We make companies AI-native.

We get your brand, software, IP, and sales/marketing/operations tools and workflows hooked up to the best frontier models — and start building custom agents that automate the work that makes and saves you money.

Book Your Free AI Assessment

30 minutes · Free · You leave with the first automation, sized in dollars

How We Start

Three steps. The first one’s free.

No retainer to meet us, no discovery phase that bills like a build. You’ll know what anything costs before you owe a dollar.

01Free

AI Assessment

Thirty minutes on your stack and workflows. You leave with the first thing we’d automate and what the manual version is costing you — your number, not a benchmark. If we’re not a fit, we’ll say so on the call.

Book the Assessment
02Flat fee

The Roadmap

For businesses that want the whole map: we shadow the work, audit the stack, and write up every automation opportunity — ranked by estimated dollar impact, each priced to build. Yours to keep and act on with anyone: us, your team, or another builder. Build with us and the fee is credited.

03Priced up front

The Build

We build in the tools you already pay for — first automation typically live inside 30 days. Every agent action is logged, reversible, and attributed, and we report results in dollars, not dashboards.

Case Study · Mike’s Beverages & Liquors

We rebuilt a 1959 beverage distributor on AI. Its online store tripled revenue in a month.

Mike’s Beverages & Liquors has supplied the Bay Area since 1959: coffee, kombucha, beer, wine, and spirits, sold over the counter and delivered on a four-van fleet to an extensive network of B2B accounts — bars and restaurants it services down to cleaning the tap lines, and the tech companies, law offices, and other white-collar workplaces it keeps stocked. That network was earned on customer service; the tools behind it hadn’t kept up.

3×
Online store revenue
first month
~1,095
Products migrated & SEO-optimized
9
Automated marketing & ops skills
$37.2k
Legacy invoices backfilled · 42 companies
$6.2M
On target · 2026 company revenue
Joe Riccuci and Tom Loebenstein at a table in a sunlit restaurant, mid-lunch.
Joe and Tom, June 2026
“Tom has been a game-changer for our business. We’re now growing faster than we ever have in 65+ years.”

Joe RiccuciOwner, Mike’s Beverages & Liquors · San Francisco

old.mikesliquors.com
Mike’s Beverages & Liquors’ original storefront: a dense orange template with a long category sidebar and a wall of red and blue notice text.
Beforewhen we started
Storefront speedSlow
Sales channelsOne
SEO / AI searchNone
Inventory & opsBy hand
mikesliquors.com
The rebuilt Mike’s Beverages & Liquors storefront: a full-width Golden Gate Bridge photo headlined “Your beverage partner, delivered,” with Yelp and Google rating badges.
Afterlive May 21, 2026
Storefront speedFast
Sales channels6+
SEO / AI searchRanking
Inventory & opsAI-automated

The team’s AI operator

We gave the whole team AI access. By Slack DM.

Victoria is an in-house AI operator that lives in Mike’s Slack. The warehouse team messages her in plain English to run the store: change stock and prices, add products, send PDF invoices, update orders. No admin logins. No training. Every action is attributed to the person who asked, logged, and reversible.

Victoria-BotSlack · DM
JR
Joe2:41 PM
can you add 5 stumptown nitro to inventory
V
VictoriaAPP2:41 PM
Done — Stumptown Cold Brew Nitro Keg (5G) is now 7 in stock (was 2). Reversible anytime. ✓
RM
Rosa4:02 PM
send the PDF invoice for Odoo’s last order to my inbox
V
VictoriaAPP4:03 PM
Done ✅ — invoice for Odoo’s order #1246 ($2,025.28) emailed to your inbox as a PDF.
Mike’s Beverages & Liquors · Est. 1959 · San Francisco · B2B keg & bar programs
Yelp 4.6★ Google 4.5★ 180+ reviews mikesliquors.com →

Why Deal-Won

Why hire one person over an agency?

Fair question — most AI consultancies are bigger. Here’s what one senior operator gets you that a bench doesn’t.

01

No handoffs

The person on your assessment call is the person who scopes the build, writes the code, and answers when something needs fixing. Nothing gets lost between a salesperson, a strategist, and a dev team — there’s one brain on your business, and it’s accountable for the whole thing.

02

Built by a revenue operator

Seven years closing enterprise deals and leading B2B revenue teams came before any of the automation work. So everything gets built toward one metric — dollars saved or earned — not a demo that impresses in a meeting and dies in a quarter.

