TL;DR

• Pick MyCase if you are a solo or small general-practice firm that wants a low entry price ($49/seat monthly) and the flexibility to add features tier by tier.
• Pick Smokeball if you run a small-to-mid firm in family, immigration, or estate law and want practice-area templates, document automation, and built-in AI at a flat $149/seat.
• The core tradeoff: MyCase is cheaper at the floor and scales up; Smokeball is a single premium price point with deeper practice-specific tooling.

Side by side

Dimension	MyCase	Smokeball
Founded	2010	2010
HQ	San Diego, CA	Chicago, IL
Target firm sizes	Solo, small	Small, mid
Practice areas	General	Family, immigration, estate
Starting price (monthly/seat)	$49	$149
Gated pricing	No	No
Integrations listed	0	0

Pricing

Lowest tier. MyCase Basic starts at $49/seat monthly (or $39/seat billed annually) and includes case management, client portal, time and expense tracking, billing with online payments, calendaring, and unlimited document storage. Smokeball’s lowest tier, Bill, comes in at $149/seat monthly but is narrower in scope, invoicing, time and expense tracking, online payments, trust accounting, and accounting integrations. At the floor, MyCase is roughly one-third the price but Smokeball’s Bill tier concentrates on billing and trust workflows.

Middle tier. MyCase Pro is $99/seat monthly ($89 annual) and adds 8am IQ legal AI, custom fields, unlimited two-way texting, client intake, unlimited eSignature, and Google/Outlook integrations. Smokeball’s middle tiers, Boost and Grow, remain $149/seat and add browser-based access, matter and task management, Microsoft 365 Word and Outlook integration, client portal, eSignature, eFiling, and (on Grow) practice area templates, calculators, and advanced document automation. MyCase Pro is noticeably cheaper; Smokeball Grow brings deeper practice-specific workflow automation.

Highest tier. MyCase Advanced is $119/seat monthly ($109 annual) and adds MyCase Drive, full-text search, 8am IQ case assistant, advanced document automation, split billing, and open API access. Smokeball Prosper+ is $149/seat and adds firm insights reporting, lead management, inquiry intake, advanced matter intake, custom workflows, workflow templates, staff activity reporting, profitability reporting, Intake AI, and Autotime. Both top tiers include automation and AI; Smokeball emphasizes reporting and intake, MyCase emphasizes document search and open API.

Neither vendor gates pricing, both publish full tier pricing on their site.

When to pick MyCase

MyCase fits firms that want a conventional good/better/best pricing ladder with a low entry point. Specifically:

• Solo and small general-practice firms where $49/seat keeps overhead low at the floor.
• Firms that want annual billing discounts, MyCase publishes lower annual-per-seat rates ($39/$89/$109) at every tier, whereas Smokeball lists only monthly pricing.
• Firms that want open API access, available on MyCase Advanced at $119/seat.
• Firms wanting to start minimal and upgrade, MyCase’s three tiers span $49 to $119, giving clear upgrade room.

When to pick Smokeball

Smokeball fits firms whose practice area and size align with its templated workflows. Specifically:

• Family, immigration, and estate practices, Smokeball explicitly targets these practice areas with practice area templates, calculators, and automated forms on the Grow tier.
• Small-to-mid firms that have outgrown solo tools and want built-in intake, lead management, and profitability reporting (Prosper+).
• Firms committed to Microsoft 365, Word and Outlook integration is a stated feature on Boost and Grow.
• Firms that prefer a single flat seat price, every Smokeball tier is $149, so adding features never changes the per-seat cost.

Integrations and ecosystem

Neither JSON enumerates specific integration partners, so a full count is not available here. From tier feature lists: MyCase Pro references Google, Outlook, “and more,” and MyCase Advanced exposes an Open API for custom integrations. Smokeball references Microsoft 365 Word, Microsoft 365 Outlook, Microsoft 365 Calendar, accounting integrations (tier Bill), and eFiling. At a high level, MyCase leans toward Google and Outlook plus API extensibility; Smokeball leans into the Microsoft 365 stack with eFiling built in.

Historical pricing context

MyCase’s pricing history is sparse in the data: a January 2022 snapshot showed a single “MyCase” tier at $49/seat, and by March 2022 a “Basic” tier appeared at $39/seat. The current Basic tier is back at $49/seat monthly ($39 annual), so over roughly four years the headline monthly price returned to its 2022 level while the tiered structure expanded to three tiers.

Smokeball has a much denser history. Its Bill tier was listed at $29/seat across every snapshot from May 2022 through May 2023, it is now $149/seat, a material repricing. Boost moved from $169 (mid-2022) down to $69 in January 2023 alongside new Grow ($99) and Prosper+ ($169) tiers, then consolidated back to $149 by March-May 2023, which matches the current flat $149 structure. The net trajectory: Smokeball moved from a low-entry-plus-premium model to a single $149 flat rate across all four tiers, while MyCase retained a tiered ladder.

Citations

Pricing sourced from vendor pricing pages on 2026-04-24. Historical data from Wayback Machine.