Trolley AI · 15 hours ago
Operating Principal (Remote)
United States
Full-time
Remote
Mid, Senior Level
3+ years expTrolley AI is a company that powers Kinship Ventures, a unique team of seasoned entrepreneurs and investors. They are seeking an Operating Principal to manage investment opportunities, drive deal operations, and support portfolio companies while communicating effectively with various stakeholders.
Computer Software
Responsibilities
Spearhead all activities around deal opportunities from early-stage discovery through close and beyond
Determine which deals align strategically and financially with Kinship Ventures
Own the implementation and execution of successfully sourced deals
Manage the full investment lifecycle including sourcing, diligence, execution, and follow-through
Conduct market research on trends, emerging categories, and industry momentum
Source targets and prospects for potential investments and partnerships
Develop investment theses around targeted industries and opportunities
Sit in on interviews and conduct diligence from a cultural and values-based perspective
Draft term sheets, offer letters, and other deal operations materials
Maintain clear documentation and tracking across active and closed deals
Communicate effectively with a wide range of audiences, including founders, artists, venture partners, LPs, and C-level leadership
Draft investment memos, partner memos, and ongoing deal status updates
Write and distribute bi-weekly updates to keep all parties informed on projects and initiatives
Produce quarterly LP updates and manage ongoing fund communications
Support portfolio companies with guidance and direction from the senior team
Track PR and marketing efforts of partners and LPs
Monitor founder and LP sentiment, news, and relevant updates on a weekly basis
Manage external service providers, including corporate attorneys, investment advisor attorneys, audit and accounting partners, compliance, and insurance
Own deal pipeline management, CRM tracking, and outreach related to LP research
Manage GP events, LP gatherings, and founder forums
Oversee founder and LP communications, including newsletters and Google Groups
Qualification
Required
3–7 years of experience in project management, business operations, product operations, or a similar role
Proven ability to run complex projects from start to successful completion
Strong research, analysis, and synthesis skills
Ability to work autonomously, take initiative, and drive outcomes
Excellent written and verbal communication skills across diverse audiences
Preferred
Experience in VC, Corporate VC, or portfolio management
Background in consulting, CPG, investing, investment banking, or entertainment
Familiarity with managing LP relationships and fund-level communications
Benefits
Work from anywhere
Flexible schedule and time off — no micromanaging
Direct collaboration with the Founder
Access to top-tier AI tools (Perplexity, ChatGPT, ClickUp Brain and more)
Clear path for long term career growth
A supportive company culture grounded in ownership and prioritizing progress over perfection
Company
Trolley AI
Trolley AI is the control room for founder-led execution—uniting creative vision and operational rigor in one integrated platform.
11-50 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase