NewCIO Search Vaco LLCCIO SearchLombard, ILDetermining compensation for this role (and others) at Vaco by Highspring depends upon a wide array of factors including but not limited to: the individual’s skill sets, experience and training; licensure and certification requirements; office location and other geographic considerations; other business and organizational needs. Supporting a large-scale network of transportation services across hundreds of locations nationwide, this organization operates in a highly distributed, mission-critical environment where technology plays a central role in safety, service delivery, workforce productivity, and customer experience.
Chief Executive Officer (CEO / Manufacturing President) NavigaChief Executive Officer (CEO / Manufacturing President)Chicago, IllinoisNaviga Recruiting & Executive Search is a leading provider of Contingent Workforce Solutions, Executive Search, Leadership and Individual Contributor hiring, empowering businesses to achieve their strategic objectives through expert talent acquisition. Recently acquired by a leading private equity sponsor, the firm is aggressively pivoting from legacy production methods to a highly automated, data-driven manufacturing model while maintaining its commitment to absolute quality and safety.
Chief Executive Officer (CEO / Manufacturing President) Naviga Recruiting & Executive SearchChief Executive Officer (CEO / Manufacturing President)Chicago, ILNaviga Recruiting & Executive Search is a leading provider of Contingent Workforce Solutions, Executive Search, Leadership and Individual Contributor hiring, empowering businesses to achieve their strategic objectives through expert talent acquisition. Recently acquired by a leading private equity sponsor, the firm is aggressively pivoting from legacy production methods to a highly automated, data-driven manufacturing model while maintaining its commitment to absolute quality and safety.
Sr. Executive Asst. CEO ASO - ADA S. MCKINLEY COMM SRVCS, INC.Sr. Executive Asst. CEOChicago, IL$80,000 / yearPart timeAbility to effectively present information in written, oral, diagram, or schedule form and to respond to questions from board members, managers, clients, and outside personnel. Flexibly accommodate extended hours and after‑hours support as needed, including evenings, early mornings, and occasional weekends, to meet executive and business demands.
Sr. Executive Assistant to the CEO Zurich Insurance Group LtdSr. Executive Assistant to the CEOChicago, ILReporting directly to the CEO, this role functions as a strategic partner and gatekeeper, serving as a primary point of contact for internal and external stakeholders including internal global business leaders, external customer executives, senior government officials, and NGO representatives. In this highly visible and impactful role, you will be responsible for: Providing comprehensive day-to-day executive support to the CEO, proactively anticipating current and future needs to enable the achievement of strategic priorities.
Sr. Executive Asst. CEO Ada BrandSr. Executive Asst. CEOChicago, IllinoisFlexibly accommodate extended hours and afterâhours support as needed, including evenings, early mornings, and occasional weekends, to meet executive and business demands. Ability to effectively present information in written, oral, diagram, or schedule form and to respond to questions from board members, managers, clients, and outside personnel.
Executive Assistant to the CEO & VP, Corporate Affairs Prime Executive OfficeExecutive Assistant to the CEO & VP, Corporate AffairsRosemont, California$125,000–$150,000 / yearThe ideal partner will focus on solving problems, coming prepared, and helping ensure meetings and engagements run smoothly, while actively using AI and technology to reduce manual effort, improve efficiency, and shorten planning cycles. Beyond traditional administrative support, this position serves as a trusted operational partner responsible for coordinating complex logistics, preparing principals for important engagements, and helping introduce systems and processes that improve how the executive office operates.
Chief Executive Officer Prime Healthcare Services IncChief Executive OfficerChicago, IL$270,000–$300,000 / yearAs a Chief Executive Officer leading one of our facilities, you''ll be responsible for: Overall day to day hospital operations of the hospital as well as the strategic leadership, planning, development, direction, coordination and control of activity within patient care, clinical and clinical support service areas. If you wish to contribute to the Prime Healthcare legacy within a Chief Executive Officer capacity for a hospital within our family of acute care hospitals (or future hospitals), then join our executive leadership network to begin exploring immediate and future opportunities.
Commercial Specialist, Board and CEO Team Egon Zehnder International AGCommercial Specialist, Board and CEO TeamChicago, IL$85,000–$95,000 / yearIn this dynamic role, you will collaborate with our teams of consultants and subject matter experts to drive business development efforts and support the growth of Top of The House (ToTH) relationships across segments - Board Search, Board Effective Reviews, Board Advisory, Spin-out Board projects as well as a range of CEO Succession / CEO Search projects. Lead and support business development initiatives by proactively tracking market trends, company developments, and executive movements to inform strategic outreach in collaboration with the Community Leaders, Research Leader and ToTH Practice Specialists.
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 Content Intelligence & Publishing Engine FutureSightCo-Founder & CEO - AI Content Intelligence & Publishing EngineChicago, 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. The platform ingests high-signal content from sources like LinkedIn, X, newsletters, blogs, and podcasts, extracts and clusters insights into themes, and generates drafts tailored to individual or brand voice — creating a seamless workflow from input insight output.
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.