Mon–Fri 8am–5pm · Sat 9am–1pm · Sarasota, FLRicky727-748-1701Lizzy · Receptionist 24/7941-260-0177info@riskyrickyinsurance.com
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Licensed Florida insurance agent · Sarasota

Insurance for the people and businesses that keep Florida running.

Commercial auto, contractors, boats, small business, personal auto and life. One licensed Florida agent who speaks English and Spanish, worked in the trades, and gives you direct access — backed by 24/7 bilingual assistance.

Licensed Florida 2-20 & 2-15English & SpanishSarasota-based, statewideCommercial-first, contractor-friendly
Ricardo De Guezala, licensed Florida insurance agent, Risky Ricky Insurance
Ricardo De GuezalaLicensed FL agent · 2-20 P&C · 2-15 Life & Health
Bilingual quotesEN / ES
Commercial insurance

Built for contractors, drivers and small business owners

This is the core of what Ricardo does. If a truck, a crew or a vessel is how you make money, start here.

Commercial Auto

Trucks, vans, pickups and work vehicles. Liability, physical damage, cargo and the filings your operation may need.

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Small Fleet

Two to twenty-plus vehicles on one policy. Simpler renewals, consistent limits and one person who knows your operation.

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Contractors / General Liability

General liability for GCs, subs and trades. Certificates handled by someone who's been on the job site.

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Small Business / Commercial

Shops, restaurants, offices and service companies. Property, liability and the coverages your lease and customers require.

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Boat & Yacht

Center consoles, cruisers, sailboats and yachts on Florida's Gulf Coast. Hull, liability, hurricane and towing options.

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Commercial Marine

Charter, guide, dive, towing and workboat operations. Hull, P&I and the certificates your dock or port requires.

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Personal & financial protection

For your family, your car and the long term

Personal auto explained properly, and life, IUL and annuity options with the costs and risks spelled out before the upside.

Personal Auto

Florida car insurance explained by a human. PIP, liability, full coverage and what each actually does.

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Life Insurance

Term and permanent life insurance for families and business owners. Honest conversations about what you need and what it costs.

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Indexed Universal Life (IUL)

Permanent life insurance with indexed cash value. Explained accurately — including the costs, caps and risks.

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Annuities

Fixed and indexed annuities for retirement income. The guarantees, the surrender periods and the fine print — explained.

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Why Risky Ricky

The name is playful. The work isn't.

Ricardo spent years in roofing, restoration, solar and sales before he was licensed. He's been the contractor chasing a certificate at 6:45am, the guy with a truck full of material and a GC asking for an updated COI. That experience shapes how he quotes: around what you actually have to deliver to the people you work for.

Born in Peru and raised in Sarasota since age 12, he's a native Spanish speaker licensed in Property & Casualty and Life & Health. The whole process — questions, applications, certificates, claims guidance — happens in whichever language you prefer.

Life's risky. Coverage shouldn't be.Ricardo "Risky Ricky" De Guezala
Meet Ricardo
How it works

Getting a quote takes one call

Call or email

Tell Ricardo what you need covered. A truck, a crew, a boat, a family. English or Spanish.

Answer a few real questions

Each line has a short checklist of what underwriters actually need. Ricardo asks, you answer, no 40-page form.

Get options, not a pitch

We'll compare the available options and explain the coverage and trade-offs in plain English. You decide. Ricardo handles the rest, including certificates.

Service areas

Sarasota-based. Working across the Gulf Coast.

Ricardo is licensed statewide and works by phone and video with clients across Florida, with deep roots in Sarasota, Bradenton, Lakewood Ranch and the Tampa Bay–Fort Myers corridor.

All service areas

Reviews

New brand. Real track record.

Risky Ricky launched in 2026 as Ricardo's independent brand after years in the industry. Reviews from clients are published as they come in — and you're welcome to be one of the first.

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Get a quote

Start your quote

Answer a few questions and Ricardo gets your details instantly. Takes about two minutes. Prefer to talk? Call 727-748-1701 (Ricky direct · business hours).

What are we quoting?

Life's risky. Coverage shouldn't be.

Call Ricardo. Get options, not a runaround.

Personal service from Ricardo, backed by 24/7 bilingual assistance. Call for a quote or send the basics by email and Ricardo will take it from there.

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