Imagine finding the love of your life after a tumultuous divorce, only to face a heart-wrenching dilemma: accept their proposal and lose your health insurance and alimony, or turn them down and keep your financial security? This 44-year-old woman found herself in this exact predicament after her boyfriend proposed following a pregnancy scare. Let’s dive into this emotional rollercoaster and see how she navigated this tricky situation.
Divorce Drama

Marriage and Insurance

Alimony for Life

Ex’s Thoughts on Marriage

Career Sacrifices

No Chance for Work

New Love ❤️

Financial Independence

Pregnancy Scare

Proposal Rejection

Financial Worries

Can’t Move in Together

Benefits on the Line

Love vs. Financial Security: The Ultimate Dilemma
Our heroine, a 44-year-old divorcee, is caught in a whirlwind of emotions after her loving boyfriend proposes. Despite being head over heels in love, she’s forced to reject his proposal, fearing the loss of her health insurance and alimony. Her ex-husband, a doctor, has made it clear he won’t remarry, ensuring her continued financial support. But with her boyfriend’s income as a case manager at a nonprofit, she’d be living on half her current income if they tied the knot. To make matters worse, they can’t even move in together, as archaic family court laws would assume shared finances and cut off her benefits. Let’s see what the internet thinks of this heart-wrenching dilemma…
Unsustainable income and future plans questioned for divorced woman.

A blunt warning about having another baby at 44+

Encouraging comment to explore personal growth and not feel pressured to remarry

Encouraging advice for a divorced SAHM to secure her future

Unemployed and entitled? Is this relationship worth saving?

Protect your retirement funds, ex-husband can still file modification

Choosing check over love? Boyfriend has valid reason to be upset

User calls out woman for taking advantage of alimony system.

A commenter calls out entitlement to alimony.

User calls out post-writer for avoiding work and milking ex-husband.

User accuses SAHM of being a gold digger

Divorced woman’s ex works for 6 but gets called AHole

User criticizes stay-at-home mom for not having a job

User suggests woman should get a job to justify rejection
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Harsh reply calls out woman for being dependent on ex’s money

Harshly criticized for receiving alimony, warned about ex’s plans
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Divorcee criticized for wanting lifelong freedom, Massachusetts gets shade.

Men’s trust issues with women explained in one comment

User calls out woman for prioritizing ex’s money over relationship

Harsh judgement on financial choices in relationship

User calls out woman for being a ‘leech’ and rejecting proposal

Single mother called out for relying on boyfriends and wasting time

Smart financial decision after a divorce

User accuses woman of being greedy and selfish. YTA.

User calls out divorced woman for relying on ex’s alimony. YTA

Harsh comment accuses divorced woman of being a leech

Divorced woman accused of prioritizing money over love

User calls out divorced woman for rejecting proposal for financial gain

Fiery comment denounces alimony laws and shames leech-like behavior

Commitment issues? Commenter calls out partner’s mixed signals

Ageism is real and finding work is not easy. NTA.

User accuses divorced woman of being a gold-digger

A scathing comment calls out a divorced woman for being financially dependent.

User calls out woman for relying on ex-husband instead of boyfriend

User calls out woman for not getting a job, YTA confirmed

NTA for rejecting proposal due to insurance and financial risks

User calls out person for being hypocritical. YTA

Birth control advice and alternative proposal suggestion debated.

User sympathizes with divorced woman, says she’s NTA

Harsh judgment on divorced woman’s financial dependence.

Financial concerns and advice for divorced woman considering remarriage

Harsh criticism of a lazy and entitled ex-wife

Age is just a number: Reddit’s response to relationship advice

User accuses divorced woman of being an a-hole for rejecting proposal

Financial advice for divorced woman rejecting proposal

Preparing for the future after divorce

44-year-old advises against pregnancy and defends divorced woman’s decision ❤️

Choosing money over love can have a corrosive effect

Commitment issues? Boyfriend’s patience might have a limit.

Divorced woman prioritizes alimony over relationship, boyfriend upset ♀️

User calls out divorced woman for mooching off ex-husband. YTA

User accuses woman of staying with ex for money and insurance

Rejected proposal hurts, but communication is key in relationships.

Is she rushing into marriage again too soon?

Financial concerns in marriage. Is she justified?
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Love should not cost your livelihood. NTA

A comment calling out a divorced woman’s financial dependence.

Alimony or love? Commenter calls out selfish boyfriend

Alimony after adult kids? Scary

NTA for rejecting proposal. Don’t feel guilty for prioritizing yourself

User suggests getting tubes removed to avoid pregnancy scare, rejects proposal

Harsh judgment on lazy and selfish behavior

User accuses woman of wanting both money and work-life balance.

Harsh criticism towards divorced woman’s financial dependence on ex-husband

Harsh criticism for a stay-at-home mom who rejected a proposal

User calls out entitlement in family court situation. YATA.

User defends a law against double-dipping on alimony, calling it necessary

Harsh comment criticizes woman’s financial dependence and relationship.

Harsh judgment on a widow’s financial situation.
