The vendor's representative
Paid by
The vendor, on what you purchase
What that does to the advice
The recommendation is the product.
Figure out the problem before someone sells you the solution.
We get to the root of what's happening, determine what needs to change, and bring in the right specialists to make it happen.
Your website is the front door to your business.
Buyers, insurers, and search engines look before they call. See what they see.
An initial grade and three findings from public data, in about ten seconds. The complete 21-page Digital Presence & Technology Review is available at no charge. Read a sample.
Send the full report
The 21-page Digital Presence & Technology Review for : eight areas scored, prioritized recommendations, and a path forward. Prepared by hand, delivered within three business days. No charge, no follow-up sequence.
Nobody calls an advisor in a quiet week.
These are the moments that bring companies to us. If one of them sounds like this month, the first conversation is usually short.
Our contract renews in ninety days.
It renews automatically, and nobody has read it since the day it was signed.
What to check before you renewThe carrier is retiring our copper lines.
Notice has been issued, and the fire alarm and elevator still run on those circuits.
What the deadline meansOur cyber insurance application changed.
It now requires MFA, tested backups, and an incident response plan before renewal.
What insurers now requireGrowth has stalled.
Pipeline is flat, the website is two years old, and marketing is one person.
Start with the ReviewOur IT lead is leaving.
The institutional knowledge goes with them, and the vendor relationships were theirs.
How we step inThe board wants an answer on AI.
They expect one grounded in the business, not a vendor demonstration.
Where to startAn independent advisor, built to fix one problem.
The Deady Group is an independent technology and growth advisory in Boston. We help organizations make the telecom, cloud, security, and AI decisions that are expensive to get wrong, and we sit on your side of the table while they are made.
Meet the founder.
Will Deady spent ten years in enterprise technology at S&P Global, S3 Partners, Everbridge, and Brainshark: selling it, advising on it, and building the operations behind it. He saw the same problem in almost every deal: the person recommending the technology was paid to sell it. He founded The Deady Group in 2025 to give companies an advisor whose incentives match their own.
He is a Certified AOTMP Efficiency First Executive Advisor, serves on the board of the Revere Chamber of Commerce, and writes Signals & Systems. He is the person a client calls when something on an engagement is not right.
Will DeadyFounder, The Deady Group
Accredited, certified, and known locally.
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BBB Accredited
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AOTMP Certified
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Greater Boston Chamber
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Revere Chamber board
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SDO Certified (SBPP)
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OpenGov supplier
Who pays your advisor changes the advice.
Every source of advice is compensated by someone. We think that should be the first question you ask, not the last thing you find out.
Your managed service provider
Paid by
You, for keeping operations running
What that does to the advice
Strong on operations. Seldom neutral on the tools they resell or the changes that add to their workload.
A large consulting firm
Paid by
You, by the hour
What that does to the advice
Independent, priced for enterprise, and delivered by the junior team.
The Deady Group
Paid by
The provider you choose, on the back end. Or you, directly, for growth and digital presence work we deliver ourselves.
What that does to the advice
You know how we are paid before you decide. When keeping what you have is right, that is the recommendation.
The Client-First Transparency Standard
Four commitments, in writing, before any engagement begins.
- Compensation disclosed in writing
- Material conflicts identified
- A firewall from the vendor sales process
- Founder accountability for every recommendation
You work with us. We lead the rest.
The Deady Group leads the providers, specialists, and decisions across your technology and growth, so your team has one place to start. Choose an area to see what that covers.
Cloud & Infrastructure
Network, cloud, and the infrastructure decisions that will not be revisited for five years. We size what you need, compare the providers who can deliver it, and keep the migration honest.
Network performance and reliabilityCircuits, SD-WAN, and redundancy sized to what the business actually runs.Cloud and infrastructure strategyWhat moves, what stays, and what it costs once it is running.Scaling infrastructureRoom to grow without paying for it years early.
Benchmark a cloud or network billSend one invoice. We check it line by line at no charge.
Start Bill AnalysisRenewal coming up?Score how ready you are to negotiate it, in ten minutes.
Take the AssessmentCybersecurity & Resilience
Cyber insurance requirements, compliance reduced to the controls that matter, and recovery plans that hold up when something breaks.
Security and risk advisoryThe controls that reduce real risk, in the order to fund them.Cyber insurance requirementsWhat underwriters ask for at renewal, and how to show it.Continuity and recoveryBackups, RTO and RPO that stand up to an outage and an audit.
Continuity and Recovery ReadinessCould you recover from an outage or ransomware tomorrow?
Take the AssessmentWhat would one bad day cost?Price an hour, a day, and a week of downtime in thirty seconds.
Price an OutageCommunications & Connectivity
Phone systems, contact center, Teams Phone, and the copper retirement that comes with a date attached. One conversation instead of five carriers.
Voice and communications platformsUCaaS, contact center, and Teams Phone, compared on fit and total cost.Copper line replacementFire panels, elevators, and alarm lines moved before the carrier forces it.ConnectivityInternet and private circuits across every site, from one advisor.
POTS Replacement ReadinessFind the analog lines that cannot fail before the carrier shuts them off.
