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. Podcast Full Interview: Audio Listen online or find it on more podcast services.

SMB 107

SMB Sales Recruiting Branding Sales Hiring 107

SaaStr

JUNE 23, 2025

The CTO who said “we don’t need AI people, our engineers can figure it out “ is now 12 months behind companies that hired AI-native talent in early 2024. Meanwhile, their competitors hired AI-native talent and shipped three product iterations. Hire for AI-first thinking, not AI expertise.

AI Search 172

AI Search AI Technical Review CTO Hire 172

Buffer Resources

SEPTEMBER 3, 2024

Tagging your partner organizations, influencers, or thought leaders at your company (your CEO, CTO, etc.)   To tag your brand, type “@yourcompanyname” A popup will appear, find the appropriate page or person, and click to tag.   Many small startups don’t have a person dedicated to managing social media.

Social Media 107

Social Media B2B Interviewing New CTO 107

Scytale

MARCH 12, 2025

As the UKs tech startup ecosystem continues to thrive, visionary founders are driving innovation across various industries, shaping the future of technology , finance , healthcare , and beyond. In this article, we highlight the top 10 tech startup founders in the UK for 2025 (who you should be following if you arent already!),

Startup 59

Startup Scale Cybersecurity AI Search 59

Chart Mogul

OCTOBER 17, 2024

"Singular events can distort reality, but ChartMogul helps us see the bigger picture", says Patrick Craston, Intruder's CTO. Intruder provides ongoing monitoring to find security weaknesses in networks, websites, APIs, and cloud setups. What is Intruder? Their system helps businesses spot and fix security problems quickly.

Payment Solutions 52

Payment Solutions Payment Methods Payment Features Payments 52

Scytale

APRIL 30, 2025

Whether youre a startup stepping into the AI space for the first time or a fast-growing scale-up , understanding AI governance frameworks is crucial for ensuring the ethical deployment of AI systems and of course, staying compliant. Scytale streamlined the process by providing expert-driven technology.

AI 52

AI Government compliance Artificial Intelligence 52

Scytale

OCTOBER 21, 2024

Regardless of whether you’re running a startup or a more established business, this certification is the key to unlocking deals you once thought were out of reach. The time to audit completion will depend on the size and complexity of your organization. Scytale streamlined the process by providing expert-driven technology.

Technical Review 52

Technical Review Scale compliance CTO Hire 52

SaaStr

JUNE 1, 2025

As Andrew Bosworth (Meta CTO) noted: “This is our space race…there’s very few secrets. Suddenly, every indie developer and startup can afford to build AI-native products. ” Duolingo CEO Luis von Ahn (all-hands): “AI use will be part of what we look for in hiring. Token Costs Collapsed 99.7%

AI Search 259

AI Search AI CTO Hire ChatGPT 259

SaaStr

JULY 17, 2025

You have a brilliant idea at 2 AM, fire up Replit, and start chatting with Claude 4 to build your next unicorn startup. No hiring developers. Without hiring a dev, coding myself, etc.? I just DM’d with a CTO that’s trying to do a similar project, he spend $4k in 2 weeks on Replit in max/max mode too.

CTO Hire 256

CTO Hire Software Review New CTO Technical Review 256

Crafty CTO

JUNE 18, 2025

State of Startups and AI 2025 Speaker: Sarah Guo ( Conviction ) – Session video Sarah wins the “best save” award when AV fails, leaving her with no slides … she still pulls off a great presentation, and doesn’t even run over. Excellent overview of the state of AI, the pace of progress, trends.

Engineering 52

Engineering AI Search AI Payment Solutions 52

TechEmpower SaaS

AUGUST 7, 2023

What does it mean to be a CTO for a startup? Should a startup CTO spend their time programming? Exploring new technologies? The role of a CTO varies as the company matures. That’s why the CTO’s attention is on programming for the earliest stage. A CTO can help you find the right answers.

CTO Hire 390

CTO Hire New CTO CTO Fractional VPE 390

SaaStr

MARCH 30, 2025

Co-founders Dharmesh Shah (CTO) and Brian Halligan (Chairperson) shared at SaaStr Annual the unfiltered truth on building an SMB powerhouse, pivoting to product-led growth, and why the “M” segment is SaaS gold. The company had to retrench and restart their global efforts multiple times. May 13-15 in SF Bay!

Scale 191

Scale SMB Sales Hiring Scaling 191

Sales Hacker

FEBRUARY 18, 2025

Previously, he was an operating partner at Fractal Software, helping launch vertical software companies and find product-market fit. Before that, he was the first non-founder seller at three startups, turning early traction into a repeatable sales motion. 31:55 Hiring for grit, curiosity & determination.

