OVER/UNDER+
Go-to-Market Strategy · Investor Deck

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The Investor Playbook · Go-to-Market Strategy

From MVP to the Finals.

An adoption-first go-to-market for the O/U+ Virtual Sports Betting Avatar — MVP in 2 months, full launch by month 3, engineered to peak across the season, from NFL kickoff to the NCAA finals.

MVP · Month 2 → Launch · Month 3 Prepared for Investors Confidential

Three market breaks — at once.

The window for a first-party acquisition layer is open right now — three shifts are hitting the sportsbook funnel at the same moment.

Tax economics
A wave of state tax hikes and new per-wager fees is compressing operator margins. Cheap, owned acquisition has never been worth more to the books.
Channel erosion
CAC is climbing across paid and affiliate, sign-up-to-deposit conversion is weakening, and ad-platform gambling policy keeps tightening.
Prediction markets
CFTC-regulated event contracts — Kalshi, Polymarket, Robinhood — are exploding, reshaping the funnel and opening a 50-state front door.
The O/U+ opening

O/U+ is built for exactly this moment — win the fan at the moment of intent and own the relationship the sportsbook never gets.

Two ten-figure waves — colliding right now.

Betting & Prediction Markets
$167B
US sports-betting handle in 2025, up 11% YoY — annual revenue climbs from $17.9B (2024) to $33B by 2030, growing ~11% per year.
  • Prediction markets are exploding. $20B+ monthly volume — up ~1,500% in a single year.
  • A new regulated layer. 840K+ monthly traders behind a federally-regulated, 50-state front door.
Artificial Intelligence
$4.2T
Global AI market by 2035 — from $758B in 2025 at ~19% CAGR.
  • The fastest tech shift in history. Agents now do the work humans used to.
  • $19.9T economic impact. AI's projected contribution to the global economy through 2030 (IDC).
The collision point

One company sits exactly where the money and the machines meet. O/U+ puts an AI sports betting avatar on a $167B funnel — and owns the fan the sportsbook never will.

Meet the VBA — and what you're investing in.

  • 24/7 AI assistant. Guides registration, first deposit, and first bet in real time, right inside a chat.
  • Firestarters + closers. In-venue Betting Ambassadors spark the moment; VBAs convert and retain at scale.
  • Captures the record. Name, email, mobile, and consent — the first-party asset O/U+ owns forever.
  • Built to evolve. V1 of the chat / voice / avatar VBA — it deepens over the first 5 months.
Proof, not a hypothesis
Ran the O/U+ model profitably for 3 years at various Chicago sports bars.
Founder Ed Berry ran the O/U+ model profitably for three years across various Chicago sports bars before it was ever a slide. The VBA productizes a playbook with real-world product-market fit — the AI just makes it infinitely scalable.
You're investing in O/U+
O/U+ owns the asset — the VBA, the CRM, and every opted-in profile. Execution is handled — automated acquisition engine + an MSP-run data line at near-zero incremental cost. One P&L, one cap table — an O/U+ raise onto an O/U+ balance sheet; no ambiguity about what you're funding or who owns the upside.
The advantage

CRM / media / development partners and vendors execute; O/U+ owns the audience, the data, and the enterprise value.

Operators who've done this before.

Founder
Ed Berry — Ran the model at O/U+
Ran the O/U+ model profitably for three years. Product-market fit isn't a projection here — it's a track record.
Operations
Leader of Operations — TBH
An open senior seat owning day-to-day execution across venues, partners, and the member funnel — recruited against the launch and funded in the raise.
Execution
The operating engine
An automated GTM + lookalike acquisition stack, with a managed service provider running the data line — senior operating horsepower without senior-hire burn.
Supporting cast: Frank Filippi (leader of tech development, PsyCray) · Jordan McCrary (leader of AI development) · Barry Burdiak (leader of creative development) · Mark Allen (CRM / ROI / ROAS) · Dave Kirk (retail partnership development) · Erin Petty (AI compliance) · Matt Perrault (sports-betting "muse").
Why it matters

A proven founder, dedicated tech and AI development leadership, and an automation stack — the ramp is run by people who have already built it once.

Win at the moment of intent, then own the relationship.

O/U+ turns high-intent sports fans into lifelong bettors with an AI agent — then owns and compounds the relationship the book never gets.

