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Tech for Execs

Advisory areas

Need an expert but only for a minute? Don't know what you need? Don't want to hire someone full time — just as-needed consultation? We keep a bench of specialists across every area below.

A bench of experts, on your schedule

You don't need to know the category before you reach out. Describe the situation — we'll match you to the right expertise.

  • One relationship, many specialties — you don't hunt for a new firm each time
  • Technology advisory and project management counsel — separate practices, same trusted team
  • As-needed access: a single question, a focused session, or ongoing retainer
  • Plain-language answers first — jargon translated before it reaches your desk
  • Private counsel outside your org chart — no politics, no agenda
Describe your situation

Separate practice

Project & program management counsel

Not every challenge is an IT question. When delivery, timelines, vendors, or cross-functional coordination are the problem — we bring experienced project management counsel across industries.

This is a separate practice from our technology advisory. You might need both; you might need only one. We'll help you figure out which — without forcing everything into a software conversation.

Construction & facilitiesHealthcare operationsManufacturing & supply chainProfessional servicesNonprofits & associationsEvents & capital campaigns

Project rescue & recovery

When a critical initiative is behind, over budget, or losing stakeholder confidence.

Common questions

  • ·Honest assessment without blame
  • ·What to cut, defer, or re-scope
  • ·Communicating bad news to boards and sponsors

Scope, timeline & budget reality checks

Before you commit — or when a plan already feels too optimistic.

Common questions

  • ·Reading a project plan when you're not a PM
  • ·Identifying hidden dependencies and risks
  • ·Build vs. phase decisions

Vendor & contractor oversight

Independent eyes on integrators, GCs, agencies, and implementation partners.

Common questions

  • ·Are they delivering what the contract says?
  • ·Change orders and scope creep
  • ·When to escalate vs. when to collaborate

PMO & governance setup

Lightweight project discipline without bureaucracy your team will ignore.

Common questions

  • ·Status reporting that leadership actually uses
  • ·Decision rights and escalation paths
  • ·Portfolio prioritization when everything is "critical"

Executive & stakeholder alignment

When sponsors disagree, departments silo, or no one owns the outcome.

Common questions

  • ·Facilitation prep for steering committees
  • ·Translating technical or operational detail for executives
  • ·RACI and accountability without org-chart politics

Resource & capacity planning

Knowing whether your team can actually deliver what you've promised.

Common questions

  • ·Staffing models for multi-month initiatives
  • ·Fractional PM vs. hire vs. outsource
  • ·Balancing run-the-business with change work
Request project management consultation

Technology advisory

IT & technology areas

When the question is systems, vendors, security, or technology strategy — these are the areas we cover under Tech for Execs.

Strategy & leadership

When you need a senior technology voice without hiring a full-time executive.

Virtual CIO / technology leadership

Ongoing counsel for companies that need executive-level direction but not a full-time hire.

Common questions

  • ·Monthly strategy sessions and a living technology roadmap
  • ·Vendor liaison and decision documentation
  • ·Adoption dashboards so you see what's working

Technology roadmap & budgeting

Align spend with business priorities — and explain it in terms finance and leadership understand.

Common questions

  • ·12-month roadmap with budget bands
  • ·Build vs. buy recommendations
  • ·Prioritizing initiatives when everything feels urgent

Board & stakeholder communication

Translate technical risk and opportunity for boards, investors, and non-technical partners.

Common questions

  • ·Briefing materials before major decisions
  • ·Risk summaries without alarmism
  • ·What to ask vendors in diligence

AI & automation

Cut through hype and decide what AI is actually worth for your business.

AI readiness & use-case selection

Figure out where AI can save real time — not where it sounds impressive in a demo.

Common questions

  • ·2-week AI readiness sprints
  • ·Pilot criteria and success metrics
  • ·When to wait vs. when to move

Vendor evaluation (AI tools)

Compare platforms when every vendor claims to "transform" your workflow.

Common questions

  • ·Side-by-side: what they say vs. what it means for you
  • ·Data handling and contract red flags
  • ·Reference checks and proof-of-value plans

Workflow automation

Automate repetitive work without breaking the processes your team already trusts.

Common questions

  • ·Identify high-friction manual workflows
  • ·Integration between tools you already pay for
  • ·Change management for non-technical teams

Security & compliance

Make confident calls on risk without becoming a security expert yourself.

Cybersecurity priorities

Know what actually reduces risk for a company your size.

Common questions

  • ·MFA, backups, access control — in plain language
  • ·Incident response when something goes wrong
  • ·Cyber insurance requirements explained

Compliance & vendor trust

Understand SOC 2 reports, privacy obligations, and what vendors are really promising.

Common questions

  • ·Reading a SOC 2 (the parts that matter)
  • ·HIPAA, PCI, or industry-specific basics
  • ·Vendor security questionnaires

Identity & access

Who can get into what — and what happens when someone leaves.

Common questions

  • ·Single sign-on (SSO) — do you need it yet?
  • ·Offboarding and permission reviews
  • ·Shared accounts and shadow IT

Systems & vendors

Choose, negotiate, and implement technology your team will actually use.

ERP, CRM & line-of-business systems

Major system decisions that touch every part of the company.

Common questions

  • ·ERP selection and implementation oversight
  • ·CRM fit for sales and service teams
  • ·When customization becomes a trap

Cloud, email & productivity

Google vs. Microsoft, cloud migrations, and the tools everyone uses every day.

Common questions

  • ·Email platform decisions
  • ·File storage and collaboration
  • ·Cloud cost surprises explained

Vendor contracts & negotiations

Independent review before you sign multi-year agreements.

Common questions

  • ·What's negotiable in SaaS contracts
  • ·Renewal leverage and exit clauses
  • ·Implementation timelines vendors won't put in writing

People & operations

Build and lead technology capability without guessing at roles and structure.

Hiring & team structure

Know what role you actually need — developer, admin, manager, or fractional.

Common questions

  • ·Job descriptions that attract the right fit
  • ·Fractional vs. full-time vs. outsourced
  • ·Interview support for non-technical hiring managers

Managed service providers (MSPs)

Evaluate IT vendors when you're not sure what good looks like.

Common questions

  • ·MSP scope and SLA review
  • ·When to switch providers
  • ·Bridging gaps between business and IT support

M&A & major transitions

Technology diligence and integration when the stakes are high.

Common questions

  • ·Pre-acquisition technology review
  • ·Post-merger system consolidation
  • ·Leadership transitions and knowledge transfer

When you're stuck

You don't need to know the right question — that's what we're for.

"Something is broken" triage

Outages, security scares, or vendor failures — calm, prioritized guidance.

Common questions

  • ·What to do in the first hour
  • ·Who to call and what to document
  • ·Separating urgent from noisy

"Should we do this?" gut checks

Quick, confidential reads on ideas your team or vendors are pushing.

Common questions

  • ·A vendor's proposal landed on your desk
  • ·Your team disagrees and you need a neutral view
  • ·A board member asked a question you can't answer yet

Nonprofit & mission-driven organizations

Practical technology counsel on a budget that respects your mission.

Common questions

  • ·Retainer options for qualifying nonprofits
  • ·Donor data and volunteer systems
  • ·Doing more with constrained staff and spend

Don't see your situation listed?

Most engagements start with “I'm not sure what I need.” That's normal. Tell us what's going on — we'll figure out the right expert together.

Start with intake
ClearPath Tech Advisory