Yes, this is possible! It's called Progress Invoicing in Jobber. When you're setting up the job or at the quote stage before it, look for the Billing section and select "Split into multiple invoices with a payment schedule." From there you can set up a Payment Schedule using either a percentage or fixed dollar amount for each invoice, so you could set it to bill 90% after visit 1 and the remaining 10% after visit 2, tied to actual visit completion.
You'll then create the job as a one-off job with both visits (aeration + 6-week follow-up, or install + takedown), and the payment schedule carries through automatically as each visit gets marked complete. With the volume you're running, 60 aerations and 150+ Christmas light jobs, setting this up once as a template should save you from manually recreating that split every time.
Worth double-checking in your account (Gear icon to Account and Billing) that your plan includes it, should be on all plans, but good to confirm. Let me know if you ever get stuck on the template side.