Intent
Win the moment — the bar, the stadium, the feed.
Capture
Gamified sweeps onboarding takes the record.
Own
First-party CRM the sportsbook never gets.
Compound
Scale via lookalikes — every bettor is a seed.
Adoption-first: build the base, then monetize
North Star: opted-in VBA profiles — onboards, not funded sign-ups, measured on cost-per-onboard. MVP · Months 1–2: heavy-digital acquisition into a free-to-play front door; zero betting revenue by design. Launch · Month 3: activation flips on against a warm, pre-built base — profit ramps into the playoff peak and the Super Bowl.
Why adoption-first wins
Monetizable on day one — every opted-in profile earns on the data line (via the MSP) before a single bet. Fuel for lookalikes — early profiles drive paid-acquisition cost down cohort after cohort. Stocks the CRM — a warm base, not cold traffic. Compounds value — the asset appreciates while it scales.
Investor advantage

Capital-efficient — revenue from day one, so the raise funds an owned asset, not just runway. De-risked ramp — betting activates against a warm, proven base. Compounding asset — investors price a rising asset, not a monthly P&L.

The front door — and the engine behind it.

Free-to-play · Sweeps
Free VBA with Sweeps play
No deposit to start — free picks and prize sweeps through the VBA are the entire action.
Beat the VBAReferral loopVenue & city leaderboards
Converts cold traffic
Far better than "sign up for a sportsbook."
Captures the record
Name, email, mobile, and consent.
Builds trust first
The VBA earns the relationship before the betting ask.
Automated GTM Tool
Lists, campaigns, creative, and real-time budget optimization — the full motion on autopilot.
Lookalike Platform
AI-reactive segmentation models your onboards into new, high-performing audiences.
The Scale Flywheel
Each cohort seeds the next — cost-per-onboard falls while volume compounds.

MVP in 2 months, launch over 6 — sequenced to the calendar.*

Build · Now → Wk 8
Stand up the machine
Ship the VBA + free-to-play front door across the 12 Chicago venues and the Fire; light paid to benchmark cost-per-onboard.
MVP · Month 2 · NFL Kickoff
Live & validated
Free-to-play VBA proven in Chicago; real cost-per-onboard and free-to-funded conversion in hand — the model is de-risked.
Launch · Month 3 · Activation On
Revenue turns on
Betting activation flips on against the warm base; multi-market rollout (Ohio → North Carolina); first betting revenue booked.
Peak · Super Bowl → NCAA Finals
Scale & raise-ready
The 8-month launch runs through the Super Bowl and March Madness to the NCAA finals; the base, the data, and the metrics are Series-A-ready.
SEP
Month 1 · MVP
NFL Kickoff · college football · MLS — MVP live in Chicago, the year's biggest intent window.
OCT
Month 2 · MVP
NBA + NHL tip-off · MLB postseason — MVP validated; cost-per-onboard proven.
NOV
Month 3 · Launch
NFL peak · CFB rivalry weeks · MLS Cup — activation on; Ohio online.
DEC
Month 4
College Football Playoff · bowls · NBA — scale; North Carolina live.
JAN
Month 5
NFL Playoffs · CFP National Championship — playoff frenzy; profit ramps.
FEB
Month 6
Super Bowl LXI (Feb 14) · NBA All-Star — peak betting weekend.
MAR
Month 7
March Madness tips off · MLB spring — bracket frenzy; max activation.
APR
Month 8
NCAA Finals · MLB Opening Day · The Masters — plan peak; raise-ready.
* Sports-calendar sequencing shown here is illustrative and subject to actual MVP and launch timing — the season anchors move with the build.
Off-season training · May–Aug '27

Keep the engine warm — no dark months. UFC summer cards · Kentucky Derby · PGA Championship · NBA/NHL Playoffs · U.S. Open golf · MLB all summer · MLS in its prime. Retention plays and model training run straight through.

Digital first — then the bars and the events.

Phase 1 is a heavy digital push. Paid, social and creators carry acquisition out of the gate — fast to stand up, fast to read, and measurable against cost-per-onboard from day one. Phase 2 leverages the physical footprint once the digital engine is proven: the Chicago venues, the Fire, and live events convert at the moment of intent.

