How to I enter these as Ledger accounts?

June 1

Richinvested $19,000 cash in the business along with $6,000 of office equipment.

June 1

Rented an office and paid three months rent in advance to Fredericks Property Management. Check #0001 - $4,500.

June 1

Bought an automobile on account from Norm's Automotive, $27,000.

June 4

Purchased office supplies from Office Depot on account,$400.

June 5

Purchased additional office supplies from Office Depot. Paid cash, Check # 0002 - $75.

June 6

Performed accounting services for Jilian Kirby. Collected $3,500 cash.

June 8

Paid a gasoline bill to Arco. Check #0003 - $97.

June 12

Paid Janice, office secretary, two weeks salary.Check #0004 - $2,000.

June 18

Provided accounting services to Mindy's Dress Shop, $8,500. Payment to be received on July 9th.

June20

Rich withdrew $2,500 from the business to pay personal expenses. Check #0005 - $2,500.

June 21

Performed accounting services for Caden, Inc.. Collected $2,500 cash.

June 22

Paid a gasoline bill to Arco. Check #0006 - $96.

June 25

Paid Norm's Automotive for automobile repairs. Check #0007 - $625

June 26

Paid Janice, office secretary, two weeks salary.Check #0008 - $2,000.

June 27

Provided accounting services to Sarah Company $7,500. Payment to be received on July 19th.

June 29

Paid June telephone bill to Verizon. Check #0009 - $525.

June 29

Received bill from The Daily Courier for June advertising. Bill is in the amount of $1,300 and is due July 3rd.