How I Kept My Dream Job by Flying Cross-Country Every Week
Business Insider2 days ago
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How I Kept My Dream Job by Flying Cross-Country Every Week

REMOTE CHALLENGES
remotework
militaryspouse
commuting
careersacrifice
negotiation
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Summary:

  • Faced a tough choice between relocating with her husband or keeping her dream job.

  • Negotiated a hybrid arrangement: two weeks in-office in South Dakota, then remote from Oklahoma.

  • Relied on standby flights to save costs, but the uncertainty added stress.

  • Emotionally challenging: guilt over not being a full-time military spouse, missing social connections.

  • Transitioned to fully remote after a year, allowing her to keep her job and advance her career.

When my husband received active-duty military orders to move from South Dakota to Oklahoma, I faced a tough choice: give up my dream job or find a way to make it work. I chose the latter, embarking on a grueling commute that involved flying between states almost every week for months.

The Unconventional Arrangement

My boss proposed a compromise: I could work remotely from Oklahoma for part of the month, but I had to return to the office in South Dakota for two weeks at a time. I agreed, and so began a life of constant travel. I'd stay with my parents in South Dakota, commuting to the office, then fly to Oklahoma to be with my husband. Sometimes I'd fly back just for the weekend, with my husband driving nearly two hours each way to pick me up.

The Financial and Emotional Toll

Thanks to my husband's previous airline job, I had access to standby flights, which saved us about $300 per round trip. But the uncertainty of standby travel added stress. Without this perk, the arrangement would have been financially draining. Emotionally, it was tough being away from my husband and friends. I felt guilty for not being a full-time military spouse, but I made sure to be present for his key milestones.

The Payoff

After about a year, I was approved to work remotely for three weeks each month, with only one week in the office. When the pandemic hit, I transitioned to fully remote work. We've since moved to Florida for my husband's next assignment, and I've continued to grow my career without gaps. Keeping my dream job provided stability in our chaotic military life, and I'll never take it for granted.

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