Phase 1 · Paid + social
Heavy digital push
YouTube-led paid + social is the primary acquisition motion at launch — benchmarked to cost-per-onboard from day one and scaled against what actually converts.
Phase 1 · Creator
Creator network
Anchored by Matt Perrault — scaled top-of-funnel reach routing fans straight to the VBA, running alongside the paid push.
Phase 2 · In-venue
6–12
Chicago venues
Once digital is proven, BA firestarters spark the moment on game day and the VBA converts & captures on the spot.
Phase 2 · Live events
725K
Chicago Fire
In-person prospects a year across Soldier Field + Fire Pitch — captive, high-intent reach layered on after launch.
Digital pushCreatorsChicago FireIn-venue BAs
Phase 1 · broad reach, top of funnelPhase 2 · high intent, bottom of funnel
Why this order

Digital and creators scale immediately and tell us what an onboard actually costs. The venues and events are the multiplier we turn on second — highest-intent conversion layered onto a base the digital push already built — and Phase 2 then stacks restaurant chains, tailgates & pro/college teams.

Handle × bar density — where we go first.

State2025 HandleSports BarsFit
Illinois — home$15.5B452★★★
Ohio$10.3B813★★★
North Carolina$7.3B585★★★
Arizona$9.1B504★★★
Virginia$7.7B428★★☆
New Jersey$12.2B185★☆☆ digital-only
The insight
Handle alone is the wrong sort order
For a venue play, the sweet spot is high handle and high bar density — Ohio, North Carolina, Arizona, Virginia. New Jersey carries a big handle but thin density, so it runs digital-only.
Licensing is not a gate
Our WagerWire affiliate license runs across the US, so the map is sequenced purely by handle × bar density — not paperwork. Wave 1: Illinois → Ohio → North Carolina, keyed to venue density; every other state is already open.

Month by month — activating the base.

◆ Launch Activation Ramp · Months 3–86,000 FUNDED · $192K PROFIT
$12.8K
SEPT–NOV · 400
$19.2K
DEC · 600
$25.6K
JAN · 800
$35.2K
FEB · 1,100
$48.0K
MAR · 1,500
$51.2K
APR · 1,600
60-day contest
Free VBA sweeps
20,000
OPTIN users
6,000
funded · ~30%
The drive

The free contest fills a 20,000-profile base, then activation ramps every month — through the Super Bowl and March Madness to the NCAA finals — to 6,000 funded bettors and $192K in betting profit.

The 8-month plan — MVP → Launch.

$107
Revenue / sign-up
$75
Cost / sign-up
$32
Profit / sign-up
30%
Net margin
43%
ROI
PhaseRegistrationsActivationsRevenue− Cost= ProfitNet margin
Months 1–2 · MVP · free adoptionbuilding base0$0$0$0—
Months 3–8 · Launch · activate & monetize20,0006,000$642,000$450,000$192,00030%
Months 9–18 · flywheel compounding (~6%/mo)73,50022,000$2,354,000$1,650,000$704,00030%
Year 3 · months 19–36 · national scale + platform layer966,500290,000$31,030,000$21,750,000$9,280,00030%
3-year total1,060,000318,000$34,026,000$23,850,000$10,176,00030%
The recap — free adoption first, then monetize

$642K → $3.0M → $34M revenue: the flywheel compounds to $3M by Month 18; national scale + the platform layer take Year 3 to $34M — ~$10.2M profit across the arc, margin holding 30% throughout. Every registration clears the same proven unit economics ($107 / $75 / $32), and the validated cost-per-onboard plus a warm, pre-built base de-risk the next raise — Series-A-ready.

Licensed rails — here and in 60 countries.

The partner
The marketplace for sports bets — and a licensed affiliate across books and prediction markets
WagerWire lets fans buy, sell, and cash out live bets. It holds sportsbook affiliate licenses across all 35 legal US betting states with BetMGM, Caesars, BetRivers, DraftKings, FanDuel, Fanatics and more — plus affiliate deals with the emerging prediction-market operators. One partner, both sides of the market.
  • Licensing is solved — nationwide. O/U+ runs affiliate through WagerWire's licenses in all 35 legal betting states, so no state-by-state gating slows the rollout.
  • Both sides, day one. WagerWire's affiliate roster spans the major sportsbooks and the new prediction-market venues — every funded activation has somewhere to land.
  • Now going global. WagerWire has announced its own prediction market — Wire Markets, based in Gibraltar — opening an international lane for O/U+ on top of everything else.
  • Confido extends the map to 60 countries. Our partnership with Confido brings access across 60 countries — international reach for the same VBA, the same funnel, and the same first-party record.
The pioneer
Kalshi
The CFTC-regulated US exchange that made event contracts mainstream — now the category leader by volume.
The scale player
Polymarket
The crypto-native giant that proved global demand at scale across elections, sports and culture.
O/U+ partner
Wire Markets
WagerWire's own prediction market, based in Gibraltar — our licensed lane into event contracts, at home and abroad.
Why it matters

Prediction markets have hit $8.6B in a single month (April 2026) — a second monetizable surface for the O/U+ audience, ridden from day one. Between WagerWire's US licenses, Wire Markets in Gibraltar and Confido's reach across 60 countries, the map is domestic and international from the start.

