FutureSight

Lead the launch and growth of a new AI-native platform for government contracting proposals, including product development, customer acquisition, and fundraising. | Experience in founding or leading startups, proven success in B2B SaaS sales, industry background in government contracting or proposal management, and strong leadership and fundraising skills. | FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native platform that transforms how government contractors win proposals. Government contractors are drowning in complexity. Proposal teams juggle chasing SMEs, hunting through outdated content, and manually tracking compliance — coordinating across BD, legal, and finance. The result: slower proposals, lower win rates (<45%), and high stress. Our venture reimagines this workflow. We’re building an AI-enabled orchestration platform that streamlines SME coordination, automates compliance tracking, and intelligently reuses knowledge — all while preserving the human + SME voice in proposals. Contractors move faster, reduce risk, and increase win rates. Own the vision for a GovCon AI platform that streamlines people, content, and compliance across a $774B+ federal contracting market. As Founding CEO, you will Win customers — Run pilots, shape pricing, and validate retention + expansion. Build the product — Work with FutureSight’s product/engineering pod to launch V1. Raise capital — Lead the seed round with our initial investment. Build your team — Hire your founding team and set the cultural foundation. About FutureSight FutureSight is a venture studio that co-creates and invests in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We give founders an unfair advantage — pairing hands-on studio support with early capital, thereby reducing risk and increasing the odds of success by 10x. We’re led by a cross-functional team of builders and investors. Kevin Nguyen and Alan Smith lead venture design and product strategy. Prathna Ramesh applies her experience as a venture investor with capital strategy in every new business. Dennis Ensing mentors our ventures with operational and strategic expertise, Krista LaRiviere brings years of entrepreneurial and marketing experience as a multi-time exited founder, and Anupama Joshi drives founder excellence. John Carbrey (San Francisco), a successful software entrepreneur and people leader, adds deep insight into scaling startups from 0 to 1, having built and exited multiple prior SaaS ventures. What We Bring Validated problem — You will enter a venture with a proven market need and strong momentum toward building and scaling. Studio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1. Capital commitment — Initial pre-seed funding for early hires and building the MVP with potential for follow-on funding, and access to our investor and advisor network. What You Bring Founder-level drive — You’re motivated to co-found a new venture as the CEO. With or without us, this is your calling. Startup scrappiness — You know what you’re signing up for. You’re familiar with the scrappiness of owning something from start to finish. Previous founding experience — You have co-founded a product company or B2B SaaS venture, or have been at a venture-backed company. Risk appetite and capacity — Read more on our post on the Entrepreneurial Risk Profile. GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagement. Fundraising fluency — Able to craft investor narratives and close capital; well-networked in fintech and early-stage communities. People leadership — Magnet for top talent; coach and culture carrier. Industry experience — Background in government contracting, proposal management, or B2B SaaS for professional services. What You Can Expect Daily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraise. Full P/L ownership of the new entity. A significant equity stake in the business. This is a full-time role; we are seeking someone to dedicate themselves full-time and exclusively to building and owning a new SaaS venture. Ready to build? If this is the perfect opportunity for you, we want to hear from you! Submit your Resume and LinkedIn profile and tell us more about why you think we should chat! FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

Lead the launch and growth of a new AI-native reverse logistics platform, including customer acquisition, product development, fundraising, and team building. | Experience in founding or leading B2B SaaS or product ventures, startup fundraising, GTM strategies, and industry experience in operations-heavy commerce or logistics. | FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native reverse logistics orchestration platform. 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 are still managed through fragmented tools, spreadsheets, and manual judgment. Operations, finance, and customer teams spend enormous effort enforcing policy, chasing evidence, routing returns, and reconciling outcomes - often with little visibility into where value is lost or when cash will actually be recovered. The result is margin leakage, long cycle times, and growing operational drag in a workflow that continues to scale. 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, and tracks outcomes through to financial closure - without replacing existing ERPs, WMSs, or commerce platforms. This is an opportunity to build c infrastructure in a $700B+ global market, shaping how modern organizations control cost, risk, and recovered value after the sale. As Founding CEO, you will • Win customers - Run pilots, shape pricing, and validate retention + expansion. • Build the product - Work with FutureSight's product/engineering pod to launch V1. • Raise capital - Lead the seed round with our initial investment. • Build your team - Hire your founding team and set the cultural foundation. About FutureSight FutureSight is a venture studio that co-creates and invests in B2B SaaS and Vertical AI startups alongside exceptional entrepreneurs. We give founders an unfair advantage - pairing hands-on studio support with early capital, thereby reducing risk and increasing the odds of success by 10x. We're led by a cross-functional team of builders and investors. Kevin Nguyen and Alan Smith lead venture design and product strategy. Prathna Ramesh applies her experience as a venture investor with capital strategy in every new business. Dennis Ensing mentors our ventures with operational and strategic expertise, Krista LaRiviere brings years of entrepreneurial and marketing experience as a multi-time exited founder, and Anupama Joshi drives founder excellence. John Carbrey (San Francisco), a successful software entrepreneur and people leader, adds deep insight into scaling startups from 0 to 1, having built and exited multiple prior SaaS ventures. What We Bring • Validated problem - You will enter a venture with a proven market need and strong momentum toward building and scaling. • Studio bench strength - Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1. • Capital commitment - Initial pre-seed funding for early hires and building the MVP with potential for follow-on funding, and access to our investor and advisor network. What You Bring • Founder-level drive - You're motivated to co-found a new venture as the CEO. With or without us, this is your calling. • Startup scrappiness - You know what you're signing up for. You're familiar with the scrappiness of owning something from start to finish. • Previous founding experience - You have co-founded a product company or B2B SaaS venture, or have been at a venture-backed company. • Risk appetite and capacity - Read more on our post on the Entrepreneurial Risk Profile. • GTM chops - Proven success in B2B SaaS sales, marketing, and customer engagement. • Fundraising fluency - Able to craft investor narratives and close capital; well-networked in fintech and early-stage communities. • People leadership - Magnet for top talent; coach and culture carrier. • Industry experience - Experience in operations-heavy commerce, supply chain, or logistics environments, with hands-on exposure to returns, warranty, fulfillment, or post-sale workflows. What You Can Expect • Daily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraise. • Full P/L ownership of the new entity. • A significant equity stake in the business. • This is a full-time role; we are seeking someone to dedicate themselves full-time and exclusively to building and owning a new SaaS venture. Ready to build? If this is the perfect opportunity for you, we want to hear from you! Submit your Resume and LinkedIn profile and tell us more about why you think we should chat! FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.

