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How to Hire a Really Good Salesperson (When Everyone Looks Good on Paper)
If you’re figuring out how to hire a really good salesperson, the mistake most founders make is focusing on quota %, logos, or industry experience.

Jeremy Macleod
3 hours ago


Sales Engineer vs Solutions Engineer vs Hybrid: Which Should You Hire First?
The debate around sales engineer vs solutions engineer usually isn’t about titles, it’s about where technical support is missing in the sales process.
Founders need help answering a much more important question:
Where is technical support missing in my GTM motion right now?
Because that’s what this hire is really about.

Matthew Baden
May 25


When to Hire Marketing Talent for Your SaaS Startup (and Why Waiting Costs You)
Most SaaS founders wait too long to hire their first marketer. Here’s how to know the earliest accurate moment to hire marketing talent for your SaaS startup - and the signals that show you’re ready.

Jeremy Macleod
Nov 13, 2025


Why Losing Out on Foundational GTM Roles Feels Personal—And Why It’s Not
Interviewing for foundational GTM roles is unlike any other job search. These are the hires that shape a startup’s sales, marketing, and customer journey from the ground up.

Yisel De Leon
Jun 9, 2025


Why Early-Stage Startup Hiring Processes Fail (And How to Fix Them)
In early-stage startups, the quality of the talent you bring on from day one can determine your trajectory.
Founders know this - yet even great builders struggle with hiring when scaling from founder-led execution to creating real GTM and technical functions.
And the real friction isn’t just choosing the right person - it’s the cost of the search itself.
Every cycle spent wrestling with hiring is a cycle not spent shipping product, talking to users, or closing reven

Natalie Adams
Mar 16, 2023


How Startup Funding Stage Impacts Hiring: What Founders Need to Know About Seed to Series B Recruitment
Startup funding stage impacts hiring by shaping candidate expectations, compensation preferences, recruitment strategies, and the type of talent startups can realistically attract.

Jeremy MacLeod
Nov 6, 2019


Moving to San Francisco for a Startup Job? Read This First.
If you're planning to move to SF for a startup role - especially engineering, product, or GTM - here’s the real, unfiltered version of what to expect and how to set yourself up to succeed quickly.

Jeremy MacLeod
Jun 15, 2019


Would You Accept Financial Advice From a Lottery Winner?
Given the recent $1 billion lottery bonanza, it got me thinking about people who win the Silicon Valley Lottery and the roles they play...

Jeremy MacLeod
Nov 28, 2018
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