Questions To Ask (1)

Notes (1)

Interview transcription (1)

User Interview Analysis: Molly Singer (CEO, Dexterity Management — fundraising consultant/JEDI grantwriter)

1) Executive Summary

Molly works across nonprofits and education-adjacent orgs, with some exposure to school districts. Her core diagnosis: most organizations struggle to define a precise need, prospect efficiently, and translate their work into funder priorities. Strong teams pair the “science” (clear plan: what/how/when/cost) with the “art” (framing outcomes in the language funders are funding this season). Tools like Instrumentl help, but prospecting remains time-consuming, and users still do manual checks (past grantees, award sizes, recency, geography reality).

She values two capabilities most:

(1) high-quality prospecting/fit

(2) AI review/rewrite suggestions.


2) Diagnosed Core Problems (with evidence)

A. Vague needs & generic proposals → low fit, wasted effort

What’s going wrong

Teams “spray and pray” with generic narratives rather than tailoring to a funder’s priorities and evidence standards.

Quotes


B. Prospecting is hard; people don’t know the tools or the heuristics

What’s going wrong