Has anyone made a lot of requests of a job and ‘got their own way’ successfully?

[NameChangeLifeChange]

For background I currently work part time in job 1 (0.6 WTE) and 0.2 WTE at job 2.
The one day a week job are asking me to increase me hours- I provide a good service and they want to expand this. Without giving too much away both are in healthcare so fairly stable jobs (sudden redundancy unlikely etc).
However…while I prefer job 2 day to day, prefer the team and the actual work job 1 has many benefits including taking lots of time in the school hols, good training opportunities and can wfh if not needed on site. Job 2 is a more traditional NHS job so set hours (eg 8:30-4:30) on site and limited leave request etc.
I am in a good position as my work is quite niche and job 2 are thrilled I work there one day and are v keen for me to do more. I’m thinking of saying yes and switching to just working job 2 but saying:

• I want a generous A/L allowance of term time only so I have flexibility in the school hols
• I want written confirmation of future training (on my way to finishing my masters etc)
• I want to choose my clinic hours to suit childcare etc

I feel cheeky but ultimately I can stick with life as it is if needed because it works for the family so don’t want to sign up to more hours with them if it means less flex for no more pay.

Has anyone asked for more and it gone well? How to approach in a respectful but also firm way?

Asking for what you want from a job is often a good idea if you are in demand and they want you. Be clear with what you want but expect push back. Be clear in your own mind what you can compromise on. Also be prepared for them to say no.

I have never taken a job without politely requesting certain things. You just need to decide which are nice to have and which are must haves when it comes to negotiations

I am going into negotiations for a role where I have very clear requirements in terms of the flexibility that I want/need. I already have a job that I like and so there's no pressure for me to take the new one unless it works better for me. If they don't agree, I can walk away and it's no big deal.

Thanks both.
Is it worth just asking for everything you want up front and then leaving it on the table for them to mull (eg put it in an email or when chatting say you don’t need to decide now let’s meet next week and that gives you time to think it over etc)?

In your situation it's absolutely worth laying it all out and asking for what you want. If they say no, neither party are worse off, but if they say yes, then they'll get extra hours from you to benefit from your niche skill set and you'll benefit from the preferred job.

If they do agree, make sure to get it all in writing to make sure it's official (especially the masters piece). Good luck!

I think it is a lot to ask, but that you're not unreasonable to ask it.

You'll be no worse off for asking. List all the reasons why the other job is 'better' and see what they can do