The best decision-making software for leadership teams at 20 to 100-person companies
Greg Dell'EraFormer Bain & Company consultant, then 15+ years running companies, as a founder, an executive and a president.Published 28 September 2026.
Most leadership teams at 20 to 100 people make their calls in a meeting: the big ones with a slide deck nobody opens again, the everyday ones with nothing written down at all. Software sold for decision-making does quite different jobs. Some of it runs the weekly meeting, some collects votes, some routes approvals, and a little of it brings a method: the question framed, the options weighed, and a record you can hold the call to a year later.
This list is written for one reader: the CEO of a company that size who wants every decision made with rigor, the quick calls as well as the big bets, with the team's honest read before the commitment and a look back at whether the call was right. Seven options made it. The five questions behind the ranking, and our sources, follow the list.
Leadership teams that want a rigorous method on every decision, from quick calls to big bets
$59 per decision-maker a month billed annually, or $79 monthly. 50 decisions each a month, from quick calls to big bets, pooled. Reading and giving input are free.
Price: $59 per decision-maker a month billed annually, or $79 monthly. 50 decisions each a month, from quick calls to big bets, pooled. Reading and giving input are free.
Strengths
A strategy consultant's method on every decision: the question framed, every path laid out (keeping things as they are included), what would have to be true for each, and how each could fail.
AI drafts each step from your company's context for you to edit, so an everyday call takes a few minutes and a big bet gets the full treatment.
Each colleague answers from one email, one claim at a time, and sees no one else's answer until theirs is in.
Before a big bet is committed, it faces the strongest case against your preferred path, and every decision records its predictions and tripwires and comes back on the dates you set.
Limits
New, in beta and invite-only today: the first decision is run together with us.
Built for decisions, not for running the company: no scorecard, no weekly meeting agenda, no goal tracking.
No SOC 2 report, no single sign-on and no choice of data region yet.
Email and the web only, with no Slack or Teams app yet.
Verdict: The pick when you want a strategy consultant's rigor on every decision, quick calls and big bets alike, with AI doing the drafting and your team's honest read before you commit.
2
2. Loomio
Best for: Teams that decide by proposal and vote, on a small budget
Built around the decision: a guided builder, approvals routed to the right people, and a Decision Bank of rationale, data sources and outcomes.
Each decision is scored on completion, risk, stakeholder buy-in and outcome measures you choose.
AI agents make recommendations on data-heavy decisions, and leaders accept, adjust or override them.
Rated 4.7 from 23 ratings on Gartner Peer Insights.
Limits
Aimed at large enterprises, with use cases by function such as consumer insights, pharma R&D and supply chain, and sold with its own methodology and consulting services.
No published price, and the contract renews each year unless you give 45 days' notice.
The AI is worth most once company data is connected, from point-of-sale and financial data to research and forecasts.
Verdict: Built for an enterprise decision program, and more than a 20 to 100-person company needs, at a price you have to ask for.
5
5. Ninety
Best for: Companies running on EOS, where decisions are made in the weekly meeting
Price: Free plans on both; Confluence Standard $6.70 per user a month, billed monthly; Notion Plus $10 per member a month, billed yearly
Strengths
Costs little or nothing extra, and the log sits beside your plans and documents.
Confluence's DACI template names one approver, which suits a CEO-led team, and lists each option's pros, cons and cost.
Community templates for Notion include decision registers with an owner, a review date and a flag for overdue reviews.
Limits
Everything is manual: someone writes the entry, gathers the input and remembers the review.
Input comes in a meeting, in one-to-ones or in comments, with no step that collects each view before people see the others.
Notion's database reminders reach only the person who set them, and the templates vary by author.
Verdict: The cheapest honest start: a written log beats memory, as long as someone owns the upkeep.
How we ranked
We asked five questions of each product. The order is our judgment across all five for a company of this size, and each verdict says who should choose that product anyway.
Does it bring a method, or only a place to write? The question framed, real options on the table (keeping things as they are included), and for each one what would have to be true, the question at the center of the strategy process Lafley and Martin set out (2012). In the decisions Paul Nutt followed, weighing more than one option raised the success rate from 56 to 70 percent (Nutt, 1999).
Does each person give their read before seeing anyone else's? When people can see each other's answers, their estimates converge without getting more accurate, and the group grows more confident anyway (Lorenz and colleagues, 2011).
Are the claims behind the decision tested before the commitment? Imagining that the plan has already failed, and asking why, brings out the risks people otherwise keep to themselves (Klein, 2007).
Does the decision come back on a set date? A review booked at the commitment lets you judge the call apart from the luck (Duke, 2018).
Does it work on every decision at a company of 20 to 100 people? Quick enough for an everyday call, deep enough for a big bet, at a price and a setup a company this size can carry. Most decisions can be walked back and deserve speed; the few that cannot deserve deliberation (Bezos, 2016).
We make Midfire, so read the first entry with that in mind. Everything we say about the other six comes from their own public pages and help centers, listed under Sources and checked in September 2026. Prices are list prices before tax. Where another product does something we do not, its entry says so. If we got a fact wrong, write to hello@midfire.ai and we will correct it and move the date at the top of the page.
How to choose
You run on EOS and most decisions are issues in the weekly meeting. Ninety, or Bloom Growth if you want a coach alongside. Keep the few big one-off calls in a record of their own.
You live in Microsoft Teams and want approvals and a log. Fingertip.
Your team decides by proposal and vote. Loomio, the best value here.
You run a decision program across a large enterprise. Cloverpop.
You want a strategy consultant's method on every decision, quick calls and big bets alike, with AI doing the drafting. That is the job Midfire is built for.
You are not ready for any of it. Start a log in the tool you already use, and put the review date in the calendar the day you decide.
Questions to ask in any trial
Whichever you try, put a decision you actually face this month through it, and ask five questions at the end.
Could each person give their view before seeing anyone else's?
Is there a written claim that could turn out to be false, or only a conclusion?
Is one person named as the one who decides?
Who will be reminded to look at the result, and on what date?
Can you export the record and read it without the tool?
The answers tell you which job a tool does. Several products on this list do one job very well, and that may be the job you need.
When you do not need software
If your team makes one big decision a quarter, a shared document with a fixed shape may be enough: the question, the paths considered, what would have to be true for each, who decided, and the date you will look back. Ask for each person's read by email before the meeting, and share nobody's answer until everyone's is in. Put the review in the calendar the day you decide.
Software earns its place when the volume grows, when the team is too large to hear everyone in one conversation, when the same kind of decision keeps going wrong and nobody can say why, or when you want the everyday calls held to the same standard as the big ones, which is where a document is rarely opened.