Impatient for the Life Ahead of Us

My husband, our two kids and I need to buy a family home and in order to make that happen we are going to need more cash. Right now, it's about earning more money. I want to stay in my current job with its attendant flexibility, and ideally I want to be paid more. I just am really dreading talking to my boss about a raise.

How Much Should You Tip for Office Food Deliveries?

I know this has been covered to death, but I have a question about institutional tipping. I'm lucky enough to work for a company that sees fit to provide its employees with a variety of free food - lunches, breakfasts, snacks, etc.

Buying a Gift For Someone Who Did You a Financial Favor

Recently he suggested I take a 'rent holiday' for a few months because I've got some other big bills to pay, which is a relief! However, it's also his birthday in a month and I had been thinking about getting him a Kindle — which now won't be that difficult to afford given the 'no rent' thing. What is the etiquette on how much to spend on a present for someone when they've just done you a financial favor?

I Got a Better Job, But I’m Afraid My New Insurance Won’t Cover a Scheduled Surgery

I was headhunted and offered a position with better pay, a better bonus, and more interesting responsibilities than at my current one. The thing that's stopping me is my insurance.

Paying for Dinner

I recently stayed with two friends while visiting their city, and to thank them I told them that I wanted to take them out for dinner.

“No, no!” they said. “We’re just happy to host you while you’re visiting!”

I planned to pay for dinner anyway, and when we went out to dinner on our last night and the check arrived, I pulled out my card and insisted on paying—but my friends ended up handing their card to our waitress and told her to just split the bill.

This may seem like a silly question, but is there a nice way of insisting on picking up the check? — B.

Should I Take This Low-paying Job in This Tough-to-break-in Field?

It's a rare opportunity, but here's the thing: It pays very little, with no room for negotiation and little room for advancement in the company (it's a startup). I'm afraid that after months of applying, this is the best I can get and I shouldn't turn it down since jobs are so hard to come by, especially in New York media.

How Can I Better Invest This Money My Boyfriend and I Plan to Use for Our Wedding?

My boyfriend and I don't make much money, but we've managed to build a healthy cushion, don't have credit card debt and have reasonable plans for our student debt. So this really is just "fun money" that we can use for a wedding in the next year or two.

Would It Be Awkward to Offer My Coworker Some of My Bonus Money?

I'm thinking of giving my poor coworker who is here as a contractor some money. Is that weird?

The Medical Billing Snafu

Medical billing gone wrong.

How Do You Split the Cost of a Group Trip?

How do you split the cost of group trips?

Do You Need to Give a Full Two Week Notice When Quitting a Job?

How important is the two weeks notice?

The Very Late Follow-Up

The PWWBMS wrote back confirming the receipt of the project and said they would be in touch in the next couple of weeks. Spoiler: They didn't! It has now been over four months and now I am kicking myself for not following up earlier on - maybe a month after PWWBMS's email.