CTO Hire SMB Technical Review 
FastSpring
FEBRUARY 6, 2025
If you’re running a smaller digital business, you may find it challenging to hire great talent. Larger technology companies can pay more, offer more benefits, and provide a more marketable brand on a candidate’s resume. Why is it so hard for SMBs to hire the best talent when competing with big companies?
SaaStr
MARCH 7, 2021
These are all full-time jobs by $1m ARR. Fixing it yourself becomes the biggest time sink and excuse for not hiring there is. You end up spending all your time backfilling roles you should have hired. And even worse, you often sort of give up trying to make the hire. Get on a jet, at least twice a quarter.
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SaaStr
JULY 10, 2021
Which role should you hire for first? For starters, your first hire should be someone who can complement your skills, someone who is strong in areas where you’re weak, but it goes much deeper than that. I am guessing it’s probably the hardest problem to solve, hiring a job, let alone at this level. And for good reason.
OpenView Labs
MARCH 10, 2020
While the CTOs may be directly involved in the purchase decision-making at the startup and SMB organizations, the role of the CTO at larger organizations can be very different, and not all CTOs look the same. “A A lot of our clients want to target CTOs or C-level executives,” said Valentino Volonghi, CTO of AdRoll.
Mucker Capital
APRIL 6, 2023
Obviously if you target enterprise customers, you usually have a very large ACV (Annual Contract Value) and the product usually is complex. We talk about using the product complexity, your target customer size, your contract value, and whether there's individual use case–those four things--to help you decide if PLG is a fit.
SaaStr
MAY 27, 2024
Public valuations are still at a fraction of their 2021 peaks, but seed rounds are more expensive than ever. Harry and Jason did a deep dive on this and so much more here: Intro (00:00:00) Seed investing is broken due to limited founders capable of triple-digit growth. Is it sustainable?
SaaStr
MARCH 12, 2019
How can founders know when is the right time to make the move from SMB to enterprise? So I really got experience as a builder, which sometimes people find surprising because it’s easy to paint people who come from big tech companies with one broad brush and assume that you’re always part of a mature business.
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