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Operating Principal (Remote)
Operating Principal (Remote)Trolley • Vancouver, BC, Canada
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Operating Principal (Remote)

Operating Principal (Remote)

Trolley • Vancouver, BC, Canada
9 days ago
Job type
  • Full-time
  • Remote
Job description

Job Description

Job Description

Job Details

  • Location : Remote (Must work within PST or EST time zones)
  • Hours : 40hrs / week

PLEASE READ BEFORE APPLYING

We are only reviewing candidates who submit their application through this link : - 82397 / IJWOQDLG1NI3M9DPQS

Applications submitted elsewhere will not be considered.

Job Overview

Kinship Ventures is seeking an Operating Principal to spearhead and manage all activities related to investment opportunities, from early-stage discovery through close and post-investment execution. This role is central to how Kinship evaluates deals, structures investments, manages fund operations, supports portfolio companies, and communicates with founders, partners, and Limited Partners (LPs).

This role combines deal operations, financial diligence, fund administration oversight, and investor communications , serving as a trusted operational partner to senior leadership while owning execution across the investment lifecycle.

If you operate with a high level of ownership and autonomy, driving deal execution, diligence, financial analysis, and fund communications : you are exactly what we are looking for.

Key Responsibilities 1. Deal Sourcing & Investment Operations

  • Spearhead all activities around deal opportunities from early-stage discovery through close and post-investment follow-through
  • Evaluate strategic and financial fit of potential investments
  • Own execution of approved deals across sourcing, diligence, execution, and post-close operations
  • Manage the full investment lifecycle, ensuring disciplined tracking and documentation
  • 2. Diligence, Research & Market Analysis

  • Conduct market research on trends, emerging categories, and competitive landscapes
  • Review target company materials, including historical financials and projections
  • Rebuild and validate financial models, assumptions, and outputs
  • Perform opportunity sizing, sensitivity analyses, and scenario modeling
  • Develop and refine investment theses in partnership with senior leadership
  • Participate in diligence interviews, including cultural and values-based assessment
  • 3. Investment Memoranda & Deal Documentation

  • Draft and own investment memoranda and presentation decks for internal and LP review
  • Develop Kinships financial and strategic case for each investment
  • Compile private transaction and public market comparables
  • Draft term sheets, offer letters, and operational deal materials (non-signatory)
  • Maintain clean documentation and tracking across active and closed deals
  • 4. Stakeholder Communication & Fund Reporting

  • Communicate effectively with founders, venture partners, LPs, and C-level leadership
  • Prepare investment updates, partner memos, and ongoing deal status reporting
  • Produce bi-weekly internal updates and quarterly LP communications
  • Prepare LP-facing presentations evaluating portfolio companies and investments
  • Track LP sentiment, feedback, and key relationship signals
  • 5. Fund Administration, Compliance & Vendor Oversight

  • Coordinate with fund administrators, CPAs, tax preparers, legal counsel, and compliance partners
  • Review (but do not sign) Income Statements, Balance Sheets, and Cash Flow Statements
  • Oversee preparation and coordination of K-1s, 1099s, Form D, and Blue Sky filings
  • Support investor onboarding workflows (DocuSign, subscription documents, W-9 / W-8 collection)
  • Maintain secure storage of investor and fund documentation
  • Manage annual compliance calendars, renewals, and reporting requirements
  • 6. Operations, Vendors & Fund Infrastructure

  • Support portfolio companies with guidance and operational coordination, in alignment with senior leadership
  • Monitor PR, marketing, and external developments related to partners and LPs
  • Coordinate founder forums, LP gatherings, and GP events
  • Serve as an operational bridge between portfolio companies and Kinship leadership
  • What We Are Looking For

  • 3–7 years of experience in investment operations, fund operations, business operations, or project leadership
  • Strong financial analysis and modeling skills
  • Proven ability to run complex, cross-functional initiatives end to end
  • High ownership mindset with strong judgment and execution discipline
  • Excellent written and verbal communication skills across technical and non-technical audiences
  • Preferred

  • Experience in VC, Corporate VC, fund operations, or portfolio management
  • Background in consulting, investing, finance, or strategy
  • Experience working directly with LPs and fund administrators
  • Job Details

  • Location : Remote (Must work within PST or EST time zones)
  • Hours : 40hrs / week
  • We are only reviewing candidates who submit their application through this link : - 82397 / IJWOQDLG1NI3M9DPQS Applications submitted elsewhere will not be considered.

