Discouraged about career change

I used to have my own business and got burnt out. I've been fortunate to be able to take a few years to travel, do a masters program, and reassess. But now that I'm getting serious about building a second career - I've hired a coach, I'm reading all the things - I just feel so discouraged. Applying for jobs is soul-*** enough (I've been self-employed most of my life) and I don't even know what half the job titles mean, let alone have the skills people are looking for. I'm willing to retrain to a point, but even then I feel like I've lost my professional networks and don't even have people to ask about potential opportunities. I thought recruiters would be more helpful in identifying roles my skills could transfer to. It's all making me feel like I'm lazier and less accomplished than I thought I was. Ugh.