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Mark Underwood

Fractional CLO & Startups.com Community Leader (Legal). I make early teams launch and fund—cap table, SAFEs/notes, IP, privacy/AI policy, and GTM contracts—fast, flat-fee sprints.


About Mark

Tagline

Fractional CLO & Startups.com Community Leader (Legal). I make early teams launch and fund—cap table, SAFEs/notes, IP, privacy/AI policy, and GTM contracts—fast, flat-fee sprints.

Bio

I help founders ship and raise without tripping legal landmines. As a Startup.com Community Leader (Legal) and Fractional CLO, I build the legal architecture investors expect: clean formation and cap table, SAFEs/notes that close, defensible IP/licensing, and privacy/AI compliance your customers will sign off on.

I help founders ship and raise without tripping legal landmines. As a Startups.com Community Leader (Legal) and Fractional CLO, I build the legal architecture investors expect: clean formation and cap table, SAFEs/notes that close, defensible IP/licensing, and privacy/AI compliance (GDPR/CCPA) that enterprise buyers accept. I co-architected LawvocateAI, a consumer-centric legal GPT that guides IP and startup workflows, and I’ve spent 37 years at the law/tech edge supporting teams from Microsoft, General Motors, and NASA to early e-commerce pioneers (Spartan Stores; advisor to Louis Borders on what became WebVan). My approach is product-minded: crisp docs, decisive recommendations, and reusable playbooks that help your team move faster. Engagements include ongoing Fractional CLO, a fixed-fee 2-week Investor-Ready Sprint (data room + financing docs + policies), or scoped office hours for first-time founders. Remote-first; collaborative with your existing counsel and investors.

My 37 years at the law/tech edge span F100 to pre-seed and include co-architecting LawvocateAI and advising on data-heavy, regulated products. I favor crisp docs, decisive recommendations, and reusable playbooks so your team moves faster. Engagements: ongoing fractional CLO, fixed-fee 2-week “Investor-Ready” sprint (data room + financing docs + policies), or scoped office hours for first-time founders.


“How I Help”

Investor-ready in days: formation, cap table, board consents, data room

Rounds that close: SAFEs/convertible notes, disclosure, side letters

IP & licensing: protect core tech; structure creator/AI & data rights

Data/AI posture: privacy (GDPR/CCPA), DPAs, AI policy, security playbooks

Contract velocity: MSA/SOW, vendor templates, redline standards

Governance that scales: board hygiene, conflicts, auditability

Ideal Matches
Startup lawyer + Fractional CLO for AI/SaaS/fintech. I paper rounds (SAFE/convertible), clean cap tables, protect IP, and de-risk GTM with privacy/AI policies, DPAs, and MSAs buyers accept. 37 years at the law/tech edge; co-architect of LawvocateAI and past work with Microsoft, GM, NASA, and WebVan—modes: fractional CLO, 2-week sprint, or office hours.

Technical founders (AI/ML, SaaS, fintech, health/data)

Pre-seed → Seed raising $250k–$3M needing tidy diligence

Post-MVP teams selling into enterprise or regulated buyers.

Ways to Engage (short)

Fractional CLO • 2-Week Legal Sprint • Office Hours (Q&A) • Policy/Data Sprint

Skills / Keywords (paste into tags)

Fractional CLO, Startup Lawyer, SAFE, Convertible Note, Cap Table, Delaware C-Corp, Governance, Board, IP, Licensing, Trade Secrets, Privacy, GDPR, CCPA/CPRA, AI Policy, Data Protection, DPA, MSA/SOW, Healthtech, Fintech, SaaS, Blockchain/DLT, Fundraising, Diligence, Playbooks, Templates

Location

Grand Haven, Michigan, US

Last Active

4 days ago

Company

Name / Logo

Lawvocate + JuristAI (by The Underwood Group)

