Brought to you by
This could be your logo!
Reach out to Jared to sponsor the next episode of this podcast and reach 4000+ modern GTM operator and founders.
About our guest — Bobby Offterdinger
Bobby Offterdinger is CEO of TAM to Target, a full-service outbound agency offering fractional SDR and go-to-market services across multiple B2B verticals.
A former teacher turned GTM systems architect, Bobby has evolved his agency from email-only campaigns to building complete go-to-market operating systems for clients. He currently operates in the K-12 space (education and learning environment) while advising top-tier GTM startups including Octave.
Bobby has used GTM Engineering to transform his approach from high-volume outbound to precision-targeted revenue engines. Bobby's unique background as an education specialist gives him a conductor's perspective on orchestrating complex GTM systems — highlighting that teaching kids to read and teaching prospects to respond require similar orchestration skills.
Core takeaways
Fresh POV from an agency owner who transformed his business model by betting big on AI-powered messaging and never looked back.
The orchestra conductor analogy — why GTM engineering is about orchestration, not just tools
How Bobby's grandfather used home-buying lists in the 1960s — the original signal-based outbound
The evolution from "anyone with a laptop" lead gen to sophisticated go-to-market operating systems
Why 2025 is a buyer-led market and how that changes everything about outbound strategy
Bobby's complete system design: From signal detection to engagement scoring and re-targeting
The K-12 leadership development play using board meeting transcripts as intent signal
How Nation Graph scrapes public school board minutes to create hyper-targeted campaigns
Why limiting your TAM improves performance more than expanding it
The paradigm shift challenge: Bridging sales and marketing with GTM engineering
Essential technical skills: Why API and JSON knowledge is now non-negotiable
The "force yourself to hit the wall" learning method for mastering integrations
Top quotes
Best Definition of GTM Engineering: "Go-to-market engineering for me is the orchestration of systems, processes, and most importantly, and often forgot, strategy and creative that drives pipeline and revenue."
The Conductor Analogy: "I think about go-to-market engineering... like an orchestra. It's an orchestration... And so you think about a tool like Clay, like it's the go-to-market orchestration tool, right?"
The Modern Reality: "It's a buyer-led market. Because if I send you an email and you're moderately interested, what are you going to do? You're going to come to my website and then you're going to do your research."
On Technical Skills: "You need to know API language. You need to understand JSON and low code like N8N or Make.com... That's becoming more of a non-negotiable."
Learning Philosophy: "Don't use the native integration... Force yourself to get out of the habit of using those native ones until you know JSON really well."
The Human Element: "The most underrated part of this whole piece is the human being behind all the tools."
Referenced tools and resources
HubSpot: Bobby's preferred CRM for low barrier to entry and integrations
Clay: The orchestration engine and integration glue for everything
Lemlist: Multi-channel sequencer (email, LinkedIn, calling in one platform)
Octave: Bobby's transformational AI messaging platform ("once you're on, you're on")
Nation Graph: Public sector signal detection (board meetings, FOIA requests)
Lead Magic: Primary enrichment tool based on monthly spend
Pandamatch: Lead scoring and ICP fitting
Ocean: Additional lead qualification option
API language and JSON: Now non-negotiable for GTM engineers
HTTP API calls: Bobby's recommended learning method over native integrations
Claude: Bobby's preference for deep research tasks
ChatGPT: Alternative for building agents and assistants
Want to learn GTM Engineer strategy and execution from Bobby Offterdinger himself? Ticket for GTM Engineer School cohort 2 are now out (only 75 seats available!)
Timestamps
(00:01) Introduction to Bobby Offterdinger and TAM to Target agency
(01:12) Bobby's definition: GTM engineering as orchestra conductor orchestration
(02:25) The evolution question: Life before vs. after GTM engineering
(02:46) Grandfather's 1960s insurance play using home-buying signals
(04:53) Lightning Round: CRM preferences - HubSpot for low barrier to entry
(05:18) LLMs: Gravitating toward Claude for deep research capabilities
(05:37) Top enrichment tools: Clay and Lead Magic based on monthly spend
(05:57) Top GTM tool: "Octave done. Full stop."
(06:13) Most underrated tool: The actual go-to-market engineer as human orchestrator
(07:32) System design principles: Moving beyond "signal, email, profit" thinking
(09:36) The complete GTM operating system: Outbound drives inbound recapture
(12:31) Signal scoring and engagement threshold automation in HubSpot
(15:48) The three-tool minimum: Clay, Lemlist, and HubSpot or Octave dilemma
(19:51) Life before Octave vs. the transformational bet Bobby made
(21:12) Performance gains: Less emails, more replies, no more spin tax needed
(23:11) K-12 case study: Nation Graph partnership and board meeting mining
(26:33) The signal goldmine: "Thomas Middle School needs leadership development"
(28:42) Emerging skills: API language and JSON as non-negotiable requirements
(31:03) Learning advice: Force yourself to use HTTP calls instead of native integrations
(33:19) Practical tip: Use ICP agents to limit TAM and improve targeting
(34:29) Where to connect with Bobby and TAM to Target
How to connect with Bobby
Where to connect with Jared & Matteo
Jared Waxman, GTM Engineer School Co-founder: LinkedIn
Matteo Tittarelli, GTM Engineer School Co-founder: LinkedIn, X, Website, Newsletter
Share this post