Featured In
Before you file yourself or hand anything to a CPA, the crypto activity has to be reconciled. That is how Wisconsin investors avoid duplicate disposals, unsupported basis, overstated gains, and preventable tax. Clean records improve accuracy, preserve legitimate deductions and losses, and let you reconcile each 1099-DA against the complete transaction history.
Reputation is everything! See what our clients are saying about our service and team.
"This team is a life saver. They are professional, communicate very fast and are pleasant to deal with."
Chris ChambersGoogle Review"Matt was professional, thorough, timely and had a great understanding of my situation."
Jo JustusGoogle Review"Reconciled all my previous years and set me up for a clean slate moving forward. Very thorough and transparent."
Jon AbramsGoogle ReviewChoose a free scoping call or a paid consultation with a former Big Four auditor. We will review your Wisconsin crypto tax situation and map the cleanest path to filing-ready records.
Wisconsin crypto investors in Milwaukee, Madison, Green Bay, Kenosha and surrounding metros throughout the state.
Wisconsin crypto investors in Milwaukee, Madison, Green Bay, and Kenosha face a top rate among the higher in the Midwest. Madison tech employees and Milwaukee finance professionals dominate the crypto tax work profile. We rebuild the on-chain ledger and hand off CPA-ready 8949, Schedule D, and Schedule 1 inputs. Count On Sheep is your crypto tax service specialist serving Wisconsin. Your CPA stays your CPA. We handle the crypto work, they file the return.
Applies to every Wisconsin resident, on top of the state layer above.
Reportable on Form 8949, Schedule D, Schedule 1 (or Schedule C for mining as a trade or business). Count On Sheep produces these inputs from your complete on-chain history.
In Wisconsin, accurate crypto tax accounting is important for digital asset holders. For professionals in Madison and Milwaukee, ensuring every transaction is accurately reported is key to managing tax obligations. High-volume trading, complex DeFi interactions, and portfolios combining crypto with other assets like employee stock options demand detailed records. Our service focuses on providing that precision.
For Wisconsin, the record question is long-term lot dates. Count On Sheep documents transaction dates, quantities, basis support, income inputs, and unresolved records. Wisconsin Department of Revenue: Individuals instructions and the taxpayer's CPA control the state treatment and complete return.
Accurate federal crypto accounting supports an accurate state return. Our Digital Asset Reconciliation (DAR) process builds a complete and accurate federal record on Form 8949 and Schedule D, providing a solid foundation for Wisconsin filing.
For active traders, relying on summary totals from an exchange is not sufficient. Accurate tax reporting requires per-lot accounting, where each individual purchase of a cryptocurrency (a 'lot') is tracked separately. When you sell, you identify which specific lot you are selling to determine the correct cost basis and holding period (short-term versus long-term).
Our DAR service tracks lots carefully. We reconstruct your entire trade history on a per-transaction basis, ensuring every sale is matched to a specific purchase. This provides the detail necessary for accurate tax reporting and informs lot selection choices, which you would make with your CPA.
A common reporting issue involves transfers. Moving crypto from an exchange to your personal wallet, or between two exchanges you own, is not a taxable sale. However, some software can misinterpret these movements as disposals. Likewise, data from old or defunct exchanges, which may hold the basis for early investments, is often missing from current reports.
Wisconsin records for old exchange data and repeated transfer imports are separated from unrelated portfolio activity. Count On Sheep preserves the custody trail and form-ready inputs, while the CPA handles state rules, elections, residency facts, and filing decisions.
The distinction between short-term gains (held for one year or less) and long-term gains (held for more than one year) is important for your federal return. Accurate holding periods depend on accurate acquisition dates. When transaction history is fragmented across multiple platforms, tracking these dates can be difficult.
By reconstructing your complete history chronologically, our process ensures the acquisition date for every asset is correctly identified. This allows us to precisely calculate the holding period for every sale, providing your CPA with accurate short-term and long-term gain/loss figures needed for your federal Schedule D.
Here is a simplified, illustrative scenario. A Madison employee bought 1 ETH on Exchange A three years ago and 1 ETH on Exchange B last month. She moves both to her hardware wallet, then sends 1.5 ETH to Exchange C to sell. An automated system might provide an incomplete cost basis. Our Digital Asset Reconciliation, however, tracks both original purchases. It allows her, in consultation with her CPA, to specify which lots were sold, for instance, the 1 ETH from three years ago and 0.5 ETH from last month.
