I am just starting out — is the free version enough?
For the core job, yes. Unlimited manual entry, both accounts, and the category charts cost nothing and carry no ads. Premium is what unlocks unlimited voice and receipt capture, CSV export and iCloud sync across devices. Voice and receipt scanning each get a small number of free uses so you can see whether they suit how you work before deciding. Plenty of sole traders run on the free tier through a first year and upgrade when the export becomes the thing they need.
How should I set up categories for a mixed trade?
Keep it coarser than feels natural. Materials, Tools, Vehicle, Trade Waste, Insurance and Phone will carry most of a handyman's Schedule C, and a short list is one you will still be using in six months. Per-job categories are tempting and almost always abandoned by week three — if you need per-job profitability rather than per-category spending, that is a job-costing tool, and Cash Compass is not one.
Does it do invoicing or quotes?
No. Cash Compass tracks what you spend, not what you bill. There is no invoicing, no estimates, no payment collection and no payroll. If you need to send quotes and invoices you will want a separate tool for that side; what this replaces is the shoebox of receipts and the end-of-year guessing, not your invoicing.
What happens if I switch phones or lose it?
Premium syncs through your own iCloud account, so a new iPhone signs in and the data is there. On the free tier the data lives on the device, which means a lost phone means lost history — worth knowing up front. Either way nothing routes through a Cash Compass server: there is no bank connection, no account to create, and the transactions are not being sold on.