SaaStr

DECEMBER 3, 2024

Worked out great for my CTO who stayed (proud of him), but if things were structured differently, I would have made nine figures just staying. Hiring a controller that didn’t care. I avoided this mistake for my first two-startups, but then made it several times after. We ended up needing another 6 months of runway.

CTO Hire 279

CTO Hire CTO Banking Finance 279

SaaStr

JUNE 19, 2022

SaaStr 564: Top 10 Learnings Architecting a High Throughput Critical API with RevenueCat CTO Miguel Carranza. SaaStr 565: Classic Episode: The Importance of Company Values, a Great Hiring Process, and Ownership Culture with Gusto Co-Founder & CEO Josh Reeves. Product-Led Growth: Panacea or Boondoggle?

CTO Hire 295

CTO Hire CTO Sales Hiring Innovation 295

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 296

CTO Hire CTO Sales Hiring Scale 296

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 298

CTO Hire CTO Payment Methods Payment Solutions 298

SaaStr

MAY 18, 2025

Big Company M&A Is Incredibly Complex “Acquiring a company is a much bigger deal for a tech company than you think” “The soft costs are much, much more than the cash or stock” Integration can consume “10,000 hours of like expensive people’s time” 2.

Technical Review 182

Technical Review CTO Hire CTO Sales Hiring 182

SaaStr

NOVEMBER 19, 2020

IME, rough order to make hires in: VPM: $0.2m He asked which to hire first. If you have a few nickels in the bank, and you somehow find a great VP a half stage or even full stage early, just hire her. Hiring is so hard as it is. Make the hire now. ARR VPS: $1-$1.5m More here: [link].

Part-Time VPE 363

Part-Time VPE Sales Hiring CTO Hire Scale 363

SaaStr

JUNE 16, 2022

Miguel Carranza, CTO at RevenueCat, shares ten learnings from firsthand experience in architecting an API & SDK that is currently on 5,000+ apps and has seen 3x growth Year-over-Year. . Instead, the CTO suggests that you avoid adding new pieces of infrastructure until absolutely necessary. What makes a great API?

CTO Hire 246

CTO Hire New CTO CTO Scaling 246

SaaStr

AUGUST 31, 2023

Dear SaaStr: How does a First Time Founder Identify 10x Hires? How do you hire a great CTO, a great VP of Product, a great VP of Sales … if you’ve never worked with one? There’s a reason almost every founder you talk to had a mis-hire for their first head of sales. It’s hard.

Sales Hiring 292

Sales Hiring CTO Hire CTO Coach CTO 292

SaaStr

JULY 18, 2022

Co-founder and CEO of Plato, Quong Hoang, the #1 mentoring platform for engineering leaders , helped moderate a discussion between CTO of Change.org, Elaine Zhou, and Head of Engineering at Notion, Michael Manapat, on this subject. Focus on retaining your engineers from day one. More like this at 2022 SaaStr Annual, Sep 13-15 in SF Bay Area!!

CTO Coach 278

CTO Coach CTO Hire New CTO Engineering 278

TechEmpower SaaS

MARCH 4, 2024

It can be used to quickly scan and shortlist resumes, reducing the time and resources spent on the initial stages of the recruitment process. This not only speeds up hiring but also lowers the costs associated with lengthy recruitment cycles. cto , infotech , innovation , product , project , saas

Generative AI 443

Generative AI CTO Hire AI Sales Recruiting 443

SaaStr

JUNE 23, 2020

Or churn will increase, NPS will stagnate and decline, and upsell and revenue retention will be a fraction of what it could be. 95% of the time, your super-smart hacker co-founder is not that person. She can be your CTO forever. That’s a different, and critical, job than CTO. Marketing is also an art and science.

Part-Time VPE 311

Part-Time VPE CTO Hire Fractional VPE Sales Recruiting 311

SaaStr

SEPTEMBER 10, 2020

Perhaps the single most important thing you can ever do in SaaS, at least after $1m in ARR or so, is hire the best VPs you can. We’ve talked a lot over the years about how not to hire a wrong VP of Sales — 70%+ of the first VPs of Sales don’t make it even 10 months. You need to hire up-and-comers. Get on jets?

Part-Time VPE 352

Part-Time VPE Sales Hiring CTO Hire Sales Recruiting 352

SaaStr

MAY 26, 2023

Dan Robinson, current Advisor and former CTO at Heap , shares five essential learnings from nearly a decade of building a SaaS business. What Your Job Is (And What It Isn’t) Your Job is to Make the Company Win A CTO may imagine their primary job is to provide technical expertise, lead engineers, and help build the product.

