Fractional Chief Legal Officer

Hire a Fractional CLO for your startup — without the $300K headcount.

Real legal leadership for early- and growth-stage companies. I run securities posture, governance, contract architecture, and outside-counsel triage on a fixed-fee retainer. You deal with me directly, not an associate or an intake team.

CA-licensed attorney since 2011 1,800+ projects 700+ five-star reviews Direct attorney access

Three engagement tiers

I run fractional CLO work as a defined-scope retainer, not an open-ended hourly engagement. Start with Phase 1; everything else is sized to what we find.

Phase 2: Stabilization Retainer

$2,000-$5,000 / month
30-60 days, fixed monthly fee

Focused remediation of the highest-risk gaps the Phase 1 memo surfaces. Pricing locked once scope is clear.

  • Securities and governance fixes
  • Customer agreement, MSA, and DPA build-out
  • Employment, contractor, and IP-assignment templates
  • Outside-counsel engagement letters with budget caps
  • Weekly written status, monthly executive summary
  • Optional ad-hoc work via capped overage
Discuss Phase 2

Phase 3: Ongoing Fractional CLO

$3,000-$6,000 / month
Long-term retainer

Reserved hours per month, defined service categories, capped overage at $240/hour. The model if both sides want to continue past stabilization.

  • All Phase 2 services on ongoing basis
  • Board-meeting prep and consent management
  • Investor and customer contract negotiation
  • Employment / contractor lifecycle support
  • Ongoing securities, privacy, and AI-governance posture
  • Direct attorney access via email and chat
Discuss Phase 3

Who this is for — and who it isn't

This is for you if:

  • Pre-seed through Series B founders running open legal cycles weekly
  • Companies actively raising capital under Reg D, Reg CF, or Reg A+
  • CFOs or COOs who need a single legal point-of-contact across functions
  • Boards looking to install legal leadership before a financing or exit
  • Operators tired of paying BigLaw rates for routine contract work

This isn't for you if:

  • Companies that need primarily litigation or trial work (CA only at $240/hr)
  • Public-company SEC reporting (specialty firm work, not fractional)
  • Patent prosecution or IP litigation (referred out)
  • Healthcare regulatory matters requiring HIPAA/FDA depth (referred or co-counseled)
  • M&A buy-side diligence at the BigLaw scale (referred or co-counseled)

My approach

A fractional CLO is only useful if the company gets the structural decisions right early. Phase 1 forces that conversation in a week.

Step 1

Structured intake

60-90 minute working session. We map the legal surface area: securities, governance, contracts, employment, IP, outside counsel, and risk hot-spots.

Step 2

Scope and budget memo

Within 5 business days I deliver a written memo: what is on fire, what can wait, what the right monthly retainer size is, and what gets referred to specialty counsel.

Step 3

Stabilize

30-60 days of focused remediation under a fixed monthly retainer. The highest-risk gaps get closed first. Cap-table cleanup, Form D filings, contract templates, employment docs.

Step 4

Run the function

Ongoing retainer with reserved hours, defined service categories, capped overage. I sit between the company and outside counsel, controlling scope and cost.

Recent client results

"Sergei takes complex regulatory questions and gives me a clean, actionable answer in plain English. He flags the issues that actually matter and skips the ones that don’t."
— Upwork client, recurring corporate engagement
"Direct, fast, and not afraid to tell me what to push back on. He saved us from a securities filing trap that would have cost five figures to unwind."
— SaaS startup founder avoided ~$30K in remediation costs
"I wish I had hired Sergei before our seed round, not after."
— Series A founder, fintech

Why work with me

Sergei Tokmakov, Esq.

Sergei Tokmakov, Esq.

California State Bar #279869 · Licensed since 2011 · 1,800+ projects · 700+ five-star reviews

I have been a California-licensed business attorney since 2011 — 15 years of corporate, securities-adjacent, and contract work. I run my own legal practice and operate the Terms.Law platform, which is itself a regulated content and SaaS business, so I’ve built every contract, policy, and compliance routine I now help my clients with.

I take fractional CLO roles when the company and the work are a real fit, and I am direct with founders about scope and cost. I prefer fixed-fee phases over open-ended hourly engagements.

Frequently asked questions

How is a fractional CLO different from a regular outside attorney?

Outside attorneys handle one matter at a time and bill hourly. A fractional CLO sits inside the company’s decision-making, runs the legal calendar, controls outside-counsel spend, and reports to the executive team on a monthly retainer. The fractional CLO is the legal function, not a vendor of it.

What is the minimum engagement length?

Phase 1 is one engagement (the intake plus written memo). Phase 2 stabilization is typically 30-60 days. Phase 3 ongoing is month-to-month with 30-day notice on either side. There is no annual lock-in.

Do you need to be in California for me to engage you?

No. I am California-licensed but the work I do as fractional CLO — corporate, securities, contracts, governance — is national in scope. I have clients in every U.S. state. Litigation and California-specific employment matters get referred to local counsel when needed.

How do you handle confidentiality and conflicts?

I run a conflicts check before any engagement begins. Once engaged, all matters are covered by attorney-client privilege and an engagement letter that spells out scope, fees, and confidentiality.

Can I hire you for just one piece (e.g., just securities review)?

Yes. Phase 1 is the right entry point even if you only need a single function audited. The memo will tell us whether ongoing engagement makes sense or whether a one-off engagement closes the gap.

What if I already have outside counsel I like?

Most of my clients keep their existing specialty firms (litigation, IP, employment) and use me as the in-house equivalent who manages those firms. I bring scope discipline and budget caps; the specialty firms keep doing what they do best.

Related resources I've written

Ready to put real legal leadership in place?

Start with the Phase 1 intake. Within five business days you have a written scope, risk, and budget memo — and a real basis for deciding what comes next.