John Quayle

Chief of Staff & Ops for SMBs/startups | Scaled teams 5→30+, supported $24M funding. Navigating growth, AI, and operational chaos.

[Years Progress @YearsProgress]

2026 is 75% complete.

[John Quayle @jquayle_ops]

@lawyer4SMBs No, you're right. The disconnect here is that there is an assumption that you can never be away or unreachable... which isn't realistic.

Auto-replies serve a purpose.

[Years Progress @YearsProgress]

2026 is 30% complete.

[USA Hockey @usahockey]

IT ALL COMES DOWN TO SUNDAY. TEAM USA IS GOLD MEDAL GAME BOUND 🇺🇸🦅 #WinterOlympics

[USA Hockey @usahockey]

Two games, two wins at the #WinterOlympics 🇺🇸🇺🇸

[John Quayle @jquayle_ops]

@_robyn_smith Compensating them extremely well might lead to a downturn in insider shenanigans.... .. . . .. . maybe.. .. . ... hopefully?

[John Quayle @jquayle_ops]

@MrWillNelson ClickUp. Hands down.

[John Quayle @jquayle_ops]

@imThomasMorales Instead of complaining about the fees, the first thought should be: "How can I continue to increase my earnings this way" and THEN "how can I use this transaction volume as leverage to lower my Stripe fees"?

Focus on growth & then cut down on costs.

[John Quayle @jquayle_ops]

@cdolan92 While I love PGH & choose to be here, it still has considerable issues for tech companies, with funding & non-product talent availability being at the top. To your point though - there is PLENTY of opportunity with smaller, slow growth companies.

[John Quayle @jquayle_ops]

@girdley How many times did it try to convince you to order takeout at Chili's?

[John Quayle @jquayle_ops]

@cliftonsellers Been a part of this platform for the better portion of 16 years & haven't really dedicated the time to it until now.

[John Quayle @jquayle_ops]

@cdolan92 @girdley Adding a video requirement (even if it is only 30 seconds) is the best way to filter out 90%+ of the applicants.

It will make your recruiting process a lot easier.

[John Quayle @jquayle_ops]

@girdley No busy successful person is looking for short-form video clips either. Unless the video clips find them.

For the podcast quote, I mostly agree. You have to be ruthless with your listening choices and bump up the speed to 1.5-1.7x.

[John Quayle @jquayle_ops]

@SMB_Attorney I'd imagine that once these business owners get the company to a steady state combined with the new cashflow, they have the resources (time, $) to invest in their health.

It is a byproduct of a system state, not choice or willpower.

[John Quayle @jquayle_ops]

@randomrecruiter Are we sure that federal workers can seamlessly transition to the private (or tech) sectors?

Under the assumption that they are qualified, I think there is going to be more sandpaper than anticipated in the transition process.

[John Quayle @jquayle_ops]

@CBarrett_CPA From a combination of years of discussions, understanding who they were as a person, what goals they want to achieve, seeing if they had the work ethic, and slowly teaching them the business prior to the sale if they were interested in learning.

By the end, I would know.

[John Quayle @jquayle_ops]

@_robyn_smith I'm always been a fan of squarespace if you want something simple & you're optimizing for speed. I've also heard many people like Carrd. Otherwise, start checking out the GPT-like platforms that will build a 2-3 page site for you.

[John Quayle @jquayle_ops]

@SMB_Attorney @nathan_e_hill @PacificJD Is it good? Yes.

Is it great? No.

I've worn one for a few years and enjoy the data it collects while I use it as a tool to keep me accountable and track various metrics for the goals that I have.

But if you're expecting the world, you'll be disappointed.

[Years Progress @YearsProgress]

2025 is 0% complete.