I just got a job offer today and my start date would be april 22nd, i already have planned and booked the tickets for a vacation this may 23rd to june 17th. How will i negotiate it and tell them about it? Is it going to be a bad precedent of me if I just got started then get a time off very soon. I am worried if they will withdraw the offer from me.

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Just tell them you can’t start till June 19th (June 18th being a holiday). Or you can start but you have a trip booked you would still like to go on. You could be honest and say you booked a trip already, or you could lie and say garden leave or you promised to stay and complete a project. Usually, when discussing an offer with the recruiter or Hr you discuss start dates.

If they say no, you can decide what’s more important to you.

likesmart

Assuming this is the US, isn't the holiday June 19th? (Juneteenth)

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Here's a suggestion for how you could approach this situation. I would send a template for the email you could send explaining your ordeal while still been reasonable, professional and ethical.

Subject: Vacation Plans and Start Date

Dear [Hiring Manager],

I hope this email finds you well. I wanted to reach out regarding my upcoming start date of April 22nd. I'm excited about the opportunity to join the team and contribute to [company name].

However, I recently realized that I have a pre-planned vacation scheduled from May 23rd to June 17th, with flights and accommodations already booked I understand the importance of being fully committed to my new role, and I want to ensure that my vacation plans don't disrupt the team or our projects.

I'm willing to be flexible and explore options to mitigate any inconvenience caused by my absence, such as working remotely during that period, extending my probation period, or taking unpaid leave. I'm open to discussing what works best for the team and the company.

I understand if this situation is not ideal, and I apologize for any inconvenience it may cause. Please let me know how you would like to proceed, and I'm happy to discuss further or provide any additional information you may need.

Thank you for your understanding and consideration.

Best regards,
[Your Name]

likefunny

Very well structured

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Now we are here where he didn’t mention it and doesn’t know how to tell them…

I have had this happen. Once you get the job offer or if you already have the paperwork, you need to call HR and let them know, you have...(I do not condone lying, but saying I booked a Disney vacation...well it sounds BAD) say you are need these days off because you are committed and being in a wedding. Ask if this will be a problem? They always say no and if they say yes, well you must be really detrimental to the company and I hope your salary is parallel to how much they need you.

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