03

A fence we don’t cross

Your customer relationships don’t get automated — the typing around them does. Nothing reaches a customer without review unless you’ve decided it should, and every action an agent takes is logged, reversible, and attributed. That’s not a disclaimer; it’s the design.

What We Do

Custom agents, bespoke integrations, workflows & skills.

That’s what we sell. From a first automation to an AI-native operating model, Deal-Won meets you where you are.

AI Assessment & Roadmap

A free 30-minute working session on your funnel, ops, and stack — then, if you want the whole map, a flat-fee written roadmap of every automation opportunity, ranked by estimated dollar impact and priced to build.

Custom Automation Builds

We design, deploy, and maintain AI workflows across HubSpot, Shopify, Slack, Gmail, and 200+ tools your team already uses.

Customer Channel Automation

AI agents and workflows that absorb routine inbound across voice, SMS, email, and chat — so your team stops answering the same questions and starts closing.

AI-Powered CRM & Sales Ops

Lead scoring, enrichment, automated follow-up, and AI meeting prep — so your reps get back to closing.

Prospecting & Data Tools

Custom LinkedIn Sales Navigator-style crawlers, ICP list-builders, and dataset scrapers that turn public signals — hiring, funding, tech installs, news — into ranked outreach lists wired straight to your CRM.

Shopify & Ecommerce Automations

Product content, merchandising, personalization, and post-purchase flows that lift conversion and repeat revenue.

Fractional AI Consulting

Senior operator expertise on a fractional basis — strategy, vendor selection, and hands-on build support.

The Cost of Waiting

You’re already paying for automation. You’re just not getting it.

Manual work doesn’t send an invoice, so nobody budgets for it. Three questions that usually find the money:

“Who re-types information that already exists somewhere else?”

Every re-key is paid for twice — once to create the fact, once to copy it. Count the copies; that’s the meter running.

“What have you turned down because it was too manual?”

An order, a delivery zone, a customer request. That’s revenue declined for process reasons — the cleanest automation math there is.

“Who stopped buying — and did anyone notice?”

If nobody noticed, nobody was watching. Watching is exactly the kind of work an agent never gets bored of.

FAQ

Common Questions

What to expect before you book your free AI assessment.

What does the free AI assessment include?

A 30-minute working session on your stack and workflows. You leave with the first automation we’d build and what the manual version is costing you today. The full written roadmap — every opportunity, ranked and priced — is a separate flat-fee engagement.

How quickly will I see dollar impact?

First automation is typically live inside 30 days. Measurable savings or revenue lift usually show up inside 60 days. We track it in dollars, not vanity metrics.

Do we need a huge tech stack to benefit?

No. Most clients already pay for HubSpot, Shopify, Google Workspace, or Slack — we layer AI into the tools you already own before recommending anything new.

Is this going to replace my team?

No. The goal is to take repetitive, low-judgment work off your team's plate so they focus on closing deals, serving customers, and growing the business.

Why is the roadmap paid if the assessment is free?

Because it’s the work: we shadow your team, audit your stack, and put an estimated dollar figure on every opportunity. Charging for it keeps it honest — it has to be worth keeping even if you never hire us to build. If you do, the fee is credited against the build.

Who actually does the work?

Tom does. There’s no junior bench and no outsourced dev team — the person on your assessment call is the person who designs, builds, and tunes your system.

Tom Loebenstein, founder of Deal-Won

About

Hi, I'm Tom.

Seven years building B2B revenue engines, leading teams, closing enterprise deals at Therma and Glacier Grid, and contributing to $29 million in seed and Series A funding.

What I kept seeing on every team I led: smart people drowning in manual work. Reps pasting data between tools. Ops leaders rebuilding the same report every Monday. Founders answering the same customer question for the tenth time that week.

Deal-Won is now focused on one thing: converting real businesses into AI-native companies — custom agents, integrations, workflows, and skills that plug directly into the tools your team already uses. Fewer hours on busywork, more dollars on your bottom line.

Let's Talk

Ready to Put AI to Work?

Book your free AI assessment. Thirty minutes. You leave with the first thing we’d automate and what the manual version is costing you — whether you work with us or not.

Book Your AI Assessment Send an Email

tomloebenstein@gmail.com