Caribbean Cessna 208 Captain - IFR Night Ops

Pilot Assessments; San Juan (PR); On-site; USD 120,000 - 180,000; Full time

Benefits offered by this job

Medical coverage

Dental coverage

Vision coverage

401(k)

Wellness reimbursements

Paid vacation

Paid holidays

Location bonus

PTO every 5 weeks

CASS access

KCM access

Job summary

Pilot Assessments seeks a San Juan–based Cessna 208 Captain to deliver time-critical cargo across the Caribbean and beyond. You will rely on IFR proficiency to ensure safe, on-time performance in a dynamic weather environment.

Responsibilities include piloting the Cessna 208 Caravan under Part 135, with potential Part 121 duties, conducting precise flight planning, and coordinating with dispatch and maintenance to meet service commitments.

Qualifications

• Commercial Pilot License (CPL) — Single-Engine Land.
• Current IFR rating and proficiency.
• FAA Second Class Medical (First Class for international ops).
• 1,200 total hours with 500 PIC, 500 cross-country, 100 night, 75 instrument (50 actual).

Responsibilities

• Operate MAC’s Cessna 208 Caravan under Part 135, and Part 121 as assigned.
• Plan flights with performance, weight & balance, and fuel planning.
• Maintain IFR proficiency and night operations.
• Coordinate with dispatch, maintenance, and ramp teams for aircraft readiness.
• Complete logs and post-flight documentation; maintain currency and training.

Skills

IFR proficiency

Flight planning

Night operations

Crew coordination

Tools

Cessna 208 Caravan

ATR 42/72

C408 SkyCourier

Job description

Pilot Assessments seeks a San Juan–based Cessna 208 Captain to deliver time-critical cargo across the Caribbean and beyond. You will rely on IFR proficiency to ensure safe, on-time performance in a dynamic weather environment.

Responsibilities include piloting the Cessna 208 Caravan under Part 135, with potential Part 121 duties, conducting precise flight planning, and coordinating with dispatch and maintenance to meet service commitments.