I am departing from my CPA firm on amicable terms to start my own venture. Should I propose offering my services as a 1099 contractor to my boss and include a price sheet with my two weeks’ notice? Is this considered bold?

Offering your services as an independent contractor after leaving a firm can be a strategic move, but it does carry some considerations you should take into account. Firstly, assess the relationship you have with your current boss and the firm. If it’s been positive and mutually respectful, your proposition might be viewed positively as a continuation of a beneficial relationship rather than an abrupt departure.

Consider the potential benefits and drawbacks from the firm’s perspective. Your in-depth knowledge of their operations and clients could be invaluable, allowing for continuity and perhaps even enhancing efficiency on certain projects. Clearly outline these advantages when proposing your services. Present your price sheet as a transparent way to set expectations, demonstrating professionalism and setting a basis for negotiating terms.

However, timing is key. Instead of including your proposal with your two weeks’ notice, it might be prudent to have a conversation with your boss beforehand. This will demonstrate respect for their needs and provide an opportunity to discuss your proposal openly. Ensure your offer doesn’t seem as though you are leveraging your departure to pressure the firm but rather presenting an opportunity for both parties.

In conclusion, while suggesting a contractor role can certainly be perceived as bold, when handled diplomatically and thoughtfully, it can lead to a mutually beneficial arrangement. The key is to ensure open communication and highlight the value you can continue to bring to the firm even after your departure.