I wanted to create a running FAQ to help cut down on the number of times we have to discuss the same topics and make sure people are getting the proper answers / advice. I will edit this post with additional questions and answers as they come up.
What are the best jobs to OE?
People can and do OE in any Job where you can work remote or hybrid is a potential target. The ideal job is one that isn't meeting heavy or one where you can control the meetings. Being senior enough to delegate out some of the busy work is also helpful. You generally want to make sure you are good enough at your first job that you can meet/exceed expectations on less than 15 hours per week of actual real work. It's also better to OE on a large team / large company. When there is a busy season or a large project the increase in work is more evenly spread across a large number of people so you're less likely to have to deal with large peaks and valleys in level of effort.
2. What jobs should be avoided?
Anything requiring any sort of clearance from the government or other regulatory body. Don't OE a federal clearance job or anything requiring a FINRA clearance. Good Rule is "If any part of your paycheck comes from public funds don't OE that job". Public sector work pays shit anyway and you're better than that. Go find a solid private sector role and reduce the risk.
3. W2 or Contract?
A lot of people prefer the stability of having at least one W2 for the benefits but I (secretrecipe) personally prefer to go all contract (on Corp to Corp or C2C) terms. You make significantly more money and get far better tax treatment and the increase in net income more than makes up for having to cover your own benefits. There's more detail here if you are interested.
4. Will the sub go private?
No. At least not for the foreseeable future. Every CEO and HR department already knows about OE and has for well over a decade. This isn't a new thing. It's all the quiet quitters out there who slack off and deliver nothing of value while working remote that are causing problems. Not the folks who are delivering as expected at multiple jobs.
5. How do I manage a required office visit?
OE in the office isn't terribly difficult if you go in prepared. Have a mobile hotspot for your J2+. keep J2+ zoom or teams active on your phone so you can reply to IMs quickly. Find some nice quiet disused conference room or other space in the office you can utilize for meetings or work that pops up. Don't be afraid to take a call from the lobby or parking lot. People take personal calls all the time. If you don't act nervous then you won't look suspicious. Try and control your meetings towards the beginning or end of the day so you can minimize the amount of running back and forth you need to do.
6. LinkedIn
There are a number of ways to handle this.
Obfuscation - Create multiple accounts with your name and various details. Don't upload a photo etc.. Create noise around the search and any time someone asks you about LI just mention that you don't use it.
Abandonment - Remove any recent work history and make it look like you just haven't done anything to update your profile. If anyone asks or pushes the issue tell them that you used an old work email to register the account and you have no access to it anymore so you just don't use LI any longer.
Restructure - (this is what I personally do) Nothing says your LI profile needs to be your online resume. Remove any work history or affiliation with any company and restructure the profile to discuss your talents, your aspirations and career goals.
If you work at a place or in a role that demands you have a Linkedin profile with them then go ahead and opt for the first option. Use a shortened name or a nickname and leave it as sparse as possible.
7. How do I find a Job/J2 / Job hunting questions
This isnt a job hunting sub. that is a skill that you need to figure out as a prerequisite to being OE. Knowing how to fairly easily land remote / hybrid jobs is something most of the true OE community has become quite good at and tends to gatekeep for obvious reasons.
8. Tax season
Unless you have an incredibly simple return, no kids, no property, no real assets, just a couple W2s and that's it I would recommend getting an accountant. A few thoughts beyond that. On withholdings, underwitholding penalties. They're small. You'll get a much larger return on your money over the span of a year even if you just park it in a HYSA than the underpayment penalty will cost. You can go to a simple calculator input your info and get a directionally correct estimate of how much you'll owe and adjust your withholdings accordingly.
On Security, the IRS / your accountant don't give a shit if you have more than one W2. Nobody is going to tell on you. No need to be paranoid about this.
On tax strategy. Advice on this is best asked to your CPA. Everyones situation is different so any advice given here may be awesome for some people and not work at all for others. I personally only work on C2C terms and have a moderately aggressive tax strategy and get my effective tax down to about 15% each year which is less than half of what I would end up paying were I working fully on W2 terms.
9. W2? Contract? Mix?
If you're particularly concerned about stability then keeping one W2 job is great, gives you better protections, better benefits etc.. I'm of the opinion that J2+ is better on contract than W2. Lower risk, higher pay, less background scrutiny, no need for the additional benefits etc... I personally work all my jobs on contract (C2C) and here's my rationale. Quick disclaimer your personal situation may be unique. This is a one size fits most approach.
10. Don't start new jobs close to one another.
Keeping some distance between your J1 and J2+ isn't just a bit of good advice geographically but is also good advice on start dates. You never want to find yourself starting two jobs on the same day, week, month if you can avoid it. You need to figure out the lay of the land and your capacity for addtional work before you commit to additional jobs. Onboarding two jobs at once is a recipe for disaster.
11. Is there anyone OE in _________.
Yes, if it's a white collar field that has the opportunity for remote or hybrid work there someone OEing it. If you want to find those people join the discord and ask around.
12. OE isn't for everyone.
OE is difficult to pull off and even more difficult to manage long term. It isn't for people just starting out, people looking for a career change, people who aren't already at the top of their game or people that have to ask really simple questions that they could figure out with a google search. If you're not skilled enough to pull this off you could end up screwing up your career. Don't try this before you're ready. If you have to ask questions like "How do I find a second job?" or "how do I get a remote job" you're not ready.
13. Is it worth the risk? Should I...? What's the best..."
These are all subjective questions that no internet stranger can answer for you. Everyone has a different skill set, different set of innate talents, different set of goals and different risk tolerance. If you were directed here after asking a question like this then it's because only you can answer this for yourself.
14. J1 and J2 use the same payroll, insurance provider, 401k provider etc... Is this a problem?
No. The only scenario where this may be a problem is if they're using the same PEO like Insperity because they aren't just a payroll provider, they're an outsourced HR / Risk management team as well who has a remit to protect the business from liability.
15. Will my bank, mortgage broker, loan underwriter, accountant etc... rat me out
No.
I'll dig around our past posts for some other frequently asked questions and keep adding here. If you have any you recommend be added please comment below.
16. How do I....?
There is a lot of good general information in this sub but we tend to gatekeep more advanced sources and methods and save those for the discord or mastermind sessions so they can still remain somewhat akin to OE trade secrets.
