Vice President of Operations
About the job
- Three to seven or more years of experience in software as a service operations, with business-to-business experience strongly preferred.
- Experience working in an environment with $1 million to $15 million or more in annual recurring revenue.
- Very strong project management and execution discipline.
- Understanding of engineering cycles, product communication, and support workflows.
- Ability to operate in fast-paced, high-ownership environments with minimal politics.
- Build and maintain the operating cadence of the entire company.
- Run weekly standups, sprint reviews, and cross-functional syncs.
- Ensure priorities are executed on time.
- Develop dashboards for service level agreements, product delivery, and reliability.
- Maintain support service level agreements.
- Oversee ticket management, escalation paths, and quality assurance of responses.
- Identify patterns in support and feed them into product and engineering.
- Facilitate sprint planning and execution.
- Ensure engineering deadlines are realistic and met.
- Unblock bottlenecks across engineering, quality assurance, and product.
- Build the communication layer between product, engineering, and support.
- Manage System and Organization Controls 2 initiatives, audits, and ongoing compliance.
- Oversee General Data Protection Regulation processes, including data subject access requests, deletion workflows, and data protection impact assessments.
- Tighten privacy operations, logging, and risk mitigation.
- Create company-wide visibility into priorities.
- Ensure everyone is working on the highest-priority work.
- Build operational clarity, documentation, and standard operating procedures.
- Manage contractors, Latin America talent, and global contributors.
- Implement performance standards and accountability systems.
- Optimize tooling and operational workflows, including Crisp, Basecamp, and HubSpot.
- Experience with API-first or infrastructure software as a service.
- Familiarity with General Data Protection Regulation and System and Organization Controls 2.
- Background in support operations.
- Experience working with global teams across Latin America, Europe, and Asia.
- Ability to grow into a Chief Operating Officer role.
About the company
Summary of Cache Ventures 1) What they do: Cache Ventures is a venture equity firm that builds, advises, and invests in software and tech-enabled services companies at all growth stages, aiming for long-term value through deep founder partnerships. 2) How their product works: They combine capital with strategic guidance and hands-on support to help founders grow, expand their networks, and execute plans clearly, working closely with teams to reach ambitious goals. 3) How they differ from competitors: They emphasize long-term, founder-centered partnerships and use a mix of funding, strategic advice, and active involvement across the growth spectrum, rather than just providing capital. 4) Their goal: To help teams create enduring, scalable companies by delivering resources and close collaboration that accelerates growth and outcomes.
Company Size
11-50
Company Stage
N/A
Total Funding
N/A
Headquarters
New York City, New York
Founded
2013
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Simplify's Take
What believers are saying
- The website updated August 24, 2026, signals active branding and ongoing firm maintenance.
- LinkedIn shows 2026 headcount growth to 11-50 employees, suggesting broader operating capacity.
- Cache’s indefinite-horizon strategy fits distressed or overlooked software assets needing operational turnaround.
What critics are saying
- Cache has minimal public transparency; 2026 disclosures reveal no fresh deal pipeline or KPIs.
- Old acquisitions like LeadOwl and TheChecker create concentration risk if legacy software churns.
- If the studio stops sourcing proprietary deals, Cache becomes a tiny, undifferentiated micro-fund.
What makes Cache Ventures unique
- Founded 2013 by Sean Heilweil and Jarrett Lusso; Cache blends studio, advisory, and investing.
- Cache Ventures still positions itself as builders of SaaS, not just passive capital providers.
- Its portfolio approach spans acquisitions like LeadOwl and TheChecker, emphasizing hands-on operational control.
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Benefits
Health Insurance
Dental Insurance
Vision Insurance
Remote Work Options
Flexible Work Hours
Company Equity
Parental Leave
Wellness Program
Mental Health Support
Home Office Stipend
Conference Attendance Budget
Professional Development Budget
Company News
We build, advise, and invest in businesses that fill industry gaps, pioneer new markets, and challenge the old way of doing things.