At a Glance
- Tasks: Lead the development of an AI-driven Customer Success platform and build a dynamic team.
- Company: FutureSight, a venture studio focused on creating innovative B2B AI software companies.
- Benefits: Significant equity, stipend, and hands-on support in various business areas.
- Other info: Diverse and inclusive environment with opportunities for significant career growth.
- Why this job: Join a world-class team to revolutionize customer success management with cutting-edge technology.
- Qualifications: Experience in SaaS startups, GTM strategy, and strong leadership skills.
The predicted salary is between 135000 - 165000 $ per year.
About FutureSight
FutureSight is a venture studio that co-creates and funds world-class B2B AI software companies from Day 1. Our team of repeat founders, operators, product leaders, and investors collaborates closely with entrepreneurs, providing proven playbooks, hands-on expertise, and capital to support startups from inception through growth.
The Venture: Automating Customer Success Management
FutureSight aims to revolutionize Customer Success Management by proactively engaging customers to retain, expand, and delight. Our platform monitors usage signals, suggests next-best actions, and generates personalized outreach, leading to higher retention, expansion, and strategic insights.
What We Bring To The Table
- Validated problem & early market interest with pilot engagements
- Embedded team of designers, engineers, marketers, and fundraisers
- Initial funding to build MVP and hire early team members
What You'll Do
- Own the thesis & roadmap: deepen customer discovery, refine target market, and develop GTM strategy
- Build the product & team: collaborate with product/engineering teams to ship V1 and then hire core team members
- Run early pilots: secure lighthouse customers, iterate on pricing and positioning, demonstrate retention and expansion impact
- Raise external capital: lead next funding round with data-backed growth stories
- Operate as CEO: set company culture, manage P&L, report to the Board, and scale the venture
Requirements You Bring
- Founder-level drive: experience building or being early at a venture-backed SaaS company
- GTM expertise: success in customer success, revenue operations, or enterprise SaaS sales
- AI & data curiosity: ability to turn product usage and CRM data into value
- Fundraising skills: craft investor narratives and close funding
- People leadership: attract top talent, coach, and foster company culture
Nice-to-Haves
- Experience with CS tools (Gainsight, Totango, Catalyst, etc.)
- Knowledge of LLMs, agents, or predictive analytics
- Network in B2B SaaS (Series A-C) customer success or RevOps communities
Benefits
What You Can Expect
- Significant equity (founder-level ownership) plus stipend
- Hands-on support in product, design, growth, talent, finance, and fundraising
Ready to Build?
If automating proactive customer success excites you and you want a world-class co-founder team, apply with your résumé + LinkedIn and tell us why you're the right founder. FutureSight values diversity, equity, and inclusion and welcomes applicants from all backgrounds.
Entrepreneur in Residence in Winnipeg employer: FutureSight
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