This method, based on a complete and unified ledger, provides factual data for accurate reporting. The final decision on lot selection methodology (e.g., FIFO, HIFO) is made by the taxpayer and their CPA, using the transaction data we provide. The CPA makes the final tax determination.
Count On Sheep is not a CPA firm. We specialize in Digital Asset Reconciliation. We provide a package that includes CPA-ready inputs for federal Form 8949 and Schedule D, as well as any necessary income reporting on Schedule 1. The package is accompanied by detailed workpapers showing our methodology. This assists your CPA in integrating your crypto activity into your tax returns.
Our services are available through secure and convenient video conference meetings.
The Wisconsin Department of Revenue provides the official tax forms and instructions for state filing. Their guidance, combined with federal IRS regulations, helps define the tax reporting framework. Your CPA is the professional responsible for applying this framework. Our role is to supply the verified, accurate, and complete transaction data. By focusing on perfecting this data set, we enable your CPA to prepare an accurate tax return.
This clear division of responsibility ensures that data-heavy aspects of your return preparation are handled by a specialist.
Wisconsin's 2025 Schedule WD instructions allow individuals to exclude 30% of net capital gain from assets held more than one year. In a simplified example, $100,000 of supported net long-term crypto gain would produce a $30,000 exclusion, leaving $70,000 in the Wisconsin calculation before other gains, losses, adjustments, and return-level items. This is not a 30% tax rate reduction, and it does not apply to short-term lots. The lot dates and the netting path must be right first.
Count On Sheep rebuilds those lot dates through Digital Asset Reconciliation and separates long-term, short-term, and unsupported transactions. We provide CPA-ready Form 8949 and Schedule D inputs that can be traced to exchanges, wallets, and source records. The CPA transfers the appropriate amounts through Schedule WD, evaluates the exclusion, and completes Form 1 or Form 1NPR. Count On Sheep does not claim the exclusion for the taxpayer, advise on its use, or complete the Wisconsin or federal return.
Wisconsin generally begins Schedule WD with amounts reported on federal Schedule D, then applies state-specific adjustments. A sound workpaper should therefore reconcile three levels: individual Form 8949 rows, federal Schedule D subtotals, and the figures presented for Wisconsin review. If a long-term sale was accidentally placed in the short-term category, the error can affect both the federal holding-period presentation and the Wisconsin exclusion computation. Summary screenshots are not enough to audit that bridge.
The reconciliation package from Count On Sheep preserves the row-level trail and explains supported adjustments without completing Schedule WD. It also keeps income events separate from capital transactions so a reward receipt does not enter the capital gain exclusion calculation as though it were a sale. The taxpayer's CPA owns the Wisconsin netting, carryover, and filing decisions. Our scope is the digital asset ledger and CPA-ready Form 8949, Schedule D, and Schedule 1 inputs, with unresolved records disclosed rather than silently estimated.
Wisconsin Schedule WD provides a different exclusion percentage for qualifying farm assets, but receiving crypto in an agricultural operation does not automatically turn the tokens into farm assets. A dairy, farm, or equipment business paid in digital assets should preserve the sales invoice, delivery record, payer identity, receipt timestamp, and wallet ownership. Later sales of the tokens need their own lot history. The CPA decides how the business receipt and the held asset fit Wisconsin's definitions and forms.
Count On Sheep traces the payment from receipt through custody and eventual disposal, while keeping operating records separate from investment transactions. We do not apply the farm-asset exclusion or decide whether tokens are inventory, capital assets, or another category. The CPA receives documented transaction inputs and open questions, including CPA-ready Form 8949, Schedule D, and Schedule 1 data where applicable. That boundary prevents an industry label from replacing the asset-level evidence required for the return.
Exchanges lose data, wallets get abandoned, chain history fragments. Reconstructing accurate cost basis across years of trading is the largest source of error on a crypto return.
Liquidity pool entries, yield farming, cross-chain bridges, wrapped tokens, restaking. Each creates taxable moments most consumer software misses or misclassifies.
Many crypto investors discover years of unreported trades after receiving an IRS letter. Back-year reconstruction and voluntary disclosure planning is part of what we deliver.
