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Contract Pilot Jobs in Boca Raton, FL (NOW HIRING)

... our cosmetic contract manufacturing operations. Reporting directly to the New Project Launch ... Coordinate pilot runs, line trials, and first production batches; oversee execution and track ...

Endpoint Systems Engineer

Hollywood, FL · On-site

$110K - $120K/yr

Contract To Hire Compensation: $110,000.00 - $120,000.00 Work Model: Hybrid - onsite and remote ... Coordinate patch testing, pilot rings, phased deployments, validation, and rollback procedures ...

... our cosmetic contract manufacturing operations. Reporting directly to the New Project Launch ... Coordinate pilot runs, line trials, and first production batches; oversee execution and track ...

... our cosmetic contract manufacturing operations. Reporting directly to the New Project Launch ... Coordinate pilot runs, line trials, and first production batches; oversee execution and track ...

Showing results 41-60

Contract Pilot information

See Boca Raton, FL salary details

$46.8K

$123.9K

$190.2K

How much do contract pilot jobs pay per year?

As of Aug 10, 2026, the average yearly pay for contract pilot in Boca Raton, FL is $123,861.00, according to ZipRecruiter salary data. Most workers in this role earn between $94,600.00 and $146,600.00 per year, depending on experience, location, and employer.

What does a contract pilot do?

A contract pilot is an aviation professional who operates helicopters, charter planes, or another aircraft on a per-job basis. As a contract pilot, you work directly with corporate or individual clients to fly an aircraft between locations and transport passengers or cargo. Your contract may be for a single trip or multiple trips. However, you operate as an independent contractor, so you are responsible for maintaining your credentials and insurance. Working as a contract pilot provides you with greater flexibility than being a pilot for an airline or the military.

What are some common challenges faced by contract pilots when adapting to different aircraft and client expectations?

Contract pilots often fly a variety of aircraft types for different clients, which can require quick adaptation to new cockpit layouts, avionics systems, and company-specific procedures. Additionally, each client may have unique operational standards and expectations regarding communication, scheduling, and reporting. Staying organized, maintaining up-to-date certifications, and being proactive in learning new processes are key strategies for overcoming these challenges. Strong interpersonal skills also help contract pilots integrate smoothly with new crews and flight departments.

What are the key skills and qualifications needed to thrive as a contract pilot, and why are they important?

To thrive as a Contract Pilot, you need extensive flight experience, an active commercial or airline transport pilot license (CPL/ATPL), and current medical certification. Familiarity with specific aircraft types, proficiency in using advanced avionics systems, and completion of required type ratings are typically necessary. Strong decision-making, adaptability, and effective communication skills help you manage diverse flying environments and coordinate with clients and crews. These competencies ensure safety, regulatory compliance, and reliable service in varied and dynamic aviation assignments.

What is a contract pilot?

Contract pilots are professional pilots who are hired on a temporary or per-assignment basis, rather than as full-time employees of an airline or company. They typically operate private jets, corporate aircraft, or charter flights for individuals or organizations that need flight services for a limited period. Contract pilots are responsible for pre-flight planning, operating the aircraft safely, ensuring compliance with aviation regulations, and sometimes handling administrative tasks related to each flight. This flexible arrangement allows both pilots and employers to meet their scheduling and operational needs without long-term commitments.

What is the difference between Contract Pilot vs Commercial Pilot?

AspectContract PilotCommercial Pilot
CertificationsCommercial Pilot Certificate, possibly additional type ratingsCommercial Pilot Certificate, multi-engine ratings often required
Work EnvironmentHired on a temporary basis for specific contracts, often freelanceEmployed by airlines, charter companies, or corporate operators
Employer & Industry UsageContract basis across various operators, including private and cargoFull-time or part-time employment within commercial aviation

Contract pilots typically hold a commercial pilot certificate and work on a temporary or project basis, often flying for multiple operators. Commercial pilots are usually employed full-time by airlines or companies, with a focus on scheduled or charter flights. The main difference lies in employment type and job stability, with contract pilots offering flexibility and diverse opportunities, while commercial pilots often have more consistent employment within the commercial aviation industry.

