Ask HN: Advice on turning your employer into a client?

Success as a free-lancer often depends on having a wide network of potential clients. Having one potential client is not enough, if their project gets delayed, they decide against outsourcing work, or they just find someone cheaper, there's no work for you.

Some companies will outsource to former employees others don't. You can get a sense for your current employer based on if they are currently doing it.

There are good reasons not to outsource. Chief among them is just the PITA of coordination, and the loss of flexibility...your boss can tell you as an employee to climb up on top of the dumpster and jump up and down to compress the rotten chicken parts if that's the business priority. A contractor across the country is going to negotiate a rate first.

So if you're serious about free-lancing:

  1. Identify a big pool of potential clients.

  2. Nobody is a client until they have written you a check.

  3. Have a contract.

  4. Require a retainer.

Good luck.

It's a rough sell. It's like pitching your girlfriend on switching to an open relationship...they don't normally see the upside for them.

The best possible situation is that THEY bring it up. Make it clear you're leaving, make it clear you're going to still have time to work on their projects, and let them come to you with the idea of freelancing for them. You'll be in a much better bargaining position. And don't forget to ask for more money if you're switching to 1099 contracting (you're gonna get hit with self employment taxes, etc).

Several variables to consider-- How's your relationship with the true economic buyer? That's the guy who will sign-off on your contract. How receptive are they to working with remote contractors? If this is new territory for them, pitch the idea as a 3-6 month pilot project subject to review.

More ideas on ramping-up a freelancer business, recommend checking out Alan Weiss-- author of several books on consulting practices> http://www.summitconsulting.com/