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B2B Sales

Practical takes on B2B sales, fractional CRO leadership and go-to-market, from 20-plus years carrying the number on five continents.

November 2, 2026 · 3 min read

40 Companies, One Category, 20 of Them Israeli. How Do You Sell?

Nikesh Arora counts 40 firms racing to secure AI agents, at least 20 Israeli. When the category is a knife fight, the deck does not win. The sales motion does.

Go-to-MarketDifferentiationB2B SalesStartups
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October 24, 2026 · 3 min read

At-Bay Was Valued at $1.35B. It Sold for $575M. Read the Gap.

At-Bay hit a $1.35B valuation and sold to Munich Re for $575M. A valuation is a bet. Revenue is a fact. Here is how founders should read the difference.

ValuationExitsRevenueB2B Sales
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October 17, 2026 · 2 min read

In-House SDRs vs Outsourced: What Early-Stage B2B Should Do

In-house SDRs give control but are slow and costly to build. Outsourced and pay-per-meeting give speed and results-based cost. Here is how to choose by stage.

SDROutboundAppointment SettingB2B Sales
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October 15, 2026 · 2 min read

How to Write a Cold Email That Actually Books Meetings

Most cold email fails because it leads with the product. Here is the framework I use to write short, relevant emails that book real B2B meetings.

Cold EmailOutboundAppointment SettingB2B Sales
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October 13, 2026 · 3 min read

Why Deals Stall at the Proposal Stage (and How to Unstick Them)

A proposal is not a close. Deals stall because you sent a price before you built consensus and urgency. Here is how to fix it before the proposal goes out.

Sales ProcessClosingNegotiationB2B Sales
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October 10, 2026 · 3 min read

Enterprise Sales for Startups: Selling to Companies 100x Your Size

Selling to giants means committees, procurement, and long cycles. Land a champion, multi-thread the account, de-risk the buy, and never single-thread.

Enterprise SalesStartupsB2B SalesSales Strategy
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October 8, 2026 · 3 min read

How to Recruit Channel Partners That Actually Sell

Most partnerships produce nothing. Recruit partners for real fit and motivation, enable them properly, hold them to numbers, or cut them.

Channel SalesPartnershipsDistributorsB2B Sales
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October 6, 2026 · 3 min read

How Much Pipeline You Really Need to Hit Your Number

Pipeline coverage is quota divided by win rate, adjusted for cycle time. Most teams undercount because the pipeline is stuffed with dead deals.

PipelineForecastingSales MetricsB2B Sales
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October 3, 2026 · 3 min read

How to Set Sales Quotas Your Team Can Actually Hit

A quota nobody hits demotivates your team and hides the real problem. Here is how to build quotas bottoms-up from rep capacity and pipeline math.

Sales QuotasForecastingSales ManagementB2B Sales
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October 1, 2026 · 3 min read

Sales Comp Plans That Actually Motivate

A good comp plan is simple enough a rep can calculate their own check. Here is how to set base, variable, OTE, and quota by role, and the mistakes to avoid.

Sales CompensationSales TeamSales ManagementB2B Sales
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September 29, 2026 · 3 min read

How to Scale From Founder-Led Sales to a Real Sales Team

Founder-led sales does not scale by hiring. Codify the founder's motion into a playbook, hire to that profile, install management and cadence. Order matters.

Scaling SalesSales TeamFounder-Led SalesB2B Sales
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September 26, 2026 · 3 min read

Why Your Demos Don't Close

Demos fail when they come before discovery, because you are showing features to a problem you never uncovered. Sell the problem first, then demo to the pain.

Sales DemosDiscoveryClosingB2B Sales
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September 24, 2026 · 3 min read

How Long Should a B2B Sales Cycle Be (and How to Shorten Yours)

Most B2B sales cycles are long because of stalls and weak qualification, not real complexity. Here are honest benchmarks and the two moves that shorten cycles.

Sales CycleB2B SalesPipelineSales Strategy
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September 23, 2026 · 2 min read

Intel Almost Killed RealSense. Then It Fixed Its Sales and Sold for $600M.

Intel nearly shut RealSense down. Spun out, it went from $8M a quarter to a $600M sale. The technology did not change. The way it sold did.

Go-to-MarketRevenue GrowthScaling SalesB2B SalesFractional CRO
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September 22, 2026 · 2 min read

Outbound vs Inbound for Early-Stage B2B: Where to Start

Inbound compounds but takes many months. Outbound buys control, speed, and market knowledge now. Here is why early-stage B2B almost always needs outbound first.

OutboundInboundDemand GenerationB2B Sales
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September 17, 2026 · 2 min read

Your First Sales Hire Keeps Failing. Here Is Why.

If your first sales hire failed and the second is struggling, look at the system before the rep: wrong profile for your stage, no playbook, no management.

Sales HiringSales TeamSales ManagementB2B Sales
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September 15, 2026 · 2 min read

How to Build a B2B Sales Process From Scratch

A CRM with random stages is not a sales process. How to build a real B2B sales process from scratch, with buyer-based stages and a forecast you can trust.

Sales ProcessGo-to-MarketB2B SalesStartups
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September 12, 2026 · 2 min read

How to Hand Off Founder-Led Sales Without Killing the Pipeline

Most founder-led sales handoffs fail because founders dump leads on a rep with no motion. Here is how to transfer the sale without killing your pipeline.

Founder-Led SalesSales TeamScalingB2B Sales
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September 10, 2026 · 2 min read

Why Your Startup Can't Sell (And It's Not the Product)

Most founders blame the product when sales stall. The real problem is almost always the motion around it. Here is how to tell, and what to fix first.

B2B SalesStartupsGo-to-MarketSales StrategyFractional CRO
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September 10, 2026 · 3 min read

When to Hire Your First Salesperson (Founders Wait Too Long, Then Panic)

Revenue milestones do not tell you when to hire your first salesperson. A repeatable motion you can hand off does. Here is what ready actually looks like.

Sales HiringStartupsSales TeamB2B SalesFractional CRO
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