Lead product development, customer pilots, fundraising, and team building for a startup. | Requires founder-level drive, startup experience, fundraising ability, and leadership skills, with some bonus knowledge in finance or AI. | Job Description: • Win customers — Run pilots, shape pricing, and validate retention + expansion • Build the product — Work with FutureSight’s product/engineering pod to launch V1 • Raise capital — Lead the seed raise with our initial cheque • Build your team — Hire your founding team and set the cultural foundation Requirements: • Founder-level drive — You’re motivated to co-found a new venture as the CEO. With or without us, this is your calling. • Startup scrappiness — You’re familiar with the scrappiness of owning something from start to finish • Previous founding experience — You have co-founded a product company or B2B SaaS venture or have been at a venture-backed company. • Risk appetite and capacity — Read more on our post on the Entrepreneurial Risk Profile • GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagement • Fundraising fluency — Able to craft investor narratives and close capital; well-networked in fintech and early-stage communities. • People leadership — Magnet for top talent; coach and culture carrier • Bonus: Exposure to accounting/finance tools and processes or AI agents/LLMs** Benefits:

Lead product roadmap, win customers, build product and team, and raise capital to launch and scale a new SaaS venture in logistics communications automation. | Founder-level drive with previous founding or venture-backed experience, GTM and fundraising expertise, people leadership, and logistics or related industry background. | FutureSight is hiring an experienced and visionary Founding CEO to lead HawkAI, an autonomous voice and messaging assistant for logistics teams. HawkAI's AI workers autonomously handle 90%+ of routine communications from track-and-trace calls, load status updates, to shipment confirmations, so human teams can focus on exceptions and customer relationships. Logistics is a $26B+ industry drowning in manual communications. Freight brokerages, carriers, and warehouses make thousands of calls and emails daily. Human staff can't keep up, leading to missed updates, costly fines, and ballooning offshore call center spend. HawkAI is positioned to be the category-defining platform in logistics communications automation, transforming an industry under intense cost and margin pressure. We are aiming to launch in Q4 2025. Work has already begun in the studio, and the idea has been validated through customer interviews. As Founding CEO, you will: • Lead the roadmap — Own customer discovery, refine the wedge, and translate insights into a focused GTM plan • Win customers — Run pilots, shape pricing, and validate retention + expansion • Build the product — Work with FutureSight's product/engineering pod to launch V1 by November 2025 • Raise capital — Lead the seed raise with our support, backed by real traction • Build your team — Hire your founding team and set the cultural foundation About FutureSight FutureSight is a leading venture studio 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 including: • John Carbrey - 4x founder, bootstrapped to $100M ARR • Joshua Auslander - Seasoned CFO and strategic advisor with $200M aggregate exits • Kevin Nguyen - Product leader with 0 → 1 SaaS scale-up experience • Alan Smith - Globally recognized early stage validation expert, 24 products launched, an exit, 5M+ books sold • Prathna Ramesh - Early-stage investor and capital strategy advisor What We Bring to the Table • Validated problem — You will enter a venture with a proven market need and strong momentum toward building and scaling • Studio bench strength — Designers, engineers, growth marketers, and fundraising pros are embedded from Day 1 • Capital commitment — Initial pre-seed funding for early hires and building the MVP with potential for follow-on funding, and access to our investor and advisor network What You Bring to the Table • Founder-level drive — You're motivated to co-found a new venture as the CEO. With or without us, this is your calling • Startup scrappiness — You know what you're signing up for. You're familiar with the scrappiness of owning something from start to finish • Previous founding experience — You have co-founded a product company or B2B SaaS venture or have been at a venture-backed company • Risk appetite and capacity — Read more on our post on the Entrepreneurial Risk Profile • GTM chops — Proven success in B2B SaaS sales, marketing, and customer engagement • Fundraising fluency — Able to craft investor narratives and close capital; well-networked in fintech and early-stage communities • People leadership — Magnet for top talent; coach and culture carrier • Industry experience - Background in logistics, supply chain, freight brokerage, transportation, or B2B enterprise software that serves these industries • Bonus: Exposure to AI agents/LLMs What You Can Expect • Daily active engagement with our team to: launch initial product, achieve initial market traction and prepare for seed fundraise • Full P/L ownership of the new entity • A significant equity stake in the business • This is a full-time role; we are looking for someone to commit full-time and exclusively to building and owning a new SaaS venture Ready to Build? If this is the perfect opportunity for you, we want to hear from you! Submit your Resume and LinkedIn profile and tell us more about why you think we should chat! FutureSight is committed to diversity, equity, and inclusion. We welcome applicants of all backgrounds and experiences.