NewPilot U.S. NavyPilotNorth Aurora, ILJob Title: Naval Aviation Officer (Pilot / Naval Flight Officer / AMDO) Category / Component: Officer • Both Overview Naval Aviation Officers serve as Pilots, Naval Flight Officers, and Aviation Maintenance Duty Officers who operate and support one of the world’s most capable aviation forces. Officers typically access Naval Aviation through USNA, NROTC, Officer Candidate School, or collegiate programs, and are selected for Pilot, Naval Flight Officer, or Aviation Maintenance Duty Officer pipelines based on performance, aptitude, medical qualification, and the needs of the Navy.
Pilot in Command Gulfstream 450 Executive Jet Management IncPilot in Command Gulfstream 450Gary, INUtilizes Crew Resource Management (CRM) and Threat and Error Management (TEM) to communicate with crew and support personnel clearly and in a timely manner during normal, abnormal, and emergency operations. Delivers an Exceptional Service Experience: Provides quality service to owners and passengers while identifying opportunities to enhance the EJM service experience.
Pilot in Command Falcon 7X Executive Jet Management IncPilot in Command Falcon 7XWest Chicago, IL$160,000–$275,000 / yearUtilizes Crew Resource Management (CRM) and Threat and Error Management (TEM) to communicate with crew and support personnel clearly and in a timely manner during normal, abnormal, and emergency operations. Delivers an Exceptional Service Experience: Provides quality service to owners and passengers while identifying opportunities to enhance the EJM service experience.
NewZAU - Remote Pilot Operator Science Applications International CorpZAU - Remote Pilot OperatorAurora, ILRemote$40,001–$80,000 / yearWe are looking for Part-time, Remote Pilot Operator (RPO) candidates to join the SAIC Controller Training Solutions (CTS) team at the Chicago ARTCC (ZAU) in Aurora, IL, supporting air traffic controller training services for the Federal Aviation Administration (FAA). RPOs receive voice commands from students, input proper entries into the automated system to simulate pilot actions, translate displayed information into appropriate ATC terminology, and respond to the student via the VCS utilizing proper phraseology.
First Officer Pilot SkyWest IncFirst Officer PilotChicago, ILHave a current Passport --or other travel documents enabling the bearer to freely exit and re-enter the U.S. (multiple reentry status) and be legally eligible to work in the U.S. (possess proper working documents). ATP Written Requirement: SkyWest will provide the means to complete a SkyWest-approved CTP course for those who complete an application and successfully pass the pilot interview.
NewPilot (First Officer) - Midwest Region NetJets Inc.Pilot (First Officer) - Midwest RegionChicago, IL$86,015–$117,706 / yearGreets Owners/passengers pre-flight, makes introductions and briefs them on the specific flight/trip and verifies itinerary/provides passengers with weather updates and safety briefings and explains any changes to itinerary. Acts as a liaison for Owners/ passengers and NetJets from the time the Owners/passengers arrive at the FBO until they have safely landed at their final destination and have departed the final FBO.
NewCo-Founder & CEO - AI Accounting Agents for CPA Firms FutureSightCo-Founder & CEO - AI Accounting Agents for CPA FirmsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Crossfoot is agentic accounting for small-to-mid CPA firms; a segment where accountant shortages are structural, client intake is capped by production headcount, and the manual close and tax prep workflow consumes the majority of senior staff capacity.
NewCo-Founder & CEO - AI Retail Planning Autopilot FutureSightCo-Founder & CEO - AI Retail Planning AutopilotChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Customer Development — Lead pilots with VPs, operations managers, and merchandise planners at importers, distributors, and multi-channel retail brands, convert them to paid engagements, and build the go-to-market motion.
NewCo-Founder & CEO - AI-Native Mortgage Origination FutureSightCo-Founder & CEO - AI-Native Mortgage OriginationChicago, ILRemoteYou’ll co-create with a proven venture building team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Customer discovery validates a real, recurring cost problem in this segment: lenders spend thousands of dollars to originate a single loan today, a cost that's climbed roughly 35% over the past three years, with up to 80% of that time spent on manual document review.
NewCo-Founder & CEO - Entrepreneur in Residence FutureSightCo-Founder & CEO - Entrepreneur in ResidenceChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Validation — Partner with our team on early-stage testing, validation, and refinement of the business idea, including prototyping to validate and sell potential solutions, with the readiness to kill ideas that don't hold up before committing to the one that does.
