Don't let a security questionnaire kill a six-figure deal.

Enterprise buyers won't wait while you figure out SOC 2. Work with a senior fractional CTO to close the gaps blocking your biggest deals.

  • Gartner Cool Vendor recognized
  • 20+ years building software
  • 500+ projects delivered
  • Co-founder, Success App

Sound familiar?

01

An enterprise prospect just sent you a 247-question security questionnaire and you have no idea how to answer half of it.

02

Your deal is stalled in procurement. Legal is asking about SOC 2, SSO, audit logs, and data residency.

03

You know your architecture won't survive the technical due diligence call next week.

04

You're a great engineer, but enterprise readiness wasn't in the YC playbook.

There's a better way to get enterprise-ready.

Hiring an agency gets you a deliverable, not understanding. Doing it alone means weeks of guesswork. Hiring full-time is overkill when you need senior judgment for a specific moment, not a permanent headcount.

Working alongside a senior CTO means you're not just closing this deal — you're building the muscle to handle the next ten. Every question we answer together, every gap we close, becomes pattern recognition you carry forward.

You know your business. I know what enterprise buyers need. Together we figure out exactly what to fix and in what order.

Choose your engagement.

Security Questionnaire War Room

Answer the questionnaire. Close the deal. Build the muscle for next time.

Duration 5 business days

What's included

  • 90-min kickoff working session
  • Async support across the 5 days
  • 90-min answer review session
  • 30-min defense prep call
  • Strategic positioning for partial-yes answers

Best for: Founders/CTOs with an active enterprise prospect waiting on a security questionnaire.

$1,997
Book a discovery call

Enterprise Deal Sherpa

A senior CTO in your corner for 30 days while you close your first big enterprise deal.

Duration 30 days

What's included

  • 90-min deal kickoff session
  • 4 weekly strategy calls (45 min each)
  • Async Slack/email access throughout
  • Post-deal playbook for future enterprise deals

Best for: Founders navigating their first major enterprise deal who want senior judgment in their corner.

$4,997
Book a discovery call

How it works.

01

Book a discovery call

15 minutes. Free. No commitment.

02

We confirm the right offer

We match the engagement to your situation.

03

Kickoff within 48 hours

No long onboarding. We start working immediately.

04

Working sessions + async support

Hands-on collaboration across the engagement.

About Hameed.

Hameed Rahamathullah has spent 20+ years building software and leading technical teams. He founded Alpha Weblab, a digital agency that delivered 500+ projects between 2009 and 2019. He co-founded Success App, an enterprise sales engineering platform that earned Gartner Cool Vendor recognition. Today he works as a fractional CTO, helping SaaS companies close the enterprise readiness gaps that block their biggest deals.

  • Gartner Cool Vendor
  • 20+ years experience
  • 500+ projects shipped
  • Enterprise SaaS founder

"I work alongside founders and CTOs the way I wished someone had worked alongside me when I was building Success App. The goal isn't to do the work for you — it's to build the judgment that compounds across every future enterprise deal."

Frequently asked questions.

Do I need to be SOC 2 certified before working with you?

No. SOC 2 readiness is often the outcome, not the prerequisite. We start where you are.

What if I'm not sure which offer is right for me?

Book a discovery call. We'll figure out which engagement fits your situation in 15 minutes.

What time zones do you work in?

I work with clients across the US, EU, and APAC. Synchronous sessions are scheduled in your time zone. Async support is responsive within 4 business hours.

What if my deal closes before we finish the engagement?

Even better. We'll use the remaining time to capture lessons learned and prepare you for the next enterprise deal.

What kind of access do you need to your systems?

Read-only access to the systems relevant to the assessment (architecture diagrams, security tooling, compliance documentation). I sign NDAs as standard. I never need production credentials.

Why work with a fractional CTO instead of hiring full-time?

A full-time enterprise-readiness CTO costs $300K+/year. Most early-stage companies don't have that kind of need year-round — they need senior judgment for specific moments. That's what fractional engagements are designed for.

Can I get a refund if it's not the right fit?

Yes. If the kickoff session reveals we're not the right fit, you get a full refund. After the kickoff, refunds are pro-rated based on work delivered.

Stop letting enterprise readiness gaps kill your biggest deals.

Book a 15-minute discovery call. We'll figure out the right offer for your situation, or point you somewhere better.