Employer Benefits Optimization
Make confident, coordinated benefits elections by aligning medical coverage, tax-advantaged accounts, retirement contributions, and protection benefits with your financial goals.
Fixed Fee: $1,500
What's Covered
Medical Plan Selection
- HDHP vs PPO comparison
- Total cost analysis (premiums + expected usage)
- Spouse/dependent coverage decisions
- Provider and prescription continuity
HSA / FSA / HRA Strategy
- Contribution targets and employer match capture
- Fund ordering rules (HRA vs FSA)
- HSA as long-term savings vs spending account
- Investment strategy for HSA funds
Retirement Plan Optimization
- 401(k)/403(b) contribution elections (pre-tax vs Roth)
- Employer match capture and vesting
- Investment allocation and fee assessment
- Mega Backdoor Roth feasibility (if applicable)
Life & Disability Insurance
- Coverage adequacy assessment
- Portability and re-insurability considerations
- Employer vs personal policy comparison
- Definition of disability evaluation
The Process
Pre-Work (48 Hours Before First Meeting)
You'll provide your benefits guide, open enrollment summary, medical plan comparison, retirement plan details, and insurance coverage information.
Required documents:
- Benefits guide / open enrollment summary
- Medical plan comparison (premiums, deductibles, out-of-pocket max)
- HSA/HRA/FSA details and employer contributions
- Retirement plan Summary Plan Description (SPD)
- Life and disability plan details
First Meeting: Discovery & Benefits Education (60 minutes)
This meeting confirms the enrollment deadline, reviews available options, and identifies the highest-impact decisions based on household needs, health expectations, and cash flow.
Topics covered:
- Household context and coverage needs
- Medical plan options and cost analysis
- HSA/FSA/HRA strategy and fund ordering rules
- Retirement plan investment options and contribution types
- Life and disability coverage gaps
Outcome: A clear understanding of available options and the key decisions to be made.
Second Meeting: Recommendations & Implementation (60-75 minutes)
Specific recommendations are delivered for each benefits decision, along with an implementation checklist that includes enrollment deadlines, payroll changes, and follow-up checkpoints.
You'll receive:
- Medical plan recommendation or decision framework
- HSA/FSA contribution targets
- Retirement plan optimization (allocation, contributions, match capture)
- Life and disability coverage recommendations
- Implementation checklist with owners and dates
Important: Enrollment and implementation are your responsibility. If you want hands on help, Hourly-based Planning is available at $275/hour.
Who This Is For
This engagement is ideal for professionals facing open enrollment or a new job transition who want expert guidance on benefits decisions.
This works well if you:
- Have multiple benefits options and aren't sure which to choose
- Want to maximize employer contributions and tax advantages
- Need to coordinate benefits with a spouse or partner
- Are overwhelmed by the complexity of open enrollment
Common Scenarios
Open Enrollment Season
You have 2-3 weeks to make benefits elections and want to ensure you're optimizing medical coverage, retirement contributions, and tax-advantaged accounts.
New Job Transition
You're starting a new role and need to make initial benefits elections within 30 days. You want to understand the full benefits package and make informed decisions.
Dual-Income Household Coordination
You and your spouse both have employer benefits. You want to coordinate coverage to maximize value and minimize redundancy.
What Happens After?
After the second meeting, you'll have clear recommendations and an implementation checklist. A 30-60 day follow-up checkpoint can be scheduled to verify deductions, confirm match capture, and ensure everything is set up correctly.
If you want additional support:
Hourly-based Planning ($275/hour): Help with enrollment, payroll changes, account setup, and implementation
Comprehensive Plan ($3,500): If you realize you need broader financial planning beyond benefits optimization
Ready to Optimize Your Benefits?
Schedule a mutual fit conversation to discuss your open enrollment situation and get started.
Schedule a Conversation →