist, a therapist bot on the popular AI platform Character.ai, has had 175 million chats since it was created a year ago. The NHS has its own mental health support bot designed to help users reduce anxiety and depression symptoms.

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But there are also horror stories – like with Jaswant Singh Chail, who barged into Windsor Castle to assassinate Queen Elizabeth II after chatting with an AI friend created using an app. Or how about Google’s AI recommending people add glue to their pizzas. But although I’m feeling dubious, I still download the rejection coach from the ChatGPT store. After all, who could say no to a freebie?

The coach’s creator is Nicolle Merrill, an AI designer and a former career coach at Yale School of Management. She has made other fun bots, too, including a flirting coach in the style of Nicolas Cage and a procrastination buddy. Nicolle designed the rejection coach when she was paralysed by the fear of rejection at work, after she struggled to pitch to a client.

“I created the coach just to see if it could help. And it did,” she tells me. “It helps me get the feelings out of my head, lets me procrastinate a bit, and then I get a bit of a reframe on the situation so I can take the next step. That’s all it takes.”

Using the bot is simple. I choose the “practise a rejection” prompt, describe my scenario, and hit send on the cover letter I’ve agonised over for days. Moments later, I receive the aforementioned rejection letter.

After the initial sting, I chuckle at the absurdity of the mock rejection. The interaction feels comical. But as I sit there re-reading the message, I realise this is the first time I have actually read an application rejection letter in full without binning it straight away in petty revenge.

Unlike what I imagined, the generic phrasing, the “thanks but no thanks”, does nothing to me. They are just words – empty, impersonal, and surprisingly harmless – lying quietly in the chat box. The monster I created in my mind isn’t shrieking. I’m not spiralling into self-doubt. I feel strangely relieved and go on throwing in more cover letters and pitch emails that I’ve written.

It is almost entertaining to read the bot’s responses. “Your application was as inspiring as an unripe avocado – hard to digest and lacking any flavour”; “I admire your courage in thinking this would stand out. Truly bold of you”; “This reads like a cry for help more than a cover letter”. The quirky harshness is liberating.

According to a recent survey by YouGov, Brits are drawn to AI mental health chatbots for their accessibility and non-judgmental nature. My partner is usually my first aid when I get paralysed by rejections. But he is only human, stressed from his own work. When both of our frustrations spill over into our conversations, we would fight, blame each other and then regret. It isn’t productive.

The rejection coach, on the other hand, has a Zen level of patience. Over the next few days, I go on a ranting spree, flinging my most irrational worries to the bot (Will I be jobless FOREVER?). It churns through my messages, acknowledges my fear, and then gently nudges me to reevaluate the situation: “Would it be helpful to take a short break and come back? How do you feel about trying some of these tips today?” Slowly, I realise my worries are out of proportion and pull myself out of the negative spiral.

On a deeper level, the coach’s reflective questions are helping me dig further. I trace my fear of rejection back to my early years in a strict Chinese school, where teachers read out every pupil’s exam ranking in class, and a lower score would invite ridicule and bullying.

Although I have long left that environment, the anxiety of being publicly shamed for failure still looms large. Rejection feels like a confirmation of my worst fears – that I’m not good enough, that I’ll always be behind. Realising this isn’t a magic cure, but it’s a starting point for building self-compassion.

Undeniably, a bot is a bot. The coach’s responses can be long-winded and full of typical ChatGPT cliches. When I show my chat history to Sarah Jeffries, a mental health trainer, she isn’t exactly impressed: “In essence, its advice is good and gives clear solutions. But it lacks the personal touch and offers similar rehashed advice. A human therapist would use more role-playing and real-life examples to help improve resilience.” Nicolle herself also warns that the rejection coach isn’t for those in a mental health crisis.

For me, though, the bot works. It’s not a substitute for a human therapist, but it’s always there on my laptop. Sometimes, all I need is that safe space to vent, process my emotions and take small steps forward, gradually building resilience along the way.

As I draft this article, my phone buzzes. An email. I take a deep breath and open it. The real boss has replied. I didn’t get the place – she explains the role isn’t for recent graduates and encourages me to reapply next year. Fair enough. The disappointment lingers, but it’s softened by the simulation email I received. I stand up, stretch, and decide to take a quick break before jumping back into writing.

There will be plenty of new opportunities ahead.

- The Telegraph, London

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