CTO Coach 242

CTO Coach CTO Hire CTO Leadership 242

SaaStr

JANUARY 19, 2024

He made many great leadership points, but one in particular rattles around my head a lot and I think deserves its own post: You usually won’t know if you’ve made a 10x hire … when you make the hire. A good / great employee can become 10x in a new environment was part of Auren’s point. But I didn’t know they were truly 10x hires.

Sales Hiring 301

Sales Hiring CTO Hire New CTO CTO 301

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.” If your customers love your product now, hire reps. ” Times of crisis are actually great times to find hard problems to solve.

CTO Hire 355

CTO Hire New CTO CTO Airlines 355

SaaStr

SEPTEMBER 11, 2021

Lately I’ve been working with 5+ SaaS companies all hiring their first VP of Product. And critically, most have a really strong CEO-CTO partnership. A few general learnings: A VP of Product that Reports to CTO / Engineering Rarely Meets With That Many Customers. I just see this time and time again.

Part-Time VPE 321

Part-Time VPE Outsourcing Services CTO Hire CTO 321

SaaStr

MARCH 1, 2024

Or churn will increase, NPS will stagnate and decline, and upsell and revenue retention will be a fraction of what it could be. 95% of the time, your super-smart hacker co-founder is not that person. She can be your CTO forever. That’s a different, and critical, job than CTO. Marketing is also an art and science.

Scale 279

Scale Part-Time VPE CTO Hire Fractional VPE 279

TechEmpower SaaS

DECEMBER 11, 2023

While the appearance matters, remember you are hiring the development firm primarily for its development skills, not its graphic design skills. cto , product , saas Quality of Work: The end product should not only look good but function as expected. Don't be charmed by an impressive aesthetic at the expense of functional results.

Software Development 443

Software Development Development Software Review Software 443

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? David considers product to be its own department that should also report directly to the CEO, instead of falling under the CTO. CTO (40 Employees).

CTO Hire 290

CTO Hire Sales Hiring Sales Recruiting CTO 290

SaaStr

FEBRUARY 8, 2021

” — Jason Riedel, founder/CTO of Aspireship. “When on New Year’s Eve, customers kept sending us signed contracts.” “When customers get back $100k’s in minutes and want to pay us more” — Kanat Bekt, founder/CTO, SupplyPike. 20% conversion. ” — Drew Naugher.

CTO Hire 347

CTO Hire New CTO CTO Healthcare 347

SaaStr

FEBRUARY 15, 2021

The first 2 scaled reps you hire that hit plan (some may churn before then) get special training. They get CTO training. And so we see reps 3-10, or reps-from-#3-until-The-VP-of-Sales-is-Hired … fail. Simplify to a 1 page contract. And the others perform so poorly vs. the 2 that are doing well? So what can you do?

Scale 348

Scale CTO Hire Sales Hiring New CTO 348

SaaStr

FEBRUARY 25, 2025

Including: CEO Snowflake CEO HubSpot CEO DropBox CEO Descript CEO Clio CEO Flock Safety CEO Own CRO ServiceTitan CMO Databricks CMO Infinite Reality CTO Rubrik CCO Canva CCO Bill CCO GitHub VP AI Wiz CEO Calendly and 100s more!! Investor Connections and Funding Opportunities — And $5m AI VC Pitch Stage!!

Sales Recruiting 195

Sales Recruiting Scale CTO Hire Sales Hiring 195

SaaStr

OCTOBER 9, 2020

Anyhow the one thing I learned, beyond getting help screening and hiring for these positions from domain experts, is to look for Flags. For signs the prospective hire just won’t work out, no matter how strong they might look on paper. Why join a start-up? Well reason #1 is personal and career advancement.

Sales Hiring 259

Sales Hiring Part-Time VPE CTO Hire Sales Recruiting 259

TechEmpower SaaS

JULY 24, 2023

Still, if you’re a business leader and your developers haven’t asked you these questions, look for a Fractional CTO to help navigate the critical early stage of development. The innovator/developer relationship needs to be a conversation.

Innovation 780

Innovation Development CTO Hire Technical Review 780

Tom Tunguz

AUGUST 14, 2024

Kevin Scott, CTO of Microsoft, framed the opportunity in AI this way : work on problems that used to be impossible, but are now really hard. Nearly 10 years ago, I wrote a post about the minimum viable average contract value to justify a sales team. Imagine a product offerd at a $10k contract value sold by an AE.

