The library
Lessons from the Roundtable
Practical sales principles workshopped live each month by B2B founders, CEOs and sales leaders. Every lesson is de-identified and distilled to one core idea you can act on.
ProspectingMay 2026Read lesson →Lead with market intelligence the buyer doesn't already have. The meeting becomes their idea.
The same long-game pattern keeps winning: useful insights, common pitfalls and market reports earn credibility, then a low-commitment meeting feels like a natural next step instead of a sales call.
ProposalsMay 2026Read lesson →A focused POC is faster, cheaper and more believable than a 40-page business case.
When prospects can't move a full deal internally, a tightly scoped POC builds momentum, generates internal champions, and gives procurement a smaller decision to say yes to first.
ProposalsMay 2026Read lesson →Buyers carry the cost of a wrong decision personally. Make the choice safe for them, not only for the company.
Pair the ROI story with concrete de-risking: success stories from peers, guarantees, lessons learnt from past deployments, and a clear picture of what inaction will cost downstream.
MindsetMay 2026Read lesson →A visible "clean your room" dashboard turns CRM discipline into peer accountability.
Make hygiene a KPI, integrate enrichment so reps aren't typing, and let the scoreboard do the nagging. Adoption follows social proof faster than it follows policy.
AI toolsMay 2026Read lesson →Use AI to handle warm, opted-in leads. Keep humans on the cold edge of the funnel.
Fully automated cold outreach is producing the "AI slop" buyers now filter out reflexively. The sweet spot today is AI on the warm side — fast, personalised follow-up to people who already raised a hand.
ProspectingApril 2026Read lesson →Send seven to nine pieces of valuable, non-salesy content before you ask for a meeting.
A new AI platform with a 90% close rate was getting zero responses to cold outreach. Switching to a long-game education sequence — market reports, regional insights, useful data — earned the 15-minute coffee that cold email no longer can.
ProposalsApril 2026Read lesson →Hand them the structure, the questions and the risks. They'll defend the deal internally far better than you can.
Deals stall when champions can't carry the case past procurement. Share anonymised stories of similar deals, ask "have you bought something like this before?", and proactively name the no-decision risk.
MindsetApril 2026Read lesson →Reps adopt the tool when it visibly saves them time and helps them win. Mandates produce dirty data.
Peer champions, time-saving automations, personalised dashboards and a public hygiene scoreboard turn the CRM from a chore into a competitive advantage on the team.
ReferralsApril 2026Read lesson →Cross-division referrals don't happen by accident. They need a written system and a measurable cadence.
A recruiting firm's blue-collar and white-collar teams sat next to each other for years without sharing leads. A structured referral program — with specific open-ended questions and shared scoreboards — finally unlocked the existing book of business.
PositioningApril 2026Read lesson →A receptionist reclaiming 45 minutes a day is a story. "AI scanning app" is a brochure.
When you upsell a new product to an existing customer base, lead with the before/after of one painful workflow. The feature list is the proof, not the pitch.
PositioningMarch 2026Read lesson →The modern sales job is to guide the decision, not push the product.
Spray-and-pray is dead. Buyers want a trusted expert who makes the choice easier and safer — not another pitch. Reframe every meeting around the buyer's decision, not your funnel stage.
ProspectingMarch 2026Read lesson →If the first line doesn't prove you've done your homework, you've already lost the reply.
Use AI to scrape public signals — press releases, hiring patterns, leadership changes — and lead with a relevant hook. Credibility in the first sentence is what earns the second.
ProposalsMarch 2026Read lesson →Schedule a draft review with the prospect. You stay in control and they become invested in the outcome.
Sending a finished proposal hands control to the buyer and triggers "just checking in" emails. Walking through a draft together aligns the language, surfaces objections early, and dramatically raises the win rate.
PositioningMarch 2026Read lesson →Guesting on an established podcast confers expert status instantly — without the production overhead.
One niche-podcast appearance has produced six-figure deals from a single listener. Find shows your buyers already trust and bring a sharp point of view, not a pitch.
PositioningMarch 2026Read lesson →A short before-and-after video — with feeling, not just numbers — is the most under-used asset in B2B sales.
Written testimonials read as marketing. Video carries the emotion and the outcome together, and tools like NotebookLM can repackage them into formats prospects actually watch.
PositioningDecember 2025Read lesson →Fewer, larger clients beat more, smaller ones in an AI-driven price-pressure market.
2025 punished spray-and-pray. The teams that won focused on a sharp niche, a clear point of view, and bigger, slower deals where trust still matters.
ProposalsDecember 2025Read lesson →A clean ROI case wins the room. Removing the buyer's personal risk wins the deal.
