Rob Blaine

Building at the intersection of AI, GTM, and community

Founder of TNT. I design go-to-market systems, AI workflows, and community infrastructure. Currently at MIT Sloan.

Rob Blaine

Expertise

AI Strategy & Product

How AI changes positioning, pricing, and product roadmaps for B2B companies. I help founders design AI-native workflows and understand where automation creates value versus where human judgment is essential.

Go-to-Market Architecture

Designing GTM systems, narratives, and commercial strategy from first principles. I build positioning frameworks, pricing models, and sales systems for early-stage B2B products.

Community & Ecosystem Design

Building networks, partnerships, and program infrastructure that create compounding value. I design systems and operations that transform loose networks into cohesive ecosystems.

Selected Work

TNT Demo

TNT

MIT and Harvard AI Accelerator

The Mission

TNT is the largest student-run AI community at MIT and Harvard. We help early-stage builders go from idea to launch. We've supported 30 teams, facilitated over $15M in funding, and built a network of exceptional founders.

My Role

Founder. I built the program infrastructure, partnership systems, and community operations from scratch. It's my sandbox for testing GTM strategies and community dynamics at scale.

Check out TNT

Thinktiv

B2B SaaS Strategy Consulting

What it is

Thinktiv is a strategy firm serving B2B SaaS companies and private equity clients. I led AI strategy, product strategy, and go-to-market design for mid-market and enterprise software teams.

My role

Director. I built multi-year product and GTM strategies, pricing and packaging systems, competitive market maps, and narratives for executive teams.

Why it matters

This is where I developed deep expertise in B2B go-to-market and learned pattern recognition across numerous software companies.

Thinktiv Strategy

Background

MIT Sloan School of Management

2024 - Present
MBA, Class of 2026

Thinktiv

2022 - 2024
Director of Strategy and Innovation

Led AI strategy, product strategy, and GTM design for B2B SaaS and private equity-backed teams

Venture-Backed Startup

2021 - 2022
Strategy and Operations Lead (Chief of Staff)

Supported key strategic projects across product, partnerships, and operations.

Deloitte Consulting

2019 - 2021
Consultant

Financial modeling, systems design, and research for federal and financial services clients

University of Florida

2014 - 2018
MA in International Business & BS in Finance

Benacquisto Full Merit Scholarship Recipient

Writing

I write about AI strategy, go-to-market design, systems thinking, and founder decision-making.

July 2025

The New Journey to Product-Market Fit in the AI Era

One of the biggest questions every early-stage founder faces today is: How do I launch my startup in this new era of AI-driven product development?...

Read article
May 2025

AI Is Ready for You. Are Your Operations Ready for AI?

AI tools are improving fast....

Read article
February 2025

The Market Research Paradox: When Everyone Knows Everything, What Matters?

Market research isn’t completely dying, but it’s being rewritten....

Read article
January 2025

Building at the Speed of AI: Go-To-Market Strategies in a New Era

AI isn’t just speeding up how we bring products to market—it’s flipping the playbook on its head....

Read article
December 2024

The Appeal of Services as a Software

The golden age of SaaS is ending as AI disrupts traditional moats, leveling the playing field and driving prices down. Enter services as a software: by combining the efficiency of software with the pe...

Read article
December 2024

In Search of a Moat: The Decline of B2B SaaS

The SaaS model has defined a generation of B2B tech startups....

Read article
September 2024

The Renaissance of the Non-Technical Cofounder

In today’s AI-driven world, it is absolutely essential for all founders to be AI-native....

Read article
August 2024

AI Messaging: Lessons for Startups

Arthur Clarke’s quote, "Any sufficiently advanced technology is indistinguishable from magic," is particularly relevant when discussing artificial intelligence (AI)....

Read article
August 2024

Trust Issues: Navigating Our Relationship with AI

Imagine relying on a machine to make decisions that could shape your career or safeguard your health....

Read article

Projects

My laboratory for understanding AI-native workflows, testing product ideas, and learning by building.

Get in Touch

I'm always open to conversations about AI strategy, GTM architecture, community building, and early-stage ideas.