O/U+ — the bettor's operating system.

The unlock: US betting is a $167B market growing double digits a year — with great bettor apps and great sportsbook CRMs, but nothing bridging them. O/U+'s owned first-party data becomes that system of record, compounding across seven growth areas: Prediction · Payments · Exchange · Creators · Data & AI · Compliance · Distribution.

Today they ask
"Where did I place that bet?"
With O/U+ they ask
"How am I performing across everything?"
VIP Bettor
"I have accounts at 12 books."

Net bankroll · open bets · closing line value · profit by sport · tax reports · limits · host contacts
VIP Host
"I manage 400 whales."

Activity alerts · dormant players · lifetime value · deposit trends · follow-up reminders · offer tracking
Affiliate
"I've referred 5,000 users."

Referral attribution · revenue · player activity · book preferences · campaign ROI
Sportsbook Operator
"I need to keep my VIPs."

VIP segmentation · churn prediction · cross-sell opportunities · promotion effectiveness
Bettors
VIP Hosts
Affiliates
Sportsbooks
O/U+
The CRM Hub
Why it matters

Good bettor apps and good sportsbook CRMs exist, but almost nothing bridges them — a permission-based network where bettors, hosts, and affiliates all win at once. Not another bet tracker: the operating system for high-value sports bettors, built on the first-party data O/U+ already owns.

One Member dashboard. Every account.

The Dashboard — every account, one login(illustrative)
+$2,184
Today's profit
$14,850
Open exposure
$127,300
Bankroll
+4.8%
Expected value
+2.1%
Closing line value
18.4%
Monthly ROI
12
Books connected
41
Open bets
3
Pending withdrawals
Sportsbooks
FanDuelDraftKingsBetMGMCaesarsCircaFanaticsbet365Hard RockBally
Prediction · DFS
KalshiPolymarketPrizePicksUnderdogSleeper
Casino · Crypto
Online casinoStakeBetOnlineBovada
The CRM — every bettor a customer record(illustrative)
Benny Betsalot Diamond VIP
Lifetime handle$6.8M
Lifetime GGR$182K
Favorite sportNFL · Buccaneers
Preferred betPlayer props · $750 avg
Largest bet$20,000
Favorite bookFanDuel · Host: Mike
Risk ratingLow
Retention score92%
The moat

One-click, user-authorized connections — solving compliant data access across books is the hard part, and the differentiator no sportsbook builds for itself. The record is bettor-owned, shared with trusted hosts and affiliates — a network effect no single book can assemble.

VIP Hosts
See & retain whales
Activity, dormancy, and lifetime value on every player. Seat-based SaaS
Affiliates
Prove lifetime value
Attribution and player activity, cohort by cohort. CRM subscription
Sportsbooks
Segment & win back VIPs
Churn signals and offer targeting, on demand. Enterprise licensing

Ask, don't chart — then have it handled.

The AI layer — instant answers
  • "How have I done betting NFL totals this season?"
  • "Which sportsbook gives me the best NBA prices?"
  • "Which host should I call today?"
  • "Who hasn't deposited in 30 days?"
  • "Who's most likely to churn?"
The concierge layer — white glove
  • "Book me into Circa for March Madness."
  • "I need a host at Caesars."
  • "Find me a VIP event this weekend."
  • "Move $10,000 from Caesars to FanDuel."
  • "Get me a room for NFL opening weekend."
The edge

The AI answers instantly across every connected account; the concierge turns answers into action — a white-glove assistant for serious bettors.

