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Posted 4 days ago

Co-Founder & CEO - AI Communication Agents for Freight & Logistics

@ FutureSight Ventures

Remote in Canada

RemoteFull-time
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Overview

FutureSight Ventures is seeking a Co-Founder & CEO to lead HawkAI, an enterprise AI venture building always-on AI communication agents for US freight brokerages, carriers and warehouse operators. This is a founder equity partnership with pre-seed capital and studio support, not a salaried role. The CEO sets strategy, leads customer pilots, drives product direction, raises the seed round and builds the founding team.

Responsibilities:

  • Set venture strategy, ICP and pricing for HawkAI
  • Lead pilots and convert freight brokerages to paid customers
  • Partner on V1 product and TMS and load board integrations
  • Lead the seed raise with FutureSight support
  • Recruit and lead the founding team

Requirements summary:

  • Prior founding experience at a venture-backed company
  • Proven B2B SaaS go-to-market and sales success
  • Fundraising fluency and investor narrative skills
  • Exposure to logistics, freight or transportation software
  • Familiarity with AI agents and LLMs

Tools & skills

Source and dates

Employer career site / ATS feed · teamtailor

Employer posting date
2026-11-02
First seen by our source
2026-11-02
Source record updated
2026-11-02

These dates describe the source record, not a live verification that the employer is still hiring. Check the original posting.

Job details

SeniorityLead
DepartmentBusiness development
Manages peopleYes
Hours per week40 (estimated)
Work settingOffice, Client sites
PositionMostly sitting
Physical demandsphysical low · computer high
LanguagesEnglish
Perks mentionedStock or equity

Summary and details written by AI from the posting; the employer’s posting is the authority.

FutureSight Ventures

Saved company profile

Historical company information from a saved The Jobs API profile (LinkedIn/Crunchbase fields). It is not live-verified; figures may have changed. Missing values remain unknown.

We co-found and fund vertical B2B AI companies. We are your full-stack co-founding team.

Full company description

FutureSight is a leading venture builder located in Toronto, San Francisco, and Los Angeles. We cofound and fund vertical B2B AI software companies with values-driven entrepreneurs from zero to one. We are a team of founders, operators, investors, and designers with experience successfully bringing software to market at scale.

LinkedIn followers
29,208
People associated on LinkedIn
45
Reported office locations
  • 2193 Filmore Street, San Francisco, California 94115, US
  • 101 College St, 250, Toronto, Ontario M5G 1L7, CA
Other recorded names
  • FutureSight
Profile identifies a recruitment agency
No

FutureSight is a leading venture builder located in Toronto, San Francisco, and Los Angeles. We cofound and fund vertical B2B AI software companies with values-driven entrepreneurs from zero to one. We are a team of founders, operators, investors, and designers with experience successfully bringing software to market at scale.

FieldValue
IndustryVenture Capital and Private Equity Principals
Company size11-50 employees
HeadquartersSan Francisco, California
Organization typePrivately Held
Year founded2021
Open jobs on Jobsy42
LinkedInView page
Job description

The Opportunity

FutureSight is seeking a Co-Founder & CEO to lead HawkAI, an enterprise AI venture for US logistics brokerages, carriers, and warehouse operators. This is a co-founder partnership with meaningful founder equity, not a salaried executive role.

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. The platform handles track-and-trace calls, appointment scheduling, carrier rate negotiation, proof-of-delivery capture, and shipment status updates end-to-end — autonomously resolving 90%+ of routine communications and escalating only exceptions to human staff. Rather than another point tool layered on top of existing systems, HawkAI is designed to operate as the always-on communication layer for logistics teams, enabling them to focus on exceptions and value-driving work.

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

Market Context

  • The US logistics BPO market for outsourced communications is approximately $26B, representing a major automation opportunity in a labour-intensive industry

  • Approximately 150,000 US freight forwarders, 3PLs, and warehouses form the target market, with tiered subscription pricing yielding a $1.5B annual TAM

  • Mid-sized US brokerages handle thousands of daily calls, with staff unable to answer or follow up on every transaction, contributing to OTIF (On Time/In Full) penalties and costly delays

  • Early customers deploying AI communication assistants report approximately 33% lower operating costs and significantly faster call resolution

  • AI supply chain software is growing at approximately 23% CAGR globally from 2025–2031, with North America seeing 30–45% annual growth in AI-driven logistics spend

About FutureSight

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.

The Partnership

  • 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

What you'll own

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

  • Strategy — Refine the ICP, pricing model, and product positioning across freight brokerages, 3PLs, carriers, and warehouse operators

  • Customer Development — Lead pilots with mid-sized to enterprise freight brokerages, convert them to paid engagements, and build the go-to-market motion targeting Heads of Logistics, Supply Chain, and Operations

  • Product — Partner with the FutureSight product and engineering team to ship V1 and iterate on user feedback, with a focus on TMS and load board integrations, conversational AI quality, and autonomous workflow execution

  • 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

Co-Founder Profile

  • 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 logistics, supply chain, freight brokerage, transportation, or B2B enterprise software serving these industries, with familiarity in AI agents/LLMs

How to Apply

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.

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