    About Us Kinship Ventures

    Kinship Ventures is a unique team of seasoned entrepreneurs, founders, and investors with deep expertise across consumer technology (edtech, healthtech), Web3, and CPG (Beauty, Essentials, Wellness & Food). Together, the founders have a proven track record of being at the forefront of emerging categories and opportunities. We take a Zeitgeist-appropriate approach to capitalism , bringing diversity and inclusion to the cap table by deploying our access to elevate voices that have been historically marginalized. This includes founders, operators, and LPs who identify as POC, LGBTQIA+, and women.

    Kinship Ventures Culture

    At Kinship Ventures, we are committed to bringing diversity and inclusion to the cap table by deploying our privilege and access to uplift voices that have been historically marginalized. This includes working with and supporting notable LPs who identify as minorities. We take a long-term view of relationships because we are fundamentally in the relationship business. We value EQ as highly as IQ — being able to read the room, listen actively, and communicate thoughtfully is essential. We are dedicated to hiring exceptional talent and believe that diversity of experience, background, and perspective makes us stronger. Kinship Ventures proudly hires candidates of any race, color, ancestry, religion, sex, national origin, sexual orientation, gender identity, age, marital or family status, disability, veteran status, or any other protected status.

    Learn more about Kinship Ventures here : KinshipventuresKinship Ventures

    We Operate Under Founder Mode

    Kinship is built on a Founder Mode mindset—an operating system rooted in ownership, strategic thinking, and execution at speed. Here, we look for people who take initiative, think like entrepreneurs, and use tools like AI to optimize how work gets done. But Founder Mode isnt about going alone—its about working within high-trust, collaborative teams where contribution matters more than control. We value creativity, resourcefulness, and clear communication. If youre driven by impact, thrive in dynamic environments, and believe in scaling through systems, not stress—this is the place for you.

    Benefits of Working Here

    We believe in building a company that works for you — not the other way around. That means freedom, tools, and culture that support both your creativity and your execution. We offer :

  • 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
  • AI Mindset & Continuous Innovation

    We operate with an AI-first mindset and look for people who use technology to work faster, smarter, and more creatively. AI is part of our everyday work, and we expect new hires to support a culture of curiosity, experimentation, and continuous improvement. We value people who :

  • Use AI for research, organization, content development, and problem-solving
  • Stay open to learning new tools and proactively share discoveries
  • Simplify workflows and increase efficiency without sacrificing quality
  • Use AI thoughtfully, keeping brand voice, strategy, and context at the center
  • Collaborate to strengthen internal systems and creative output through informed AI usage
  • Our long-term vision is clear : AI will become the standard for creative teams, and we stay ahead by investing early and integrating it deeply into our workflows. We don't believe AI replaces human work or creative instincts, it enhances them by making our output more efficient and scalable.

    Be Part of the Future of Work

    Currently, Kinship Ventures is a lean team of fewer than ten people, growing rapidly. We are looking to add exceptional individuals with backgrounds in investment, finance, or business operations who are motivated to make a meaningful impact in the investing ecosystem.

    Trolley AI is the intelligence layer powering Kinship Ventures and its network of brands, investments, and co-built companies. It's the control room for founder-led execution—uniting creative vision and operational rigor in one integrated platform.

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    Operating Principal Remote • Vancouver, BC, Canada

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