What are the most commonly searched types of Pilot jobs in Boca Raton, FL? The most popular types of Pilot jobs in Boca Raton, FL are:
What job categories do people searching Contract Pilot jobs in Boca Raton, FL look for? The top searched job categories for Contract Pilot jobs in Boca Raton, FL are:
What cities near Boca Raton, FL are hiring for Contract Pilot jobs? Cities near Boca Raton, FL with the most Contract Pilot job openings:
Infographic showing various Contract Pilot job openings in Boca Raton, FL as of August 2026, with employment types broken down into 1% As Needed, 87% Full Time, 9% Part Time, and 3% Contract. Highlights an 92% Physical, 2% Hybrid, and 6% Remote job distribution, with an average salary of $123,861 per year, or $59.5 per hour.

Full-time

Medical, Dental, Vision, Retirement, PTO

Re-posted 22 days ago


Hotwire Communications rating

8.3

Company rating: 8.3 out of 10

Based on 25 frontline employees who took The Breakroom Quiz

18th of 97 rated telecommunications companies


Job description

Job Summary:

The Strategy & AI Associate is both an analyst and a builder. The role exists to build and operate AI-enabled workflows that multiply throughput across the Chief Strategy Officer's organization — Corporate Development, Content, Strategic Partnerships, and Government Affairs — while still delivering core transaction work, financial modeling, diligence, and executive materials. The Associate partners closely with executive leadership to generate insights, accelerate deal execution, and develop reusable analytical and operational systems that scale across the broader strategy team

Duties / Responsibilities:

Strategic Execution

  • Develop and maintain financial models for acquisitions, divestitures, joint ventures, and organic growth initiatives, including valuation analyses across DCF, public comparables, precedent transactions, and LBO frameworks.
  • Support live transactions end-to-end: target evaluation, due diligence, management discussions, investment memoranda, and integration planning.
  • Conduct market, competitive, and strategic research; prepare investment memos, board materials, and executive presentations that translate analysis into clear recommendations.

AI-Enabled Leverage

  • Design, build, and maintain reusable AI-enabled workflows for diligence (data room ingestion, target profiling, CIM analysis), modeling (template generation, scenario and sensitivity runs), and document production (memos, decks, board materials).
  • Productize prompts, agents, and automations so that other CSO team members can use them independently, without engineering support.
  • Identify, pilot, and evaluate new AI tools and capabilities; maintain an informed working view of what is worth adopting.

Cross-Functional Support

  • Partner with the Content team on programmer contract review, audit support, and lineup analysis; partner with Strategic Partnerships on joint venture modeling and partner diligence.
  • Support Government Affairs and Corporate Governance with regulatory tracking, policy analysis, and related research as needed.
  • Perform other duties as required or assigned.

Minimum Qualifications:

To perform this job successfully, an individual must be able to perform each essential duty satisfactorily. The requirements listed below are representative of the knowledge, skill, and/or ability required.

  • Bachelor's degree in Finance, Accounting, Economics, or a related field.
  • 2–5 years of experience in investment banking, private equity, strategy consulting, or corporate development, with demonstrated use of AI tools to increase output in prior roles.
  • Strong financial modeling and valuation experience.
  • Hands-on experience using Claude, ChatGPT, or comparable large language models in a work setting.
  • Working ability to write Python for automation and API integration — scripting and connecting systems, not full software engineering.
  • Experience designing multi-step AI workflows, agents, or automations.
  • Excellent written and verbal communication skills, with experience presenting to senior stakeholders.
  • Proven ability to manage multiple workstreams in a fast-paced, ambiguity-tolerant environment.
  • Proficiency in Microsoft Excel and PowerPoint (table stakes; the role will frequently use AI to accelerate work in both).

BENEFITS:

We truly appreciate and value all our employees and show our appreciation by offering a wide range of benefits, including:

  • Comprehensive Healthcare/Dental/Vision Plans
  • 401K Retirement Plan with Company Match
  • Paid Vacation, Sick Time, and Additional Holidays (including your Birthday!)
  • Paid Volunteer Time
  • Paid Parental Leave
  • Hotwire Service Discounts – for employees who live on a property serviced by Hotwire.  Discounted service offerings are provided for high-speed internet, video service, phone, and security service
  • Employee Referral Bonuses
  • Exclusive Entertainment Discounts/Perks

Hotwire provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws.

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