NewCo-Founder & CEO - AI Native Recruiting Firm FutureSightCo-Founder & CEO - AI Native Recruiting FirmChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Foundry is an AI-native recruiting firm built around a simple idea: use AI agents to handle sourcing, screening, and candidate evaluation, and keep a small human team focused on what still requires a person: building trust with clients and candidates, exercising judgment on close calls, and closing the placement.
NewCo-Founder & CEO - AI Communication Agents for Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents for Freight & LogisticsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core freight systems including TMS, load boards, and broker/carrier databases.
NewCo-Founder & CEO - AI LegalTech | AI-Native Litigation Defence Operations FutureSightCo-Founder & CEO - AI LegalTech | AI-Native Litigation Defence OperationsChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Product — Partner with the FutureSight product and engineering team to ship V1 (records retrieval, key-fact flagging, billing-reasonableness analysis, and discovery triage) and iterate on user feedback; sequence carrier reserving and prediction as a later phase.
NewCo-Founder & CEO - AI Healthcare Revenue Recovery FutureSightCo-Founder & CEO - AI Healthcare Revenue RecoveryChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Reclaim AI resolves denied and aged claims end-to-end, embedding outcome-based contingency pricing—meaning practices pay zero upfront, and we only take a cut of the dollars we successfully recover, for our target ideal customer profile (practices with $80K+ in annual recoverable claims).
NewCo-Founder & CEO - AI E-commerce Operations System FutureSightCo-Founder & CEO - AI E-commerce Operations SystemChicago, ILRemoteYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Sellers operating across Amazon, Shopify, eBay, Walmart, and other channels constantly switch between dashboards, reconcile conflicting data, and make hundreds of operational decisions every day across pricing, inventory, advertising, fulfillment, and customer support.
NewCo-Founder & CEO - AI WealthTech FutureSightCo-Founder & CEO - AI WealthTechChicago, ILRemoteYou’ll co-create with a proven venture building team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. Every wealth management firm already staffs an Operations function to do this work, typically at a ratio of roughly one Operations person to every three advisors, and that function is chronically stretched: slow, error-prone, and unable to give any single advisor's book the full attention it deserves.
NewTechnical Co-founder (CTO) - AI Legal Front Desk FutureSightTechnical Co-founder (CTO) - AI Legal Front DeskChicago, ILRemoteStrongly preferred: prior founder or early-stage technical leadership experience; background in legal tech, healthcare, or another trust-sensitive vertical; capability to self-host custom models to meet legal and privacy needs. In return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision.
NewTechnical Co-founder (CTO) - AI Collections Agent FutureSightTechnical Co-founder (CTO) - AI Collections AgentChicago, ILRemoteIn return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision. Finance teams at B2B companies lose cash the same way every month: an invoice ages past 45 days, someone sends an email, no reply, someone calls, voicemail, they call again next week, still nothing.
NewTechnical Co-Founder (Cto) - AI Legal Front Desk FutureSightTechnical Co-Founder (Cto) - AI Legal Front DeskChicago, ILStrongly preferred: prior founder or early-stage technical leadership experience; background in legal tech, healthcare, or another trust-sensitive vertical; capability to self-host custom models to meet legal and privacy needs. In return for that level of commitment, you receive founder-level equity, founder-level authority with co-decision rights on product, technology, hiring, fundraising, and strategy, and a genuine partnership with the CEO on every material decision.
NewCo-Founder & CEO - AI Communication Agents For Freight & Logistics FutureSightCo-Founder & CEO - AI Communication Agents For Freight & LogisticsChicago, ILYou’ll co-create with a proven studio team, led by John Carbrey (4x entrepreneur, $100M ARR), Krista LaRiviere (3x exited, E&Y Top Women Entrepreneur), Alan Smith (Strategyzer co-founder, $120M in products built), Prathna Ramesh (former MD of Maple Leaf Angels, $275M in follow-on capital), and Johnny Tong (0-to-1 builder, acquired by SAP and Stripe) bring a rare combination of operator exits, institutional investing, and AI product depth. HawkAI deploys always-on, multi-channel "AI workers" that autonomously manage high-volume freight communications across calls, texts, and emails, integrating directly with core freight systems including TMS, load boards, and broker/carrier databases.