A multi-year scale with a multi-use platform.*

CustomerRevenue model
BettorsFree + premium subscription
VIP bettorsConcierge ~$99–$499 / mo
AffiliatesCRM subscription
VIP hostsSeat-based SaaS
SportsbooksEnterprise licensing
Data partnersAPI licensing
Tax / financial prosReporting tools
Phase 1 · Year-one roadmap
Secure book connections · unified bet history · bankroll dashboard · performance analytics · AI chat.
Phase 2 *
VIP CRM · concierge workflows · referral attribution · host tools · team collaboration.
Phase 3 *
Predictive AI · churn & LTV modeling · personalized offers · enterprise integrations · API platform.
* Future inclusion. The multi-use platform layer — the additional customer types and revenue lines above, and the Phase 2 / Phase 3 roadmap — sits beyond the current raise and the MVP scope. It frames where the asset goes, not what is being funded today.
Why it matters

Substantial enough to stand alone — the O/U+ audience is the wedge. Long term, a wealth OS for high-frequency gaming & entertainment spend. Owning an OPTIN first-party audience is a monetization layer that compounds revenue with $0 expense.

Stablecoin rails — faster money, provable books.

This is not a crypto play. It's a programmable settlement layer underneath the model we already run: B2B commissions settle in stablecoins, affiliate splits execute as code, and the fan's wallet becomes a permanent identity. No customer ever has to touch cryptocurrency.

The fan
Places the bet through the VBA
Book or market
Sportsbook · prediction market
Smart contract
Splits the commission on the spot
O/U+ treasury
USDC settled in minutes
Settlement
Stablecoin payouts
Commissions in USDC, PYUSD, RLUSD — or traditional ACH. Weeks of float become minutes.
Automation
Smart-contract splits
Book, O/U+, and partner shares execute the moment a player funds. No invoicing, no disputes.
Identity
The wallet as fan ID
A portable identity that spans books and prediction markets, beside email, mobile, and consent.
Transparency
Auditable by default
B2B payouts, CAC, LTV and treasury balances verifiable on a shared ledger — diligence-grade reporting.
Potential partner · MoneyGram

We are exploring a partnership with MoneyGram — global cash-in / cash-out rails paired with stablecoin settlement, so payouts and deposits reach members in markets traditional banking serves slowly or not at all. Exploratory, not contracted.

Phased, gated, invisible to the customer

Phase 1 · Now → Launch: rails, quietly — optional stablecoin settlement on affiliate commissions. Phase 2: wallet identity & smart-contract automation. Phase 3: tokenized loyalty passes (Bronze · Silver · Gold · Founders) + AI agent wallets — autonomous operations, never autonomous custody. Phase 4: native integration where legally appropriate. Every phase gated by gaming and securities counsel; these are future Phase-3 concepts, outside this raise. The investor read: same business, better plumbing.

The raise — staged to the season.

MVP · Sep–Oct '26
$500K
VBA + free-to-play front door, live · 60-day Chicago adoption contest · validate cost-per-onboard & conversion.
Unlocks: a warm ~20K OPTIN base — de-risked economics.
Launch · Nov '26–Apr '27
$1.5M
Betting activation on (Month 3) · multi-state IL → OH → NC · Super Bowl → NCAA finals run.
Unlocks: $192K profit, 6K activations — Series-A-ready.
Offseason · Apr–Aug '27
$1M
Retain across UFC, golf, baseball, MLS · widen venue & state footprint · sharpen the lookalike flywheel.
Unlocks: ~$900K cumulative profit by Month 18.
Full Season · '28 & '29
$2M
Full national/international footprint · launch the CRM-ecosystem platform · multi-season compounding revenue.
Unlocks: a category-leading platform business.
$500K
$2.0M
$3.0M
$5.0M
PROFIT $0
PROFIT $192K
PROFIT $900K
PROFIT $10.2M
~$5M across the arc · ~$10.2M projected 3-year profit.
Staged to milestones: each tranche is de-risked by the one before it — every raise priced on proof, not promise.

Let's build the Better Bettor platform.

Run the Chicago pilot
Validate real cost-per-onboard and free-to-funded conversion on a small spend.
Stand up the acquisition engine
Deploy the automated GTM tool + lookalike platform on the first cohort.
Lock the legal front door
Gaming counsel on the free-to-play structure; start Wave-2 licensing.
Confirm the plan inputs
Onboard targets, budget, and the Month-3 activation timing.
The close

"AI and the betting economy are colliding into a once-in-a-decade opening — and with the model already proven, the first-party audience owned, and licensing solved, backing O/U+ has never been a safer bet."

Contact  Ed Berry · ed@overunderchicago.com