Sales Hiring 98

Sales Hiring CTO Hire Scale VP of Engineering 98

SaaStr

JANUARY 19, 2022

Dear SaaStr: What Makes a Bad CTO? While there is no legal definition for CTO or bright line between CTO and VPE, I’d suggest a start-up CTO really only has to do a few things — which are very hard: Assemble a small team (3–9) of very good engineers. That often were never anticipated and aren’t part of the job spec.

CTO Hire 292

CTO Hire Part-Time VPE CTO Engineering 292

SaaStr

FEBRUARY 22, 2023

Many companies believe excellent product design comes from hiring the best engineers and signing up for the latest software instead of building from the users’ perspectives. Stripe’s CTO, David Singleton, shares how they use a system of feedback, iteration, and fast shipping to create products that meet users’ expectations.

CTO Hire 292

CTO Hire CTO Payment Methods Payment Solutions 292

SaaStr

JUNE 26, 2022

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: Be Careful Hiring “Dualies” — Folks That Are a VP of More Than One Thing. SaaStr 565: Classic Episode: The Importance of Company Values, a Great Hiring Process, and Ownership Culture with Gusto Co-Founder & CEO Josh Reeves.

CTO Hire 290

CTO Hire CTO Sales Hiring Scale 290

SaaStr

JANUARY 27, 2024

Dear SaaStr: What are some common reasons for the failure of startups? My experience across leading 30+ seed investments, including 4 billion+ exits so far, on why startups fail: Not 200% committed to winning no matter what. That might be OK for a few months, but beyond that, startups fall into a decay curve they don’t recover from.

Startup 282

Startup Scale CTO Pricing 282

SaaStr

APRIL 4, 2024

Dear SaaStr: I’m Being Recruited by a Startup That Just Raised $5m. I’d suggest a quick 2 part test: #1. Decide if the CEO is literally a 10/10 and ideally the CTO If you aren’t sure the CEO is truly great, and ideally, the CTO, then ask around. How Do I Vet Them? At least, usually. How Do I Pick Right?

Sales Recruiting 287

Sales Recruiting CTO Startup Sales 287

SaaStr

JANUARY 16, 2023

To convert an idea into a successful venture, startups need to be equipped to scale. Hiring a reliable team is an all-encompassing issue where startups dive in head-first but fail to optimize it for success. . Hiring an expert produces 1000x better results than someone with interests elsewhere. .

Scale 259

Scale CTO Hire Cloud Scaling 259

SaaStr

MAY 28, 2023

SaaStr 663: 9 Things I Wish I Would Have Told My 2013 Self: Lessons Learned from 9 Years with Heap’s Former CTO, Dan Robinson   3. SaaStr 660: CRO Confidential: 3 Secrets For Early-Stage Startups To Acquire Customers With CoSell.io Jack Altman, CEO of Lattice: Things You Think as A First-Time Founder That Just Ain’t So 2.

CTO 246

CTO Sales Recruiting Compensation Startup 246

SaaStr

NOVEMBER 16, 2021

You’ll need to hire aggressively to get to the next level and continue that rapid growth. But what roles should you hire for, and what will your org chart look like at each stage? You can find the full slide deck from David’s presentation on Slideshare. Positions Needed: FP&A Analyst, Accountant, HR, Ops, Recruiter.

CTO Hire 284

CTO Hire Sales Hiring Sales Recruiting CTO 284

SaaStr

NOVEMBER 17, 2023

Or at least where the co-founder CTO is a true equal partner to the CEO. You need to recruit a great engineering team. You’ve got to recruit a much bigger, and more expensive, engineering team in many cases. Unless again, you have a true CTO as well, that is also leading the company. But — Jobs had Woz.

Outsourcing Services 293

Outsourcing Services Engineering CTO Scale 293

SaaStr

APRIL 7, 2021

The first type is the kind of management team hired by second+ time founders. They often staff up their teams with folks they already know and have been successful with at their last startup. And if you are, you are going to naturally start off hiring up-and-comers to your first leadership team. And that’s great.

Part-Time VPE 279

Part-Time VPE Sales Hiring Sales Recruiting CTO Hire 279

SaaStr

APRIL 21, 2024

Dear SaaStr: What Are The Top 5 Things I Should Know Before Starting a SaaS Startup? Wait and find a co-founder just as committed as you are. If you’re a “business” founder, know it’s really, really hard to win without a truly great CTO. Everyone mentally budgets 10–12 months. It’s never enough.

Startup 307

Startup CTO SaaS Interviewing 307

SaaStr

SEPTEMBER 3, 2022

Dear SaaStr: What Are The Top Things to Know Before Starting a SaaS Startup? You have to find someone at least as good as you, ideally better. A mediocre “coder” CTO because you can’t code … won’t really work out. Venture capital is a niche type of funding and 99% of startups will never be able to raise venture capital.

