Full-Time

Technical Co-founder

AI Collections Agent

FutureSight

FutureSight

11-50 employees

Venture builder cofounding B2B AI software

No salary listed

Remote in Canada + 1 more

More locations: Toronto, ON, Canada

Remote

Category
Engineering Management (1)
Required Skills
LLM
QuickBooks
Observability
Web Development

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Requirements
  • Experience shipping large language model-powered and voice systems into production environments where incorrect outputs carried real consequences.
  • Full-stack proficiency across applied large language models, real-time voice and conversational artificial intelligence, telephony, human-in-the-loop workflows, observability, and secure multi-tenant software as a service.
  • Strong judgment regarding reliability engineering, edge-case management, and trade-offs between artificial intelligence quality and cost per call.
  • Experience building managed and service-heavy platforms with the discipline to scale delivery without scaling engineering headcount.
  • Ability to operate as a principal and challenge scalability or product readiness when product integrity requires it.
  • Hands-on coding and product-shipping experience.
  • Willingness to recruit and lead the founding engineering team.
  • Willingness to help find and close early customer partnerships.
  • Ability to work from Los Angeles or the San Francisco Bay Area, or willingness to relocate there.
Responsibilities
  • Take over the production code and continue building the product while owning product and engineering.
  • Set the technical direction and lead execution end to end.
  • Harden voice and workflow systems for in-production reliability.
  • Establish core architecture, observability, and audit-trail standards for a product that communicates with customers' debtors on their behalf.
  • Build internal infrastructure for configuring, monitoring, and optimizing agent performance without scaling engineering headcount.
  • Mature the workflow engine so every call, intent classification, and next action flows through reliably.
  • Own the accounting and enterprise resource planning integration layer, including QuickBooks and Xero.
  • Own trade-offs between artificial intelligence quality and cost per call, and establish unit economics within a productized monthly pricing model.
  • Represent the company to finance leaders, partners, and investors as the technical voice of the venture.
  • Convert pilots into paying customers and expand the artificial intelligence staff beyond collections.
  • Begin a path toward custom and self-hosted models where data-privacy and financial-compliance requirements demand them.
  • Recruit and lead the founding engineering team and establish the company's cultural foundation.
  • Participate in co-decisions on product, technology, hiring, fundraising, and strategy.
Desired Qualifications
  • Finance, accounting, or financial operations background, including understanding of accounts receivable, days sales outstanding, aging, disputes, and finance-team workflows.
  • Pragmatic and creative approach focused on reaching a working solution quickly and iterating.
  • Cooperative, strategic, and hands-on working style.
  • Active social media presence that can support founder-led distribution.

FutureSight is a venture builder that cofound and fund vertical B2B AI software companies with values-driven entrepreneurs, operating from Toronto, San Francisco, and Los Angeles. The team includes founders, operators, investors, and designers who work together to take software ideas from zero to a scalable product and market. Their approach combines hands-on building, funding, and strategic support to launch companies that target specific industry verticals with AI-powered software. What sets FutureSight apart is its hands-on, multi-disciplinary team and its location network, enabling close collaboration with startups while leveraging experience across scaling software products. Its goal is to create and grow AI software companies in defined verticals, helping them reach scale and impact through practical execution and disciplined product development.

Company Size

11-50

Company Stage

N/A

Total Funding

$839.8K

Headquarters

San Francisco, California

Founded

2021

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Simplify Jobs

Simplify's Take

What believers are saying

  • FutureSight closed its $15 million AI Company Creation Fund in November 2025.
  • Its July 2026 site lists active builds including HawkAI, Weli AI, and Crossfoot.
  • The studio expanded North American recruiting in 2026, signaling more venture launches ahead.

What critics are saying

  • FutureSight depends on recruiting repeat founders for EIR roles across 2026 openings.
  • Most portfolio companies remain pre-seed ventures; poor launches destroy studio economics fast.
  • YC, Antler, and General Catalyst compete for the same AI founders and deals.

What makes FutureSight unique

  • FutureSight co-founds vertical B2B AI companies at day zero with embedded operators.
  • Its 2026 model pairs entrepreneurs with full-stack support, capital, product, recruiting, and GTM.
  • The studio focuses on AI-native SaaS, not generic startup incubation or passive seed investing.

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Benefits

Company Equity

Company News

PRLog
May 3rd, 2023
Toronto-Based Proptech, Landslo Closes $500K Equity Round

ContactFutureSight Ventures***@futuresight.ventures FutureSight VenturesEnd-- FutureSight is thrilled to announce that our portfolio company, Landslo, has closed $500,000 in new funding from a stellar lineup of successful serial entrepreneurs and Canadian family offices.Landslo is an AI-powered sales outreach platform delivering a remarkable 4 times the conversion in real estate & financial services than incumbents at a fraction of the cost. Led by CEO Jason Gamblen, former co-founder of Innerspace, they are committed to tackling the industry's longstanding sub 2% lead conversion issue caused by the industry's historic reliance on cold calling and constant solicitation.One of Landslo's investors, a prominent Toronto-based proptech serial entrepreneur said, "I am excited by the disruptive potential this can have on the financial services industry. Their sales processes are complex and they are begging for savvy AI-based solutions like Landslo that actually deliver results."In their short time since launch, Landslo has already made impressive strides, gaining access to nearly 8% of the US mortgage market and 16,000 agents. The company's client roster includes prominent US-based customers such as Nation's Info, Suited Connector, and United Real Estate."We're incredibly fortunate to work with such a great group of customers, our new investors, and our venture studio, FutureSight"said Jason Gamblen, CEO of Landslo, "With the help of this new financing, we've started pouring the fuel on our expansion across the US market."FutureSight ( https://futuresight.ventures ) 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. By working alongside a proven and diverse team, we minimize risk and increase the likelihood of startup success