Elevator Pitch

The Underwood Group (Managing Partner Mark Underwood, Michigan-licensed; WD-Michigan) is piloting a modern Access-to-Justice and attorney enablement stack. Lawvocate is our AI legal agent that gives plain-language guidance, drafts first-pass documents, and runs hallucination checks—clearly disclaimed as not legal advice and designed to hand off seamlessly to a lawyer. We then offer unbundled legal services, including flat-fee legal and document review, and escalate to targeted counsel as needed.
For litigation, attorneys and self-represented litigants can step into JuristAI—our lifecycle platform with LitigAI.org (civil) and FedCrim.ai (criminal): guided intake, including fact timelines; discovery analysis at scale; calendaring extracted from documents; brief generation with court-compliant formats; and safety rails for AI outputs. This Michigan POC (state + WD-MI) is engineered to be a white-label program for firms across Michigan and, where permitted, other jurisdictions. Affiliate/partner structures are offered subject to professional-rule compliance (e.g., lawyer-to-lawyer fee arrangements; no fee sharing with non-lawyers). Outside Michigan, Mark serves as a Fractional CLO (legal-ops advisory only) to clients worldwide.

Industry

Technology

Website

lawvocate.ai and ugroupsite.com

Team Size

5-10 employees

Company Stage

Development

Funding Stage

Seed

Funding Raised

None/Bootstrapped

Annual Revenue

5-10 employees

Skills

SkillStrengthExplanation
Technology95 / 100Over 35 years of experience in the technology sector, advising major corporations.
Founder95 / 100Founded multiple companies. Built LawvocateAI and CreatiShield; ship fast, de-risk GTM, and keep paper investor-ready.
Board Governance90 / 100Bylaws/consents, indemnity, observer rights, clean minutes, escalation & dispute strategy.
Innovator90 / 100Pioneered modern online shopping with a grocery delivery system at Spartan Stores—original architect of Webvan.
Fundraising90 / 100(SAFE/Convertible) — “Paper SAFEs/notes, side letters, investor comms; align terms with runway + milestones.
Intellectual Property Management90 / 100IP assignments, works-for-hire, open-source posture, brand/content licensing & whitelisting.
Legal Advisory90 / 100Serving as a Fractional Chief Legal Officer, guiding clients through legal complexities in emerging technologies. Product-minded counsel for AI/SaaS: data privacy, cloud/security, MSAs/DPAs, ToS/Privacy. Built DOTGO + early e-grocery.
AI Development85 / 100Architected LawvocateAI; intake → document automation; policy packs for responsible AI use.
Blockchain Technology80 / 100“Designed DLT licensing POC: creator rights, tokenized licenses, compliance-first.
Management80 / 100Founder and Managing Partner at The Underwood Group, overseeing operations and strategic direction.
Public Speaking80 / 100Talks on AI law, privacy/GDPR-CCPA, fundraising paper, and board hygiene for startups.

Experiences

MILESTONELawvocateAI

Title

Founder/Architect

Position Description

Built a consumer-centric legal agent and intake→document workflows for IP & startup milestones.

Accomplishment Notes

Deployed site-embedded chat + templates; accelerated client triage and clean, signing-ready docs.

JOBThe Underwood Group

Title

Managing Partner/Fractional CLO

Position Description

Product-minded legal ops for AI/SaaS: fundraising, commercial contracts, privacy, and governance.

Accomplishment Notes

Papered SAFEs/convertibles, cleaned cap tables, and standardized MSAs/DPAs to speed close cycles.

MILESTONECreatiShield

Title

Founder

Position Description

Designed a DLT licensing platform to protect creator IP and unlock compliant, trackable rights.

Accomplishment Notes

Tokenized license models and rights-tracking framework with clear creator protections.

VOLUNTEERAmerican Bar Association

Title

Member

Position Description

Active in AI/emerging-tech, ethics, and privacy discussions.

Accomplishment Notes

Contributed practitioner feedback on responsible AI and data governance.

MILESTONESpartan Stores

Title

Innovator

Position Description

Pioneered modern online shopping with a grocery delivery system, after architecting Webvan for the Louis Borders Family of Companies.

Accomplishment Notes

Transformed the grocery shopping experience through innovative technology solutions.

MILESTONEGETMAR Corporation

Title

Leader

Position Description

Carrier partnerships + launch for DOTGO (text-based web/apps).

Accomplishment Notes

Brought mobile web access and interactive services to broad consumer bases via SMS.

MILESTONEVarious F100 Initiatives

Title

Advisor/Counsel

Position Description

Strategic tech + legal guidance for enterprise pilots and commercial rollouts.

Accomplishment Notes

Aligned procurement, privacy, and IP to enable launches without delaying GTM.