Key Facts About Crypto Tax in Massachusetts
Massachusetts taxes most income at a flat 5%, with a 4% surtax on income over $1M (the 'millionaire's tax'). Boston-area founders and crypto-active professionals often cross that threshold, making accurate per-event crypto tax work high-stakes.
- Massachusetts taxes income at a flat 5%, with a 4% surtax on income over $1M.
- Massachusetts uses rolling IRC conformity.
- The millionaire's-tax surcharge makes per-event crypto tax work high-stakes for large-gain years.
- Cambridge / Boston founder and venture-token activity drives complex vesting and lockup crypto tax work.
- As your crypto tax professional, Count On Sheep delivers CPA-ready 8949 and Schedule D inputs, your CPA files.
Phone: (858) 434-7547
From Boston to every metro in Massachusetts
Massachusetts crypto investors in Boston, Cambridge, Worcester, Springfield and surrounding metros, served remotely from anywhere in the state.
Massachusetts crypto investors in Boston, Cambridge, and Worcester face a flat 5% rate plus a 4% surtax on income over $1M. Cambridge founders, venture-token recipients, and high-volume DeFi participants regularly cross that threshold. We rebuild the on-chain ledger across every wallet, exchange, and protocol and hand off CPA-ready 8949, Schedule D, and Schedule 1 inputs. Count On Sheep is your crypto tax professional in Massachusetts. Your CPA stays your CPA. We deliver the crypto piece, they handle the filing.
Keep your CPA. We do the crypto.
Your CPA handles your business return, your W-2, your K-1s, your real estate. We are the crypto tax professionals who handle the wallet, exchange, and DeFi side, for Massachusetts residents and beyond.
Former Big 4 + CPA leadership
Our team came up inside Big 4 firms and CPA leadership roles, then went deep into crypto. Same audit-grade discipline that ran public-company engagements, applied to your wallet history.
USA-based, hands-on team
A senior crypto tax professional reviews every engagement. No offshore data-entry pipeline, no automated black box. Every edge case, basis split, and DeFi classification is handled by humans here.
We stay in our lane
We don't file your taxes. We don't replace your CPA. We do the part most CPAs and most software can't, the crypto. Then your CPA files, or you file with TurboTax.
How Massachusetts treats crypto for tax
Federal Crypto Tax Treatment (applies in Massachusetts)
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.
What we untangle for Massachusetts crypto investors
Four steps, start to finish
From anywhere in Massachusetts.
Connect
You connect read-only access to your exchanges and share wallet addresses. CSV exports work too.
Reconcile
We pull and reconcile every wallet, exchange, and DeFi interaction into one ledger with cost basis, holding period, and proceeds per lot.
Specialist Review
A senior crypto tax professional reviews edge cases. Manual basis splits, DeFi classifications, bridge events, restaking, NFTs.
CPA-Ready Reports
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.
Clean files, ready for your CPA
When the crypto tax work is done, you receive a tidy package: Form 8949 detail, Schedule D totals, Schedule 1 inputs for staking and airdrops, and the workpapers behind every number. That goes straight to your CPA, or into TurboTax.
Common questions, Massachusetts edition
How does Massachusetts' millionaire's tax interact with crypto gains?
Once your income (including crypto gains) crosses $1M, the 4% surtax applies on the excess. That makes accurate per-event crypto tax work high-stakes, the difference between $999K and $1.1M of reported gains can shift the surcharge meaningfully. We make sure the federal Form 8949 is airtight.
What's the Massachusetts income tax rate on crypto gains?
Massachusetts's top marginal income tax rate is 9%. 5% flat rate on most income; 9% on income over $1M (4% 'millionaire tax' surcharge, effective 2023). Crypto gains are reported as ordinary income or capital gains depending on holding period; Massachusetts generally follows the federal characterization. Count On Sheep produces the federal 8949 and Schedule D inputs your CPA needs to complete the Massachusetts return. We don't file the return ourselves.
Do you file my taxes?
No. That's deliberate. Count On Sheep is a team of crypto tax professionals. Former Big 4 and CPA leadership, now crypto-native blockchain tax experts. We produce CPA-ready 8949, Schedule D, and Schedule 1 inputs. Your CPA files. Or you file with TurboTax. Staying out of preparation keeps the engagement conflict-free and the audit trail clean.
Can my CPA use your reports?
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.
Does this work with TurboTax?
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.
How does a remote engagement work?
Everything is remote. We serve Massachusetts residents from anywhere in the state. You grant read-only API access to your exchanges, share wallet addresses for on-chain history, and we handle the rest. No travel, no in-person meetings required.
What do I need to start?
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 from there.
How is the engagement priced?
First-time crypto tax engagements start at a $999 minimum. Larger or more complex engagements are scoped hourly at $500/hr after the initial call. All fees are quoted in writing before you commit.
About the Count On Sheep team
Count On Sheep is a USA-based team of crypto tax professionals. 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 Massachusetts residents from Boston, Cambridge, Worcester 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.
Ready to get your crypto tax handled and CPA-ready?
Book a free scoping call or call us directly. We serve Massachusetts residents remotely.