Taking each element individually, "Can a company that has previously gone bankrupt and started up again, work for the parish council?" Yes, although if it is a major contract, members should be mindful of the company's history (but other companies tendering for the work may have a similar history that you do not know about). "Can a company work for the parish council, bearing in mind one of the directors is a parish councillor?" Yes, but the member concerned may not participate in the process of appointment, which must follow the rules set out in the council's standing orders and financial regulations regarding code of conduct, competitive quotes, tendering procedures etc.