AI-Native Software Consulting and Services for SMBs and Startups | WE'RE HIRING | Benmore Brief Show | Headquartered in the Best City in the World: Chicagobenmore.tech Chicago, ILJoined February 2026
.@richardbuehling and M&A advisor Michael Donnelly on the shift—information asymmetry is dead, now it's relationship asymmetry. AI lets buyers blast emails at scale, but the ones closing deals? Handwritten letters and showing up in person. Human connection is the edge.
.@richardbuehling and M&A advisor Michael Donnelly on selling without selling—aggressive tactics don't work when someone's selling their life's work. Take the foot off the gas, let them decide. Some clients return years later when they're ready. Patience wins.
.@richardbuehling and M&A advisor Michael Donnelly on why small businesses don't get AI valuation bumps—SBA loans underwrite on cash flow, not ARR. Individual buyers hit debt service coverage limits. Want higher multiples? Target institutional buyers with cash.
.@richardbuehling and Jeremy Powers of ALG Logistics on how AI has made freight fraud worse—identity theft, load hijacking, spoofed credentials. The industry response: better vetting technology and more scrutiny on unsolicited outreach.
.@richardbuehling and Jeremy Powers of ALG Logistics on AI as a workflow multiplier—handling design and marketing in-house, freeing teams to focus on growth. And on coding with AI: prompt, iterate, repeat. A feedback loop that puts you in flow state.
.@richardbuehling and Jeremy Powers of ALG Logistics on AI in logistics—not autonomous trucks, but back-office operations. Billing, auditing, document matching. What took days now takes seconds. One person managing thousands of shipments.
.@richardbuehling and Steve Wright of Synergis on executive AI roundtables—mid-market clients wanted to learn how peers adopt GenAI. Brought together legal, finance, and more to share use cases. Interesting tension emerged: how does AI efficiency fit with the billable hour model?
.@richardbuehling and Steve Wright of Synergis on AI in staffing—keyword search is out, context is in. Upload a job description, AI searches 500k candidates by meaning, not just keywords. Natural language queries replace complex scripts. Assists recruiters, doesn't replace them.
.@richardbuehling and Steve Wright of Synergis on the 10-6-1 portfolio model—10 small, 6 midsize, 1 enterprise. The focus? Mid-market. Direct access to decision-makers hungry for guidance. They have the most to gain from tools big companies already use.
.@richardbuehling and Aditya Niture at Benmore on the job market reality— and his experience with it. What finally made the difference the difference: genuine passion for coding, LLMs, and 25+ personal projects. That's who Benmore hires.
.@richardbuehling and Aditya Niture at Benmore on AI and jobs—the radiologist analogy tells the story. AI didn't eliminate radiologists—it increased output, accessibility, and demand. More positions opened. Tech will follow the same pattern. Creators who embrace AI will thrive.
.@richardbuehling and Aditya Niture on the AWS outage—when Claude went down, Benmore felt it. That's because Claude is core infrastructure. It sparked a real conversation about how integral AI is to the process and what building on these tools actually looks like.
.@richardbuehling on Benmore taking on mid-market —companies know AI can drive productivity but don't know how to implement. Benmore's approach: embed, learn processes, build internal IP, train staff, make it self-sustaining. SMB was the seed funding— time to move upmarket.
.@richardbuehling on why Benmore indexes on talent —agentic tools demand real dev skill, but forward-deployed work requires soft skills CS doesn't teach. Provide tools and training to grow on the job, give ownership and autonomy. You can't systemize every nuance in client work.
.@richardbuehling on how Benmore is built for what's working. 95% of AI implementations fail— The 5% that succeed are individual-level. That's Benmore's model: hydrate Claude Code with business context, train staff to use it as an assistant. Tailored tools, real adoption.
.@richardbuehling and Jason Ford at @gobellbanks on the end of micro-SaaS — prompt a master agent, skip the product. CRM becomes a dashboard on demand. Mortgage presentations become a specialized agent trained on compliance and consumer data. Good prompting is the new search bar.
.@richardbuehling on MIT's 2025 research — 95% of AI projects failed because orgs tried to overhaul instead of optimize. The 5% that succeeded? AI embedded into workflows, automating the manual, amplifying high operators. Benmore is building a service around this: learn the workflow first, then deploy AI that fits it.
.@richardbuehling talks with Jason Ford of @gobellbanks on what college athletics taught them about team management — company structure is team structure. Hash out disagreements fast, no one's above anything, voice a suggestion and hear back directly. Same goal, different methods. That's the biggest takeaway.
.@richardbuehling on Dario's defense letter — Anthropic will work with the US government, two exceptions: no mass domestic surveillance until regulation catches up, no autonomous weapons until the tech is ready. Claude already blocks foreign actors. The letter split the space.
.@richardbuehling on what follows the Block layoff — more cuts coming, especially SaaS-boom companies. Then a lull before AI-native firms can create jobs. Benmore is hiring because of AI, not yet at scale. The bridge is upskilling — staying current on AI tools is now a requirement, not a nice-to-have.
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