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FutureSight Inc.
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  • An innovative venture studio is looking for a Founding CEO to lead the development of an AI-native exception resolution system for mid-market logistics teams. Responsibilities include winning customers, building the product, and raising capital for the initial round. The ideal candidate will possess a strong background in B2B SaaS, fundraising, and logistics operations. This full-time position offers significant equity stakes and the opportunity to drive meaningful impact in a $30B global market. #J-18808-Ljbffr

  • 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 Proposal teams juggle chasing SMEs, hunting through outdated content, and manually tracking compliance — coordinating across BD, legal, and finance.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 (

  • FutureSight is hiring an experienced and visionary Founding CEO to lead the launch of a new AI Compliance venture serving SEC- and FINRA-regulated firms. Today, compliance teams at RIAs and broker-dealers spend countless hours manually reviewing marketing materials, employee communications, and trade records—driving up costs, slowing approvals, and increasing exam risk. Our venture is reimagining this workflow with an explainable, policy-as-code platform that brings all reviews into one intelligent, automated system—empowering compliance teams to move faster, cut costs, and stay confidently audit-ready. As Founding CEO, you’ll shape the vision, build the team, and lead this transformation across the $10B regulatory technology 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, 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 financial compliance, wealth management, or RegTech (SEC/FINRA familiarity strongly preferred). 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. #J-18808-Ljbffr

  • FutureSight is hiring an experienced and visionary Founding CEO to lead a new B2B SaaS venture transforming how home service businesses capture, book, and retain customers. The U.S. home services market is worth $700B+, fragmented, and underserved by vertical SaaS. Business owners in home services—plumbing, HVAC, landscaping, cleaning, and more—report losing hundreds to thousands of dollars per day from unanswered phones, untracked bookings, and inconsistent follow‑up. Existing solutions stop at scheduling appointments; they fail to close the loop on customer care, reviews, and upsells. The venture’s AI Call Agent answers every call, books jobs seamlessly, handles objections in real time, and follows up automatically after each service. 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 raise with our initial cheque 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, 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 Bonus: Exposure to home services, call center, VoiceTech, or conversational AI
    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
    #J-18808-Ljbffr

  • FutureSight is hiring an experienced and visionary Founding CEO to lead HawkAI, an autonomous voice and messaging assistant for logistics teams. Logistics is a $26B+ industry drowning in manual communications. Freight brokerages, carriers, and warehouses make thousands of calls and emails daily. 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. 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 raise with our initial cheque 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, 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 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! #J-18808-Ljbffr

  • A cutting-edge AI venture studio is seeking a Founding CEO to launch a new AI data infrastructure startup focusing on employee benefits. The ideal candidate will possess a founder-level drive, prior founding experience, and a strong background in B2B SaaS sales and fundraising. Responsibilities include building the product, leading market engagement, and managing capital fundraising. This full-time role offers significant equity in a fast-paced and innovative environment. #J-18808-Ljbffr

  • FutureSight is seeking an experienced and visionary Founding CEO to lead the launch of a new AI-native loan covenant monitoring and compliance platform for mid-market borrowers.CFOs and controllers are stuck managing covenant compliance through brittle spreadsheets and manual reporting, translating real-time ERP data into rigid bank formats under constant risk of technical default. At the same time, banks and credit funds waste enormous analyst time chasing data and validating calculations instead of managing risk.We’re building a borrower-first compliance layer that sits between accounting systems and loan agreements. The platform automatically translates ERP data into lender-specific covenant logic, generates bank-ready compliance certificates, and surfaces early breach risk — without changing bank systems.This is an opportunity to build a category-defining AI platform in a $2B+ market, redefining how mid-market borrowers manage credit compliance.As Founding CEO, you willWin 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 FutureSightFutureSight 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 BringValidated 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 BringFounder-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 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 lending, credit, finance, or CFO B2B SaaS, with hands-on exposure to financial reporting, compliance workflows, or risk management.What You Can ExpectDaily 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. #J-18808-Ljbffr

  • A leading WealthTech venture studio is seeking a Founding CEO to drive customer discovery, product development, and capital raising. The ideal candidate has previous founding experience, a strong background in B2B SaaS, and the ability to lead a team to build and scale an innovative advisor AI solution. You will engage closely with a proven studio team to launch the product and validate market demand. This is an exciting opportunity for someone motivated to shape the future of wealth management. #J-18808-Ljbffr

  • Co-Founder & CEO - AI WealthTech  

    - Toronto

    FutureSight is hiring an experienced and visionary Founding CEO for a B2B WealthTech advisor AI copilot. The new venture is revolutionizing how financial advisors process information to deliver proactive, personalized guidance at scale. Targeting small to mid-sized wealth management firms, our solution enables advisors to deliver better client experiences, boost retention, and accelerate AUM. Wealth management is approaching a critical inflection point with $70T intergenerational wealth transfer underway and a projected shortage of 100,000+ advisors by 2034. Today’s advisors are overwhelmed by fragmented tools, nonstop headlines, and the pressure to deliver high-touch service across hundreds of clients. Weli acts as a second brain for advisors — surfacing insights, anticipating client needs, and streamlining engagement. Work has already begun in the studio. The idea has been validated through customer interviews, and pilot conversations are in motion. As Founding CEO, you will: Lead the roadmap — Own customer discovery, refine the wedge, and translate insights into a focused GTM plan Build the product — Work with FutureSight’s product/engineering pod to launch V1 Win customers — Run pilots, shape pricing, and validate retention + expansion 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 Validated problem & early market pull — You will enter a venture with a proven market need, early adopter interest, 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 Bonus: Exposure to WealthTech, AI agents/LLMs, or highly regulated industries What You Can Expect Daily active engagement with our team to launch initial product, achieve initial market traction, and prepare for seed fundraise. 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. #J-18808-Ljbffr

  • A dynamic startup firm in Toronto is seeking a Founding CEO to lead the launch of an AI Compliance venture aimed at regulatory firms. This role involves running customer pilots, collaborating with engineering to build the product, and overseeing fundraising efforts. Ideal candidates possess entrepreneurial experience, a proven track record in B2B SaaS, and expertise in financial compliance. This full-time position offers a significant equity stake in the new venture and requires full commitment to its success. #J-18808-Ljbffr

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