Hi Gordon,
In this case, you will need to create 2 separate Sole Trader businesses in Clear Books. One for each self employment income stream. To do so, you must hover over your business name at the top right > Add New Business > Select the Sole Trader plan.
As you use one business account for both businesses, it would be easier to use the Manually Record Income/ Expense buttons on the Dashboard. However, if you'd like to set up the bank feed, you'll need to mark any transactions relating to the other sole trading business as personal transactions, so that only the relevant income and expenses are recorded in this account.
For the transfer to your family account, you are not required to record this as this is not business income or expenses. However, if you'd like to, you must head to the Dashboard > Bank accounts > Add account > Select Owner's Funds account. Then, when explaining the transaction, you will use the Transfer tab and process this as a transfer from your business account to your Owner's Funds account.
Tommy