Take the AssessmentDecode a phone billWhich charges are government fees, and which the carrier made up.
Decode a BillAI & Automation
Governance before tools. Which AI use cases are real, what data they need, who owns the risk, and which vendor claims hold up once the pilot ends.
AI governancePolicy, ownership, and what staff can put into public tools.Data readinessWhether your data can support what the vendor is promising.Modernization and automationWhere automation removes work, and where it only moves it.
AI Readiness and GovernanceOwnership, shadow AI, data, and security, scored in ten minutes.
Take the AssessmentDraft your AI policyTen questions, and a draft acceptable use policy you can edit in Word.
Draft My PolicySpend & Vendor Management
Bills, contracts, renewals, and vendor choices, checked against what you actually use. No upfront fees, from a one-location business to a multi-site program.
Bill analysis and expense managementTelecom, mobility, cloud, and SaaS charges checked line by line.Vendor evaluationA structured comparison you can defend to a board or an auditor.Renewals and contractsWhat to review before you sign for another term.
Estimate your savingsMonthly spend in, the typical savings range out, in dollars.
Estimate My SavingsContract Renewal ReadinessNotice dates, market pricing, and unused spend, before the vendor calls.
Take the AssessmentGrowth & Digital Presence
Positioning, pipeline, and a website that holds up when buyers, insurers, and search engines look before they call.
Growth and go-to-marketPositioning and pipeline work carried by our growth bench.Digital Presence & Technology ReviewA 21-page review of how your business looks from the outside.For MSPs and providersBring us into your client relationships and keep the technical seat.
Grade your front doorThree public signals, graded in seconds, right on this page.
Grade My Front DoorDigital Presence and Technology ReviewThe full 21-page Review, at no charge, in three business days.
Request the Full Review
Where it carries the most weight
Assessments you can take in ten minutes.
For the decisions most organizations put off until a vendor forces them. Check what is true today and see where you stand.
AI Readiness and Governance Assessment
Ownership, shadow AI, policy, data, and security: whether your organization is ready to use AI, not just talk about it.
Business Continuity and Disaster Recovery Readiness Assessment
Recovery targets, tested backups, and a plan people have actually rehearsed: whether an outage would be a bad day or a bad quarter.
Contract Renewal Readiness Assessment
Notice dates, market pricing, unused spend, and exit terms: whether you walk into your next renewal with leverage or without it.
Cyber Insurance Readiness Assessment
The eight areas underwriters ask about on current applications, from MFA and backups to the new questions about AI.
POTS Replacement Readiness Assessment
The seven areas that decide whether the copper retirement is a planned project or an outage: what you have, what it costs, and what depends on it.
What it looks like when it works.
Named where the client agreed to be named. Anonymized where they did not. No invented quotes anywhere.
Named case · Revere, Massachusetts
RevereBeach.com
A site online since 1997, with more than 1,100 pages of history, rebuilt as a local platform: a business directory, an events calendar, a news feed, and site search, none of which existed before.
Front Door Grade from D- to A+. Security headers from none to all six. Accessibility 100.
Read the caseOur own advisory work
We recommended they build it themselves.
A membership organization had a proposal in hand for a commercial platform. Costed over the term, the internal build fit better and left them owning their data.
The recommendation paid the firm nothing.
Read the caseEcosystem outcome · anonymized
The incumbent consultant could not find the savings.
A global payments company's cloud costs kept rising. A two-week assessment by a specialist on our bench found what the incumbent had missed.
20 percent cut in cloud cost, with visibility in place afterward.
Read the case
Read a complete Review, start to finish.
All 21 pages, prepared for an illustrative IT services company so nothing is redacted. Every score and the recommended path forward, exactly as a client receives it.
Open the sampleMore cases, named where the client agreed.
Every case says who did the work, what changed, and how the firm was paid.
See the proofDiagnosis before prescription. Every time.
Three steps, and the economics are on the table before the second one ends.
Diagnose
A thirty-minute conversation, then the Review or the assessment that fits the situation. The problem gets named before any solution gets discussed.
Decide, with the economics in writing
What we found, what we recommend, and who compensates us if you proceed. You see all three before you decide anything.
Deliver, with one accountable party
Specialists from our bench carry out the work. The firm answers for the outcome.
Four legitimate outcomes
Proceed with usStay with your current providerA referral to a better-suited firmWait, with a date to revisit
Three questions, answered plainly.
The ones we hear before almost every first conversation.
Who compensates The Deady Group?
Often the provider the client selects, on a disclosed commission, which usually means no direct fee to the client. For growth, go-to-market and digital presence work the firm delivers itself, the client, on a disclosed fee. In every case the arrangement is stated in writing before work begins.
What does an independent technology advisor do?
Identifies the actual problem, evaluates the options without a product to sell, and orchestrates the specialists who execute. The advisor remains accountable; the specialists carry out the work.
Is the Digital Presence & Technology Review really free?
Yes. It is the same eight-area, 21-page review we conduct for paying clients, offered at no charge because it is the clearest demonstration of how we work. There is no obligation afterward.
Begin with the diagnosis.
The Digital Presence & Technology Review is the fastest way to see how we work, and it costs nothing. If the situation is already clear, start a conversation instead.