Buyers are dealing with decision fatigue. Give them the rational business case for their board, and the emotional cover — proof points, guarantees, peer stories — that protects them personally if they say yes.
AI toolsDecember 2025Read lesson →AI gets you to the conversation faster. The conversation is still what closes the deal.
The winning pattern in 2025 was AI for research and first-hour responses, paired with senior humans for the relationship. Automating the relationship itself is what produced the "AI slop" buyers now filter out.
PositioningDecember 2025Read lesson →Data sovereignty, cybersecurity, public sector — the rooms with budget are smaller and more specific than they used to be.
Generalist positioning gets squeezed first when budgets tighten. A defensible niche with a clear point of view is the cheapest growth lever heading into 2026.
ProspectingDecember 2025Read lesson →A personalised reply within 60 minutes converts dramatically better than a perfect reply the next day.
Use AI to draft the personalised response while the prospect is still in the tab. Speed plus relevance beats polish-and-wait every time.
MindsetOctober 2025Read lesson →Resistance isn't laziness. It's a threat response. Plan for the fear before you plan for the rollout.
Loss aversion, habit and identity all push people back toward the status quo. Naming that out loud, and giving people agency in the change, lowers the temperature before the work starts.
MindsetOctober 2025Read lesson →Clarity, commitment, capability, capacity and conscientious follow-through. Miss one and the change unwinds.
Clarity sets the problem and the metrics. Commitment builds belief. Capability builds the skill. Capacity makes space for it. Conscientiousness keeps it alive past launch week.
MindsetOctober 2025Read lesson →People move when staying still hurts more than moving. Quantify both sides.
A clean before-and-after picture — and an honest number on what doing nothing will cost — turns a vague want into a decision.
MindsetOctober 2025Read lesson →You can't bolt new behaviour onto a full calendar. Deprioritise something to make room.
Most change programs underestimate the time the new way takes while people are still learning it. If you don't actively remove something old, the new thing dies quietly.
AI toolsAugust 2025Read lesson →Foundation, custom chatbots, agents, then swarms. Skipping a phase is the fastest way to a failed AI rollout.
Most organisations jump straight to agents before their team has the prompting fluency to control them. Master the foundation first — the rest compounds from there.
AI toolsAugust 2025Read lesson →Ask the AI to describe what a great answer looks like before it writes one. The output quality jumps every time.
Single-shot prompts hit a ceiling fast. Give context, examples and tone, ask the model to define success criteria, and have it self-check sources. Treat the AI like a junior consultant, not a search box.
AI toolsAugust 2025Read lesson →The people who actually do the work should map the process. IT only wires it up.
Agents and chatbots fail when they're built from a flowchart no salesperson recognises. The closer the designer is to the work, the more useful the automation becomes.
AI toolsAugust 2025Read lesson →If you do it the same way every week — proposals, briefings, recaps — it's a chatbot, not a habit.
Custom chatbots digest large bodies of content and apply a consistent process across the team. That's how you stop the best rep's playbook from staying locked in one head.
AI toolsAugust 2025Read lesson →Offline models and self-hosted tools like n8n let you use AI without sending client data to the cloud.
Data privacy is the most common reason AI projects stall in B2B. A self-hosted stack with a local model removes the objection and unlocks the use case.
ProspectingJuly 2025Read lesson →If you can't name the exact person you're selling to, no amount of activity on LinkedIn will save you.
Most LinkedIn outreach fails for the same two reasons: a fuzzy Ideal Customer Profile and no repeatable system. Get specific about decision-maker vs end-user, and the pain you solve for each, before you write a single message.
PositioningJuly 2025Read lesson →Your banner, headline and Featured section should pull the right visitor through to a clear next step.
A strong profile carries a compelling banner and tagline at the top, mid-funnel lead magnets in the Featured section, and a bottom-funnel call to action. Visitors should understand your value and know what to do next without scrolling twice.
ProspectingJuly 2025Read lesson →Engage with someone's content for a week before you connect and acceptance rates jump.
Liking, commenting and reacting in advance makes you familiar, the same way you'd nod to someone twice before introducing yourself at an event. Cold connect requests with a generic line still underperform no message at all.
ProspectingJuly 2025Read lesson →Influencers, gatekeepers and decision-makers each need a different opener. Precision beats volume every time.
Tailor the first message to the role you're writing to, and the problem they personally feel. Enterprise buyers respond to unseen risks and missed opportunities; SMB buyers respond to dynamic, personal engagement.
ProspectingJuly 2025Read lesson →Build account lists first, then search for roles inside them. Save the search. Repeat weekly.
A saved list of your top 100 target accounts, sliced by the exact role you want to reach, turns Sales Navigator from a search bar into a pipeline engine. Automation only ever amplifies what already works manually.
