BOOTSTRAPPING 11 upvotes 2019

Ask HN: Sales advice for a bootstrapping founder needed

11 pts
Hacker News Signal
2019 · Shared by @soneca
Ask HN: Sales advice for a bootstrapping founder needed by @soneca

The Founder's Submission

Direct narrative and submission text authored by @soneca on Hacker News:

I am a solo founder bootstrapping (as a side-project) a SaaS web app for team managers at mid-sized companies.

It is a note-taking app exclusively for 1:1 meetings [0]. It allows to better register meeting notes, long-term goals and short-term commitments (the last two are shareable with the team members for better accountability).

I have a fundamental doubt in my sales strategy: should I target the individual managers that would use my product themselves or should I target HR executives that could buy my product and implement it to all managers at the company at once?

I am at a very early stage, with 2 paying customers that hired it themselves for individual use; and 5 colleagues at my day-job employer on a free-trial before I try to sell it to our HR director for the whole company.

The pros for individual managers: shorter sales cycles; direct feedback on the product; easier to find the contacts; more people to contact (guessing here).

The pros for HR executives: more revenue per sale; if successful - I assume - more retention.

[0] https://www.oneonemeeting.com ↗

Retrospective Overview & Key Insights

Distilled reflections, business mechanics, and tactical takeaways:

Published in 2019, this chronicle by @soneca details the mechanics of building a profitable, self-funded business without venture backing.

Core Principles for Independent Builders:
1
Charging customers from day one acts as the ultimate filter for building software that solves genuine, high-urgency problems.
2
Keeping fixed overhead low and leveraging lean infrastructure allows founders to stay alive until market tailwinds kick in.
3
Small, repetitive improvements in customer retention and conversion rates yield massive returns over multi-year horizons.
Community Debate Themes:

The community focused on B2B customer acquisition channels, cold email vs SEO distribution, and balancing full-time employment with side-project development.

Community Discussions & Critical Reviews

Key perspectives, counter-arguments, and peer founder insights debated on Hacker News (12 total discussions):

RS @rsweeney21 Peer Contributor
MC @mchannon Peer Contributor
JA @jakequist Peer Contributor

I think @rsweeney nailed it. Your product is one that _should_ sell itself.

You only needs a complicated sales cycle if you're selling deep infrastructure or where high degrees of trust are required. But in your case, users can look at your website and immediately determine if they need your product and how much they're willing to trust you.

Re: your product --- It looks super cool. It's not something I need at this point in my career, but maybe down the road. Good luck!

CV @cvolzer3 Peer Contributor

Target the end users with cheap/free/trials to gain significant traction then make your pitch to executives. By then, you already have all the evidence you need to make the sell.

HISTORICAL ERA Cloud & Mobile Era (2014–2019)
COMMUNITY SCORE 11 points
TOTAL DISCUSSIONS 12 comments
TOPICS & TECH STACK: