How do you prioritize a roadmap?

First, take a step back and remember that a business is just a group of people solving problems for other people in exchange for money. Your job is to (1) figure out the problems, and (2) solve them in the most efficient way possible. Thread 👇

1/ Step 1: Figure out the problems -- get the ground truth:
* Talk to customers
* Talk to employees who talk to customers (CX, sales)
* Observe your customer's behavior, through data and user research
* Use the product yourself
* Look into what caused users to churn

2/ Step 2: Solve problems in the most efficient way possible -- least work for most impact:
* Develop hypotheses around what you believe will solve the problems
* Ideate solutions to these hypotheses (see link)
* Put these ideas into a spreadsheet

3/ Rate each idea from 1-5 across two attributes: (1) Impact: How impactful it'll be in solving the problem, and (2) Effort: How much work it'll take to execute. Guesstimate -- what matters most is relative differences.
* Sort the spreadsheet by ratio of Impact / Effort, discuss

4/ How do you estimate Impact?
Every decision is somewhere along this spectrum:
Gut <--------------------> Complete data
Knowing this, use all of the data at your disposal (quant, qual), plus your team's experience, to inform the estimate. You are smart people, trust yourselves.