Madison tech-employee equity-plus-crypto stacks needing combined basis crypto tax work
Milwaukee finance professionals with high-volume trading crypto tax work needs
Reviewed September 2026. These first-party resources support the general federal and state information on this page. Your CPA applies the current instructions to your return; Count On Sheep supplies the reconciled crypto records and form-ready inputs.
Follow the Wisconsin service path into the national forms, basis, DeFi, and reconciliation guidance behind the local engagement.
See how Count On Sheep turns exchange, wallet, DeFi, NFT, and income activity into one CPA-ready reconciliation package.
Understand broker-reported proceeds, transferred assets, missing basis, and the records needed to reconcile the form.
Follow the evidence path from prior exchanges and self-custody wallets to supported Form 8949 basis.
Learn what to preserve for liquidity pools, staking, lending, bridges, NFTs, and related income or disposal events.
Review the Form 8949, Schedule D, income, cost-basis, and supporting workpapers delivered after reconciliation.
From anywhere in Wisconsin.
You connect read-only access to your exchanges and share wallet addresses. CSV exports work too.
We pull and reconcile every wallet, exchange, and DeFi interaction into one ledger with cost basis, holding period, and proceeds per lot.
A senior crypto tax service specialist reviews edge cases. Manual basis splits, DeFi classifications, bridge events, restaking, NFTs.
You get CPA-ready Form 8949, Schedule D, Schedule 1 inputs (and Schedule C for mining), plus full workpapers. Hand to your CPA, or load into TurboTax.
For Wisconsin, Count On Sheep performs Digital Asset Reconciliation. We rebuild exchange, wallet, broker, and DeFi activity into CPA-ready Form 8949, Schedule D, and Schedule 1 inputs. The Wisconsin CPA or the taxpayer's self-filing workflow handles the return itself.
No. Count On Sheep is not a CPA firm and does not prepare or file the Wisconsin return. We deliver the reconciled crypto schedules and supporting workpapers. The Wisconsin return preparer combines those records with wages, businesses, deductions, elections, residence facts, and every other part of the filing.
Long-term lot dates can change which source records a Wisconsin CPA needs. Count On Sheep traces the relevant Wisconsin transactions, preserves dates and ownership, and documents unsupported items rather than assigning a state tax conclusion without evidence.
A Wisconsin review of old exchange data and repeated transfer imports can require exchange exports, public wallet addresses, transaction identifiers, prior Form 8949 files, broker statements, and documents that explain ownership or purpose. Count On Sheep organizes the Wisconsin crypto evidence and flags anything the CPA must resolve.
The Wisconsin broker proceeds still need to be reconciled to the full ownership history. Count On Sheep traces assets through prior exchanges and self-custody, supports available basis and acquisition dates, and prepares a Wisconsin workpaper that connects the broker form to Form 8949 inputs.
The Wisconsin package contains transaction-level disposition detail, Schedule D summaries, digital-asset income inputs, transfer matching, closing lots, broker-form reconciliation, and documented exceptions. Each material Wisconsin number is tied to a source record or a clearly stated assumption.
Wisconsin meetings are held by video conference, which keeps scheduling fast for both sides. Documents move through a secure portal and are reviewed together on screen, so the full engagement happens without a trip to an office.
Yes. That is exactly the point. Our deliverable drops directly into the workflow your CPA already uses. Schedule D totals, 8949 detail, Schedule 1 inputs for staking and airdrops, and reconciliation workpapers behind every number.
Yes. If you self-file, the Count On Sheep deliverable plugs into TurboTax. You enter the 8949 totals (or import where supported), and our workpapers back up every line if you ever need to defend it.
Exchange account access or CSV exports, wallet addresses for every chain you have transacted on, any prior-year tax returns that touched crypto, and a brief on your DeFi activity. We scope Wisconsin engagements from there.
Book a meeting to walk us through your account. We will review the scope and provide a written quote before any work begins.
Count On Sheep is a USA-based team of crypto tax service specialists. Former Big 4 accountants and CPA leadership, now crypto-native blockchain tax experts. We do hands-on crypto tax work for high-volume investors, funds, founders, and active traders, including Wisconsin residents from Milwaukee, Madison, Green Bay and beyond.
We don't file taxes. We don't replace your CPA. Most CPAs don't do crypto, that's the gap we fill. We bridge DeFi and TradFi to produce the 8949, Schedule D, and Schedule 1 inputs your CPA can drop into your return.
