I Used to Have a Plan

Balm for the soul—Alessandra Olanow offers advice, inspiration, and encouragement for anyone who needs a shoulder to lean on during a difficult time.

“I Know This Too Shall Pass. (But It Would Be Helpful to Know When).”

After a series of events left her a divorced single mother questioning herself, her relationships, and basically, everything she thought was true about her “picture-perfect” life, Alessandra Olanow began drawing and posting illustrations on Instagram that reflected her feelings and struggles to right her life. She chronicled her journey of healing, expressing the shock, delusion, denial, self-pity, and self-doubt she experienced and the self-empathy and forgiveness that ultimately helped her regain a sense of self—but stronger, more fearless, and more hopeful than before. Her charming illustrations and keen, memorable observations—struck a chord. Within a year, her audience grew dramatically, f