Very few downsides to S/E as far as I could see. Occasional late or written off payment, and the fact you never switch off. Oh and the obvious if you don’t work you don’t get paid, zero, zilch, nothing. And just when you think it’s great going on holiday without asking for time off you find yourself still answering calls and emails and the loss of earnings costs more than the holiday itself.
But, the obvious things like having no boss, seeing what you’re made of and controlling your own destiny is where it’s at, and knowing you get to keep whatever the company invoices instead of a piddling slice off the side that you’re told to be grateful for is quite nice too.
Mostly though it’s about controlling your own destiny. I’ve seen enough management buy-outs, mergers, crooks, chancers, asset-strippers, relocations, phoenix companies, bullshitters, false dawns and false promises, redundancies, desperately stressed drinking-too-much red-faced staff shitting themselves they might be next hoping to limp along until the mortgage gets paid off or the pension kicks in while desperately accepting another crappy erosion of terms and conditions by arseholes exploiting their predicament.
Two sides, but I’d encourage independence and wouldn’t wish the latter on anyone.