CTO Hire 224

CTO Hire Sales Hiring Outsourced Development CTO 224

Valerian Tech

DECEMBER 30, 2022

The role of a Fractional Chief Technology Officer (CTO) is to provide technical expertise and leadership to a company on a part-time or temporary basis. Technology staff management: A fractional CTO is responsible for managing the technology team, including hiring, training, and motivating employees.

Fractional CTO 52

Fractional CTO CTO Hire Part-Time CTO CTO 52

SaaStr

JULY 5, 2024

They hire a VP of Sales who doesn’t want to sell or learn the product. You also don’t want to hire a VP of Sales who won’t carry a bag. If you joined a startup at $2M and wanted to get to $6M with reps doing $400k, that VP of Sales would need to hire ten reps. 90% of the time, sales falls when a founder steps out of it.

CTO Hire 211

CTO Hire Sales Hiring New CTO Venture Capital 211

SaaStr

APRIL 28, 2020

In fact, right after that we hired a roundtrip employee as our CTO in my first start-up and it was amazing. Especially in tougher times, folks may be knocking on your door again. First, what doesn’t work, or at least hasn’t for me, is re-hiring: Folks that left for a company that was a better fit.

CTO Hire 323

CTO Hire CTO Scaling Management 323

SaaStr

OCTOBER 29, 2021

Use overages to renegotiate contracts, not charge per event. Folks come out differently here, but while Amplitude charges per volume, in part, it doesn’t make a material amount from overages. CEO Spencer Skates owns 8.5%, CTO Curtis Liu 8.0%. But Amplitude has 51% growth in paying customers on top of 57% overall growth.

Scale 312

Scale CTO Hire New CTO CTO 312

SaaStr

DECEMBER 10, 2020

Hire not just 1-2 reps, but 10. That it’s time to bring in someone that knows. But I’ve found many great SaaS founders take longer, too long, to decide to hire the other VPs. But I’ve found many great SaaS founders take longer, too long, to decide to hire the other VPs. I Need a VP of Sales.

Sales Hiring 363

Sales Hiring CTO Hire Sales Recruiting Scale 363

SaaStr

MARCH 5, 2023

Almost all of them had an amazing CTO or CPO, and hired a simply epic VP or two. Some wicked smart, some merely very smart. Some direct, some warm and friendly. But what made them great: Ability to attract amazing co-founders and execs. Not just great, but epic. Ability to iterate pretty darn quickly.

CTO Hire 288

CTO Hire CTO Investment Marketing 288

SaaStr

JANUARY 16, 2023

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. . “A Hiring in a streamlined manner with a rigorous selection process initially builds momentum for long-term goals.

Scale 263

Scale CTO Hire Cloud Scaling 263

SaaStr

JULY 3, 2022

The Ultimate Guide for Hiring a Great VP of Sales. Top Podcasts This Week: SaaStr 568: Mind the Gap: Balancing Growth and Efficiency in Tougher Times with Point Nine Managing Partner Christoph Janz. Balancing Growth and Efficiency in Tougher Times | Point Nine Managing Partner Christoph Janz. Top Videos This Week: 1.

CTO Hire 261

CTO Hire Sales Hiring CTO Scale 261

Valerian Tech

JANUARY 5, 2023

It can be beneficial to hire a fractional CTO (Chief Technology Officer) in a variety of situations. When you don't have an in-house technology leader: If you don't have a CTO or a similar technology leader on your team, a fractional CTO can fill that role.

Fractional CTO 52

Fractional CTO CTO Hire Part-Time CTO CTO 52

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. And hire against it. More here.

Part-Time VPE 299

Part-Time VPE Sales Recruiting Sales Hiring Scale 299

SaaStr

AUGUST 20, 2023

In my first start-up, there were literally only a handful of engineers who understood our technology. The best we made our CTO. But what if our CTO gets hit by a bus? They feed on each other, hire other toxic people, and turn the company against the mission and each other. Sometimes, still hire them. For a while.

CTO Hire 246

CTO Hire CTO Technology Engineering 246

SaaStr

NOVEMBER 29, 2020

They’ll revolt when you make a senior or mid-level hire that as a group, they simply cannot suffer one day longer. But I forced us to hire him, over my CTO’s strong objection and my VPE’s grudging acknowledgment we had no choice. It was a hire I wasn’t really in favor of, but it was an experiment.

Part-Time VPE 290

Part-Time VPE Sales Hiring CTO Hire Scale 290