Four practices at the bridge of strategy & software.
I help you read the technology and AI ecosystem clearly, then build the program to get you there. Most engagements blend two or more of the practices below.
I help you read the technology and AI ecosystem clearly, then build the program to get you there. Most engagements blend two or more of the practices below.
Most engagements blend two or more of the following:
A working example of what a Sprint deliverable looks like. Fixed-fee, up to eight weeks, principal-led from kickoff to executive readout. Read the 4-page capabilities brief.
AI strategy and sequencing, GTM, and enterprise roadmap development. Flexible projects anchored to defined business success goals: from special executive initiatives to AI use-case scoring and roadmap defense at the next ELT review.
Market expertise across leading AI, software, and systems-integration providers. Diligence and benchmarking so AI and platform investments are made with eyes open: and survive Finance, IT, and Board scrutiny.
Day-1 readiness and time-sensitive merger & divestiture support for software, sales, services, and customer success organizations. Pre-deal through post-close execution.
Operational projects driven by key business events. The unglamorous discipline that turns strategy into outcome, including the AI rollouts most institutions privately struggle with.
A 4–8 week engagement around a defined decision: vendor diligence, AI strategy memo, GTM repositioning, M&A Day-1 readiness review. Fixed scope, fixed fee.
4–8 weeks · From $25KA 3–6 month strategic project: a recommended path, operating plan, and embedded execution support, through early implementation and the first decisions.
3–6 months · From $50KAn ongoing fractional Chief Strategy & Digital Officer relationship. Standing access, board and leadership team support, and decision-time presence when stakes peak.
6+ months · From $10K/moNot sure which fits your situation? Start here →
Angel, seed, and operating assistance for founders building the AI-workplace.
For founders who demonstrate conviction to accelerate AI adoption in the workplace, reshape our ways of working, and elevate the professional success of others.
Capital is small-check; the operating assistance is where I add disproportionate value: go-to-market, customer narrative, early enterprise selling, and CS operating model.
Today, yes. Ashton Advisors is principal-led: Brandon does the work. When an engagement requires deeper bench (implementation, design, specialized SME), Ashton orchestrates trusted partners on a transparent, non-commission basis.
Tech-enabled businesses across Energy, Software, Finance, and Services: with a deep M&A overlay. I've worked with Fortune 100s, mid-market platforms, PE portfolio companies, and venture-backed software firms.
No. Ashton is independent and acts as a fiduciary. I do not take referral fees or commissions, and I will tell you when a vendor is the wrong fit: even if you've already paid for it.
Ashton is fiduciary and non-partisan, but operates fluently across Salesforce, Microsoft, Adobe, and the leading LLM stacks (OpenAI, Anthropic). I don't resell, integrate, or implement for any of them. The depth lets me pressure-test vendor and platform decisions on your behalf. That's what you're hiring.
Yes: mutual NDA is the default before any substantive discussion of an engagement.
Referrals are the front door: and how the strongest engagements begin. If a need sits outside the practice's focus, I'll say so and connect you with someone better suited. Reciprocity matters; I extend the same care to every introduction I make.
Houston, Texas. I work with clients across the U.S. and select international engagements via secure remote and on-site cadence.
A short note works: name, email, and what you're navigating. Brandon reads personally and replies within two business days. Confidential by default; mutual NDA available before any substantive discussion.
Need the full project intake form? Use the structured intake. Want to see prior work first? Browse selected engagements.