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Totally fair to ask after proving yourself over multiple seasons. Frame it around your expanded scope and market rates, not just tenure. A clear, professional conversation goes a long way, you’ve earned it.
It does sound weird. I assume you’re a full time employee so you aren’t paid by the project. That being said you’re correct that you probably have more leverage at the start of a project unless your employer has other options and can decide to replace you with someone else. Your first option should be to simply present your track record and ability to perform on upcoming projects and ask for a raise. Some companies do have money for project related bonuses that are most often awarded and paid at completion. so it wouldn’t hurt to find out if that is the case at your company. It’s fair to point out if project work takes extra effort on your part (for example if you also have day to day responsibilities that can’t be put aside for project work.)
I worked freelance for years, and it’s valid to raise your rate after 3 seasons. Cost of living and increased responsibilities require more pay. You won’t look ungrateful, I’m sure they are grateful for your reliability. I would write out what you think is fair, and for what reasons, and email them. Keep it short and to the point. You have to advocate for yourself. I learned that the hard way after working for rates that undervalued my abilities for too long.
Not weird at all – in fact, it’s fair. If your responsibilities have grown, your rate should reflect that. I usually approach it by framing it around the value I bring: “I’ve loved working with you, and with the additional responsibilities I’ve taken on, I’d like to discuss an updated rate that reflects my current role". You’re not being ungrateful – you’re being professional.