Transitioning to Civilian Financial Life
Navigating the Financial Shift from Service to Civilian Life with Confidence
Empowering Your Financial Future
At True North Advisory, we specialize in helping military veterans, police officers, firefighters, and EMTs navigate this transition with a structured, strategic financial plan that ensures stability and long-term success.
Key Financial Considerations When Transitioning from Service
1. Understanding Your Benefits & Pensions
Your military or first responder pension is a valuable asset, but it’s only one piece of your financial future. We help you:
- Assess Pension & Retirement Benefits: Understand your pension payouts, survivor benefits, and cost-of-living adjustments.
- Evaluate TSP & 401(k) Rollovers: Determine whether to keep your TSP, roll over into an IRA, or invest in a civilian 401(k).
- Maximize Veteran & First Responder Benefits: Identify healthcare, disability, and financial assistance programs you’re eligible for.
2. Income Replacement Strategies
Whether you're transitioning into a new career, starting a business, or looking for financial independence, we help you:
- Career Planning & Salary Considerations: Compare private-sector salaries, benefits, and financial adjustments
- Entrepreneurship & Business Startup Guidance: Funding, business tax structures, and wealth-building strategies for self-employed veterans.
- Passive Income Strategies: Real estate investing, dividend-paying investments, and other non-traditional income sources.
3. Investment & Tax Planning for Civilian Life
Military and first responder salaries are often structured differently than civilian paychecks. We ensure your investment and tax strategies are adjusted accordingly:
- Tax Bracket Adjustments – Plan for shifts in taxable income post-service.
- Capital Gains & Real Estate Tax Planning – Avoid unnecessary taxation on property sales or investment growth.
- Investment Diversification – Ensure your portfolio matches your new financial reality.
4. Healthcare & Insurance Adjustments
Losing employer-covered health benefits is a major concern for many transitioning service members. We help you:
- Compare VA vs. Private Health Insurance – Find the right healthcare plan that fits your needs.
- Life & Disability Insurance Planning – Ensure coverage for income protection in civilian life.
- Long-Term Care & Retirement Healthcare Costs – Plan for Medicare, supplemental insurance, and out-of-pocket medical expenses.
5. Debt Management & Budgeting Post-Service
Leaving service may mean losing housing stipends, hazard pay, or overtime opportunities. Adjusting your budget and managing debt effectively is critical:
- Student Loan & Mortgage Planning: Utilize VA home loans, refinancing options, and education benefits wisely.
- Credit & Debt Repayment Plans: Structure a plan to eliminate debt and improve credit scores.
- Emergency Fund & Savings Adjustments: Ensure financial stability with a 6-12 month emergency fund.

Our Step-by-Step Approach to Financial Transition
We simplify the transition process by creating a clear roadmap for your post-service financial future.

Financial Readiness Assessment
Understand where you stand financially before leaving service.
Customized Transition Plan
Develop a tailored financial roadmap based on your goals and career plans.
Implementation & Monitoring
Support through the first few years of your civilian financial journey.
Ongoing Adjustments & Wealth Growth Strategies
Ensure long-term success as your civilian career progresses.
Common Questions About Financial Planning After Service
What’s the biggest financial mistake veterans and first responders make post-service?
Not adjusting their financial plan to match their new income, tax obligations, and benefits structure. Without planning, savings can quickly dwindle.
How do I handle my TSP or 401(k) after leaving service?
Depending on your career path, you may want to roll it into an IRA for greater investment flexibility, transfer it to a civilian 401(k), or keep it in place. We help you determine the best strategy.
What if I want to start a business?
We provide business funding guidance, tax planning, and investment strategies to help veteran and first responder entrepreneurs start and scale their businesses.
How do I replace my benefits (healthcare, pension, disability) after service?
We help you compare VA benefits, private insurance, and employer benefits to ensure you get the best coverage at the best cost.
How can I build long-term wealth post-service?
By diversifying investments, optimizing tax strategies, and leveraging real estate and passive income opportunities, we help you build lasting wealth.
Start Your Civilian Financial Journey with Confidence
At True North Advisory, we provide expert guidance tailored to military veterans, law enforcement officers, firefighters, EMTs, and government service employees. Whether you’re transitioning to a new career, launching a business, or preparing for retirement, we’re here to help you take control of your financial future.