Professional Responsibilities
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Full-time W2 job: ABY Benefits – Sales role with growing momentum (first sale, Emerson Rogers referrals, Blue Cross opportunities). Some in-state travel required.
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Contract work (with wife): JME Insurance Agency – Ongoing through end of 2025; about 10 years with the company.
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Continuing Education Business (ComedyCE.com) – Produces CE classes for agents; low time demand but ongoing.
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BenefitLab (SaaS tools + employee benefits products) – Includes Stella quoting tool, employee packet tool, and broker resources. Small but steady time commitment.
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Ghostwriting for AHCP – Up to 4 articles/month.
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Small personal insurance agency – Two clients; generates ~$600/month (half monthly, half in periodic larger checks).
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Benefits Weekly – New weekly newsletter/blog project (with a friend), early stages.
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ComplyDIY – Compliance website co-owned with ABY and others; unfinished and needs several hours to launch.
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HealthInsuranceFAQs.com – Resource site for health insurance agents, still in development.
Family and Caregiving
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Mom – Recovering from breast cancer surgery; first chemo session is one week from today, followed by radiation. You and Vikki help support her.
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Uncle – In skilled nursing, due for release August 5; you remain his primary contact for support and purchases.
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Wife’s Dad – Dementia/Alzheimer’s; wife helps her mom with care, alongside a paid caregiver.
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Nephew (Jeff) – Back in rehab in California after relapsing; unlikely to fully succeed but serves as a “babysitter” for now, taking pressure off Vikki. Still covered on your group health and dental plan (part of the $2,700/month family premium).
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Sister (Vikki) – Dating your best friend Brian (about a year). She recently had to leave vacation early because of Jeff’s relapse.
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Brian’s Dad (Lynn) – Recently had a stroke; being moved from Houston to North Texas. Will start in skilled nursing and may remain in a nursing home. Vikki is helping coordinate care.
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Wife – Feels neglected because you work constantly, even during evenings. Wants to travel with you for work (due to health concerns) but is also needed to help her parents.
Personal Health
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Abdominal/back pain – Ultrasound shows organs are fine; likely a muscle/nerve issue.
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High blood sugar (suspected) – Needs testing and control before scheduling a colonoscopy.
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Sleep and energy – Disrupted by nerve pain, medications, and work schedule (not primarily stress).
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Limited exercise – Recently ran but out of shape.
Financial and Home Stress
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Health insurance premiums – $2,700/month for you, your wife, and Jeff.
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Caregiver costs – Paying for your father-in-law’s caregiver.
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New car payment.
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Taxes – Extension filed; some balance still owed plus repayment of borrowed money used for tax payments.
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Home repairs –
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Tree removal: Completed ($6,100 including tip).
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Roof replacement: Next major project.
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Back wall and deck repairs: Still pending and significant future expense.
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Interpersonal/Social Dynamics
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Amie’s 50th birthday cruise – You invited Vikki and Brian; they can’t attend but appreciated the invitation (though may feel it was an afterthought).
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Family events – Often strained by Jeff’s behavior, but rehab reduces tension temporarily.
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Work travel – Wife worries about your health when traveling; feels like she should accompany you, which conflicts with her need to help her parents.