Venture Capital 312

Venture Capital Startup CTO SaaS 312

SaaStr

AUGUST 9, 2022

Investments I've made that didn't work out: – Momentum investment – CEO a bit of bulls**t artist – CEO good at sales but weak product team / CTO. CEO good at sales, but CTO not that great. This was a bet I made a few times, and I learned. So now I try to only invest in Great CEO + Great CTO combos.

Investment 307

Investment Sales Recruiting CTO Startup 307

SaaStr

JULY 31, 2022

An updated classic SaaStr guide on how to know if that new VP you worked so hard to find, recruit and get on board … is really going to make it. 4 Signs You Might Have a “Bad” CTO — Or At Least, One That Isn’t Going to Make It. SaaStr 574: 5 Scale-Up Mistakes for Startups with Dave Kellogg.

New CTO 300

New CTO CTO SMB Venture Capital 300

SaaStr

JULY 13, 2023

Startups come in all shapes and sizes on various stages of a timeline, yet it’s not surprising how many have the same questions and concerns about how to scale from x to y to z, the right time to hire and fire, and how to keep a team motivated during hard times. Q: How Do You Get Sustainable Output In A Startup?

CTO Hire 242

CTO Hire Sales Recruiting Sales Hiring Scale 242

SaaStr

OCTOBER 30, 2022

The Simple Reason Startups That Just Raised $100s of Millions Are Doing Layoffs. SaaStr 603: SaaStr CRO Confidential Presents the Ultimate Guide to Sales Compensation, Quotas and Recruiting with SaaStr CEO and Founder, Jason Lemkin. CRO Confidential: Sales Comp, Quotas & Recruiting with Jason Lemkin and Sam Blond of Founders Fund.

Sales Recruiting 301

Sales Recruiting CTO Compensation Software Review 301

TechEmpower SaaS

DECEMBER 11, 2023

Although noteworthy, working with large corporations differs remarkably from working with startups. While the appearance matters, remember you are hiring the development firm primarily for its development skills, not its graphic design skills. cto , product , saas Are they publicly available? Either way, we can help!"]

Software Development 443

Software Development Development Software Review Software 443

SaaStr

FEBRUARY 1, 2022

Or at least — where the co-founder CTO is a true equal partner to the CEO. You need to recruit a great engineering team. You need to pay up to recruit a “technical co-founder” and then she often will bring in 2x the engineers, at a higher price, than an engineer CEO. I’ve found that works equally well. How to be super agile.

Outsourcing Services 263

Outsourcing Services Engineering CTO SaaS 263

SaaStr

MARCH 5, 2023

Ode to the $100,000,000 Exit Dear SaaStr: Should You Hire Someone That Seems Good … But Always Job Hops? SaaStr 636: Extreme Product Design: Building Things People Actually Use with Stripe CTO David Singleton  5. SaaStr CRO Confidential: Brex GM of Startups Lucas Fox on Customer Retention and Expansion 2. TAM is Great.

Scale 246

Scale Sales Hiring CTO Hire Startup 246

SaaStr

MAY 20, 2020

He joined StubHub as CTO, but didn’t get nearly as much equity as the other CTO — because he “wasn’t committed enough.” Jeff says he’s realized startups are either “product constrained or distribution constrained “ Make your investments accordingly.

CTO Hire 355

CTO Hire New CTO CTO Airlines 355

SaaStr

JANUARY 5, 2021

It’s been a fun experience being on Quora for … a decade We’ve crossed 60,000,000 views of our answers there, so let’s take a look at the Top 50 most viewed SaaStr Answers on Quora in 2020: Why do many startup owners sell their firm and move on instead of planning on making it a big player like Google, Microsoft, etc.?

Software Review 293

Software Review CTO Coach Technical Review Sales Recruiting 293

SaaStr

OCTOBER 25, 2023

For part one of this Ask Me Anything session, Jason covers everything you need to know about hiring your first VP of Sales, what he really thinks about AI, what the future of lead generation in 2024 looks like, and much more. There are no Cloud magicians, and you can’t hire a PLG magician. Let’s jump right into the questions.

Scale 284

Scale Sales Hiring Sales Recruiting AI 284

SaaStr

JULY 5, 2019

For me, it took a while to build up the experiences and confidence to get there: First, I worked with enough startups and CEOs to “get it”. I had a chance as a startup lawyer working in “Silicon Valley” to work with 20+ startups. Second, I joined the best startup that would have me, as a Director and then Senior Director.

Part-Time VPE 202

Part-Time VPE Fractional VPE CTO Hire Sales Recruiting 202

TechEmpower SaaS

AUGUST 21, 2023

It provides findings and recommendations intended to foster a mutual understanding between business and software leaders, shedding light on the current state of your technology and your team. Outgrowing your stack: Your tech stack was just right for your startup. Your tech team is suggesting a costly, time-consuming overhaul.

Technical Review 390

Technical Review Software Review Development Team Review Systems Review 390