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Where next-gen GTM thinking takes flight. Explore insights shaping the future of sales, AI agents and revenue teams.

Chirp Investor Memo September 2025

Chirp is building a flock of specialised AI agents that eliminate sales admin, unify context, and act on behalf of revenue teams so humans can focus on trust, relationships and decision-making. Starting with sales, then expanding into customer success and marketing, Chirp’s intelligence engine and conversational interface will create a connected “context layer” across the enterprise. The vision is a 20-year transformation where technology powers the admin, people power the trust, and Chirp becomes the human-centred operating system for work.

Featured articles

AI Agents
B2B Sales
Building Trust
GTM Stack
Relationship Selling
The Future of Sales: Trust, AI, and the End of Outdated Playbooks
In the first episode of the Chirp Podcast, founder Nick Armstrong and advisor Travis Hughes explore how sales is changing in 2025. From the death of rigid qualification frameworks to the rise of AI as an orchestration layer, they discuss why sales is still about one thing: the transfer of trust. This episode covers the future of SDRs, why CRMs are no longer the source of truth, how SMBs can borrow from enterprise discipline, and why AI will power seamless handovers across the customer journey. If you are a founder, CRO, AE, or anyone in B2B SaaS sales, this conversation is packed with insights on how to stay ahead.
Investor Memo
Investor Memo | April 2025
Chirp is building the AI-native sales stack of the future.
GTM Stack
Sales Technology
Sales Automation
The GTM Stack in 2025
Right now, in the sales part of the stack, there’s at least 7 different tools that sales leaders need or are using to manage their pipeline. Let's break it down.
Authenticity
B2B Sales
Sales Culture
The Bare Naked Truth About B2B Sales
You know, there’s a lot of bullshit out there… and we mean, a lot. You know it, we know it and frankly we’re over it. Here’s how we think you can actually grow your sales pipeline, authentically.
Building Trust
B2B Sales
Relationship Selling
Building Trust as the Core Tenet for B2B Salespeople
We can talk about tools, AI, technology, we can use jargon and acronyms until the rooster squawks but you know what never changes in any relationship building? Trust.
Clear filters
AI Agents
B2B Sales
Building Trust
GTM Stack
Relationship Selling
The Future of Sales: Trust, AI, and the End of Outdated Playbooks
In the first episode of the Chirp Podcast, founder Nick Armstrong and advisor Travis Hughes explore how sales is changing in 2025. From the death of rigid qualification frameworks to the rise of AI as an orchestration layer, they discuss why sales is still about one thing: the transfer of trust. This episode covers the future of SDRs, why CRMs are no longer the source of truth, how SMBs can borrow from enterprise discipline, and why AI will power seamless handovers across the customer journey. If you are a founder, CRO, AE, or anyone in B2B SaaS sales, this conversation is packed with insights on how to stay ahead.
Investor Memo
Sales AI Tools
AI Agents
B2B Sales
Chirp Investor Memo September 2025
Chirp is building a flock of specialised AI agents that eliminate sales admin, unify context, and act on behalf of revenue teams so humans can focus on trust, relationships and decision-making. Starting with sales, then expanding into customer success and marketing, Chirp’s intelligence engine and conversational interface will create a connected “context layer” across the enterprise. The vision is a 20-year transformation where technology powers the admin, people power the trust, and Chirp becomes the human-centred operating system for work.
Sales Tech
AI Agents
B2B Sales
Sales Automation
Sales AI Tools
The Context Layer: Why the Future of Sales AI isn’t just Smarter Retrieval
What Is the Context Layer? At Chirp, we define the Context Layer as the connective tissue that makes AI useful in high-stakes, high-complexity environments like B2B sales, especially in a world where the system of record is no longer singular or centralised.
AI Agents
GTM Stack
Sales AI Tools
Why Sales Teams Are Turning to AI Agents
In 2025, the sales stack has become a maze of tools, tabs, and alerts. Reps are overwhelmed. Leaders are chasing clarity. Everyone’s spending more time on admin than on actual selling.Enter the AI sales agent.
Sales AI Tools
Sales Automation
Sales Strategy
The Ultimate Guide to AI Sales Tools: Transform Your Sales Process in 2025
AI tools are helping sales teams close deals faster and work more efficiently especially as traditional processes struggle to keep up with buyer expectations and data complexity.
Sales AI Tools
Sales Productivity
AI Agents
The Top 10 Sales AI Assistant Tools to Transform Your Sales Strategy
In today’s B2B world, where every touchpoint is a signal and every missed follow-up can cost you a deal, AI sales assistants are becoming the quiet MVPs of modern sales teams. These tools aren’t just about automation anymore, they’re context-aware, always-on, and capable of helping sales reps focus where it counts.
Sales AI Tools
Sales Productivity
GTM Stack
Top 10 AI Salesperson Tools to Boost Your Sales in 2025
AI sales tools are transforming how modern sales teams operate in 2025 — eliminating admin, boosting personalisation, and surfacing real-time insights to help reps focus on closing deals.
How To
GTM Stack
Sales Tips
How to Choose the Right AI Tools for Sales: A Practical Guide for Salespeople
Discover how to choose the right AI tools for sales. Learn what makes great sales AI, how to evaluate tools based on workflow, and why function-specific AI beats generic chatbots for sales productivity.
Investor Memo
Investor Memo | April 2025
Chirp is building the AI-native sales stack of the future.
GTM Stack
Sales Technology
Sales Automation
The GTM Stack in 2025
Right now, in the sales part of the stack, there’s at least 7 different tools that sales leaders need or are using to manage their pipeline. Let's break it down.
Authenticity
B2B Sales
Sales Culture
The Bare Naked Truth About B2B Sales
You know, there’s a lot of bullshit out there… and we mean, a lot. You know it, we know it and frankly we’re over it. Here’s how we think you can actually grow your sales pipeline, authentically.
Building Trust
B2B Sales
Relationship Selling
Building Trust as the Core Tenet for B2B Salespeople
We can talk about tools, AI, technology, we can use jargon and acronyms until the rooster squawks but you know what never changes in any relationship building? Trust.
AI Agents
Sales Tech
Choosing AI Tools
The 10 Best Sales AI Agents for 2025 (And How to Choose One That Actually Helps)
The term “AI agent” is everywhere right now, but what does it actually mean when it comes to sales? For many teams, it means finally replacing the dashboards, tabs, and busywork with something smarter.
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