Freelance Software Reverse Engineer Jobs in Chicago, IL

FutureSight is seeking a Co-Founder & CEO to lead a new AI-native reverse logistics orchestration venture. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

Reverse logistics - everything that happens after a sale - has become one of the largest and least controlled cost centers in modern commerce. Returns, warranties, exchanges, and recoveries are unavoidable, high-volume workflows, yet they remain managed through fragmented tools, spreadsheets, and manual judgment. We are building an AI-first orchestration layer that sits between customers, fulfillment networks, and finance systems. The platform enforces policy at intake, captures evidence at the source, determines the optimal path for each return - recovery, resale, exchange, credit, refurbishment, or return to inventory - and tracks outcomes through to financial closure. Rather than replacing existing ERPs, WMSs, or commerce platforms, the platform is designed to operate as the orchestration layer across them, enabling organizations to actively control cost, risk, and recovered value after the sale.

We are now seeking the founder to lead the venture from here.

• Global reverse logistics activity is estimated at $700B-$900B annually, with projections exceeding $1T by 2030
• US consumers returned roughly $743B of merchandise in 2023, accounting for 14-18% of total retail sales
• In e-commerce-heavy categories, return rates routinely exceed 25-40%, versus approximately 9-10% for in-store purchases
• Processing a single return typically costs 20-65% of the item's value, and for many operators, returns consume 20%+ of order value while tying up working capital for 30-90 days before financial closure
• Rising return volumes, traceability expectations, and sustainability pressure are converging to make this a systems problem, not a policy one

FutureSight is a leading venture builder that co-creates world-class software companies with values-driven entrepreneurs from inception to exit. We are a team of founders, operators and designers with experience successfully bringing software to market at scale.

You'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.

• Founder equity with meaningful ownership from inception
• Pre-seed capital committed by FutureSight for early hires and MVP development, with potential for follow-on funding
• Venture building resources, including embedded design, engineering, growth, and fundraising support from day one
• Investor and advisor network across vertical AI and early-stage capital markets
• A true co-creation model in which you operate as CEO with FutureSight's cross-functional team as your partner

As Co-Founder & CEO, you will set the venture's direction and lead its execution.

• Strategy - Refine the ICP, pricing model, and product positioning, including the choice of execution path between consumer returns-led (B2C commerce) and warranty & credit-led (B2B supply chains)
• Customer Development - Lead pilots with operations-heavy commerce, retail, or supply chain organizations, convert them to paid engagements, and build the go-to-market motion
• Product - Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback, with a focus on intake intelligence, policy enforcement, dynamic routing, and financial closure
• Capital - Lead the seed raise, supported by FutureSight's network and traction
• Team - Recruit and lead the founding team, and establish the cultural foundation of the company

• Previous founding experience at a venture-backed company
• Demonstrated success in B2B SaaS go-to-market, including sales and customer engagement
• Fundraising fluency, with the ability to develop investor narratives and close capital
• Proven ability to attract, develop, and retain top talent
• Clear-eyed understanding of the risks and demands of co-founding a venture-backed company
• Direct exposure to operations-heavy commerce, supply chain, or logistics environments, with hands-on experience in returns, warranty, fulfillment, or post-sale workflows, and familiarity with AI agents/LLMs

Please submit your resume, LinkedIn profile, and a brief note on why this venture aligns with your goals as a founder. We will move quickly for the right candidate.

FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.