PI

Pick & Roll II Inc.

Advisory firmSan Francisco, CA, United Stateswww.workstreet.com ↗

AI-powered cybersecurity partner helping fast-growing tech companies build trust and scale.

Automates compliance and compresses SOC 2 timelines for growth-stage tech firms, achieving SOC 2 for Granola in three months.

Engagement models
Fractional executive, Retainer, Project
Team size
51 to 200
Works in
Global, North America, Europe, Asia Pacific, United Kingdom
Ideal client stage
Seed, Series A, Series B and later
Ideal client size
11 to 50 people, 51 to 200 people, 201 to 1,000 people

Services

What you can hire Pick & Roll II Inc. for

Virtual CISO

Delivers strategic security leadership, risk prioritization, and a compliance roadmap tailored to growth-stage tech companies.

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AI‑Native GRC (Automated GRC)

Implements AI-driven governance and automated controls to align risk management with rapid scaling needs.

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Security Questionnaire Automation

Automates security questionnaire responses to accelerate procurement and reduce manual review effort.

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Vanta Implementation & Migrations

Migrates and configures Vanta to centralize evidence, streamline audits, and support continuous compliance.

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Penetration Testing & Vulnerability Management

Performs penetration tests and ongoing vulnerability triage to identify, prioritize, and remediate security risks.

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Privacy Program Enablement

Establishes privacy policies, assessments, and controls to manage regulatory requirements and vendor scrutiny.

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Framework & Government Compliance

Maps controls to relevant frameworks and prepares documentation to support audits and government compliance.

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Custom Integrations for Compliance Automation

Builds integrations that connect security tooling and automate evidence collection and reporting.

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Fit

Is Pick & Roll II Inc. right for you?

A good fit if you are

  • A seed-stage startup, a Series A startup or a Series B or later company with 11 to 50 people, 51 to 200 people or 201 to 1,000 people
  • In B2B SaaS, AI, healthcare, finance or industrial
  • Based anywhere: they work globally

How they engage

Fractional executive
A senior leader works part-time inside your team.
Retainer
Ongoing work on a recurring basis.
Project
A defined scope with one outcome.

Proof points

About Pick & Roll II Inc.

Known for an AI-first approach that automates compliance workflows and shortens certification timelines, Pick & Roll II helps fast-growing tech companies turn security into a go-to-market asset. Buyers hire them to remove procurement friction and accelerate SOC 2 paths, a capability proven by achieving SOC 2 for Granola in three months and recognition as Vanta's #1 MSP.

Questions and answers

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