AI for SMBs Weekly

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Tags: marketing

Showing 12 results:

Remixing AI for SMBs

It's been quite a ride 🙂. When I hit publish on the first issue of AI for SMBs Weekly back in March, I had no idea what kind of response to expect. Twenty-three issues later, more than 2,000 of you subscribed and more than 50% of you open this newsletter every week. 🤯 You've stuck with me through...

by justin massa — Oct 09, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

Measuring AI ROI

It's Monday morning and your CFO just asked you to justify the AI tools you've been implementing. "We're spending $500/month on subscriptions," she says, "plus all the time you and the team are investing. What are we actually getting for this?" You know AI is working: proposals ship faster, custo...

by justin massa — Oct 02, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

Capturing Insutitutional Memory

Your top salesperson just gave two weeks' notice. They've been with your company for eight years, landed your three biggest clients, and somehow always knows exactly which prospects are worth pursuing and which are wasting your time. You ask them to document their approach. They send you a half-p...

by justin massa — Sep 25, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

Q4 Revenue Acceleration

You're staring at year-end revenue targets that seemed achievable back in January but now feel like a stretch with just 120 days left. Meanwhile, your biggest prospects are starting to mention "budget cycles," "holiday schedules," and the dreaded "let's revisit this in Q1." Sound familiar? For ma...

by justin massa — Sep 11, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

AI-Era Performance Reviews

Your star employee just shipped three customer-facing improvements this quarter using AI tools you've never heard of. Another team member automated a process that used to take the whole team two hours every week. A third person solved a client problem by building a working prototype in an afterno...

by Justin Massa — Aug 28, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

Annual Planning

It's late August, and that familiar knot is forming in your stomach. Annual planning season is approaching, which means endless spreadsheets, optimistic revenue projections that everyone knows are fiction, and meetings where nobody says what they're really thinking. You know the drill: Last year'...

by Jusitn Massa — Aug 21, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

Evaluating New AI Models

In the past few weeks, Anthropic quietly released Claude 4.1 and OpenAI grabbed headlines around the world with their long-awaited release of ChatGPT 5. Based on early reactions, the vibes with both new models feels off. But "vibes" is not the only way to evaluate a new AI model. The pace of re...

by Justin Massa — Aug 14, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

AI-Native Employees

Your next hire shouldn't ask for permission to solve problems. They're going to solve them, then tell you what they built. This isn't about hiring someone who "uses AI tools." Every knowledge worker does that now. This is about hiring someone who thinks AI-first, defaults to building solutions di...

by Justin Massa — Aug 07, 2025 chatgpt claude customers gemini generative ai justin massa marketing revenue

Smart Vendor Management

Your marketing agency just delivered another "campaign" that looks suspiciously like last month's work but with slightly different colors. Your IT vendor takes three days to respond to urgent requests, yet their contract auto-renewed six months ago. Your biggest supplier raised prices 15% with tw...

Jul 31, 2025 chatgpt claude customers gemini generative ai justin massa marketing revenue

Documenting + Improving Process

Your newest team member started three weeks ago and is still asking the same questions every day. "Where do I find the client files again?" "What's the approval process for expenses under $500?" "Who handles vendor payments when Sarah's out?" Meanwhile, your most experienced employee just announc...

Jul 24, 2025 chatgpt claude customers gemini generative ai justin massa. marketing revenue

Lead Generation Reimagined

You're staring at your pipeline dashboard, and it's not pretty. Last month's lead generation efforts produced 47 "prospects" - but only 3 turned into actual conversations, and precisely zero became customers. Meanwhile, your biggest competitor seems to be everywhere, responding to inquiries ins...

by Justin Massa — Jul 17, 2025 chatgpt claude customers gemini generativeai leadgeneration marketing revenue

Smart Summer Promotions

It's July, and while your competitors are either running the same tired "summer sale" promotions they've used for years or scrambling to figure out what to do before August hits, you have an opportunity to dominate the traditionally slower summer months. Most businesses treat summer promotions li...

by Justin Massa — Jul 10, 2025 chatgpt claude gemini generativeai marketing promotions summer