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Maryland FAMLI decisions start this fall. Private-plan Declaration of Intent window: September 1–November 15, 2026.

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SSGI Benefits — home
Mid-Market Employee Benefits

Enterprise-grade benefits leadership for organizations with 100+ employees

You've outgrown the small-plan playbook, but you don't need the layers, handoffs, and account rotations of a national broker. SSGI brings senior strategy, independent analysis, and year-round accountability to mid-market and beyond — Strategic Sequoia Group Inc. is a Decker Family Company.

A smaller team? Explore small business employee benefits.

SSGI's Operating Model

AI-assisted execution handles the repetitive work; licensed people remain accountable for every recommendation and decision.

  1. Strategy
  2. Enrollment
  3. Administration
  4. Employee Support
  5. Renewal
Licensed people accountable

Licensed people remain accountable for recommendations, guidance, decisions, and exceptions. Technology reduces the workload; it does not replace the guidance you rely on.

SSGI's operating model: an AI-assisted execution layer handles strategy, enrollment, administration, employee support, and renewal. Licensed people remain accountable for recommendations, guidance, decisions, and exceptions.
What mid-market employers get

Five connected areas. One accountable team.

Each one is delivered by people you know by name — and accountable to the leadership table, not a rotating cast of account managers.

  1. Cost & funding strategy

    Independent renewal, plan-design, and funding analysis across carriers — with trade-offs laid out clearly so leadership can decide on the numbers, not the narrative.

  2. Administration

    Eligibility, enrollment, and compliance coordination that helps keep the plan current and lifts the paperwork burden off your HR team.

  3. Employee experience

    A named team answers questions in plain language and helps your people understand and use what they have — year-round, not just at enrollment.

  4. Multi-state coordination

    Coordinated plans and compliance across state lines, with one accountable contact who sees your whole footprint.

  5. Accountable technology

    Modern enrollment and benefits tooling that scales with you — backed by licensed people who stay accountable for the outcome instead of pointing at a dashboard.

How we run it

One operating model, two layers

AI-assisted execution handles the repetitive work. Licensed people stay accountable for every recommendation and decision — the model shown above, applied to every mid-market engagement.

One operating model, two layers

AI-assisted execution handles the repetitive work. Licensed people stay accountable for every recommendation and decision — the model shown above, applied to every mid-market engagement.

  1. Strategy
  2. Enrollment
  3. Administration
  4. Employee Support
  5. Renewal
Licensed people accountable

Licensed people remain accountable for recommendations, guidance, decisions, and exceptions. Technology reduces the workload; it does not replace the guidance you rely on.

SSGI's operating model: an AI-assisted execution layer handles strategy, enrollment, administration, employee support, and renewal. Licensed people remain accountable for recommendations, guidance, decisions, and exceptions.
From handoff to ongoing

A clean transition, then a steady rhythm

A planned handoff off your current broker, designed to protect continuity and document account history — then steady engagement across the year, not just at renewal.

  • A clean handoff

    A planned handoff designed to protect continuity, document account history, and clarify responsibilities and fees before work begins.

  • Continuous engagement

    After transition, SSGI stays on call — renewals, mid-year changes, compliance shifts, and employee questions handled as they surface.

Transition & year-round cadence

  1. TransitionA clean handoff
  2. Year-roundContinuous engagement
Year-round cadence

After transition, engagement follows a steady quarterly rhythm — not a single renewal touchpoint.

  1. Renewal & plan design
  2. Compliance & reporting
  3. Mid-year review
  4. Open enrollment prep

An illustrative year-round service rhythm; timing is tailored to each employer.

Request a Strategic Benefits Review

A working session with a senior advisor — we look at where you are today and where your benefits need to go.