SaaStr

APRIL 14, 2025

AI Speakers: CEO Snowflake + CEO Observe: Where B2B Applications Are Going CEO Box Aaron Levie: AI, Agents and The Next Era of SaaS COO Google Cloud Francis deSouza: Hyperscalers: The Future and More CTO Rubrik: Co-Founder & CTO, Arvind Nithrakashyap CTO Neo4j: Philip Rathle (Valuation $2B+): How Revolut Left Salesforce and More: Rolling Your (..)

VP of Engineering 204

VP of Engineering CTO Coach VPCs (Virtual Private Cloud) Scale 204

SaaStr

APRIL 1, 2023

At this week’s Workshop Wednesday — held every Weds at 10 a.m. How To Capture This Global SMBTech Opportunity There is massive market opportunity to sell to SMB businesses. Efficient Go To Market There are a lot of ways to GTM as an SMB. With SMB, you want hundreds or thousands of little merchants to pay you every month.

Scale 245

Scale SMB Merchant Services Payment Methods 245

SaaStr

JULY 11, 2023

In a special session of Workshop Wednesday, Gorgias Founder & CEO Romain Lapeyre and Gorgias VP of Sales & Partnerships Aasif Osmany share their learnings, advice, and hacks for optimizing your sales process. SaaStr Workshop Wednesdays are LIVE every Wednesday. Sign up for free. Who will be looking for this product? Mid-Market?

Sales Hiring 203

Sales Hiring SMB Sales Recruiting Payment Methods 203

SaaStr

FEBRUARY 13, 2025

Not just for consumer and SMB. And a great recent SaaStr Workshop Wednesday on how next-generation vertical SaaS leader MangoMint is hyper customer-centric … even on its sales team: The post AI is Driving a Freemium Renaissance. Free and Freemium are back. But as a pipeline for bigger customers, too. Embrace it. Run Toward It.

AI 214

AI ChatGPT SMB Enterprise 214

SaaStr

OCTOBER 6, 2024

This week’s Workshop Wednesday was with Loren Padelford, CRO of Slice, a $100m+ ARR vertical SaaS platform for independent pizza shops. Loren has been a SaaS SMB+ leader for years, running Shopify Plus and revenue leadership roles at Bill and Podium as well. Selling to Small Business Owners is Hard.

Sales Hiring 277

Sales Hiring SMB SaaS Leadership 277

SaaStr

JUNE 7, 2023

In an eye-opening workshop, WorkRamp CEO Ted Blosser shares how to overcome setbacks, trust your customers, and defy traditional wisdom to carve out a path to growth. SaaStr Workshop Wednesdays are LIVE every Wednesday. It has now secured over $67M in funding and offers a robust platform for mid-market and SMB segments.

Scale 246

Scale Scaling SMB Marketing 246

SaaStr

DECEMBER 20, 2022

With three live events, two digital events, and our two special series, Workshop Wednesdays and CRO Confidential, we have 200+ videos just from 2022 for you! The 4 V’s of Sales: Volume, Value, and Velocity: Head of SMB Sales Fernando Belfort and Head of Sales Enablement Kendra Wrightson. #19.

Scale 276

Scale SMB Sales Enablement Innovation 276

SaaStr

DECEMBER 31, 2022

The 4 V’s of Sales: Volume, Value, and Velocity: Waze Head of SMB Sales & Head of Sales Enablement. A good and different look at some good ideas for SMB sales. #6. Here’s what folks most watched in 2022 : Here were the Top 10: #1. A great deep dive on just how different metrics and KPIs are for bootstrapping. #5.

Scale 246

Scale SMB Innovation B2B 246

SaaStr

OCTOBER 3, 2023

In the latest Workshop Wednesday , held every Wednesday at 10 a.m. Finding product market fit Moving from SMB to Enterprise or vice versa Achieving Enterprise repeatability Strategic expansion Borland has experienced all four stages at three different companies and knows what teams and functions look like for each stage of growth.

Enterprise 297

Enterprise B2B Scale SMB 297

SaaStr

MARCH 12, 2023

Check out this week’s top blog posts, podcasts, and videos: Top Blog Posts This Week: The Challenge with SMB SaaS: High Growth Can Only Mask High Churn For Just So Long (Updated) The 8 Signs of a Failing Sales Rep. LIVE Workshop Wednesday with ICONIQ: Building Resilience through Efficient Scaling in 2023 4.

Scale 261

Scale SMB Sales Scaling 261

SaaStr

FEBRUARY 14, 2023

In this week’s Workshop Wednesday , Salesforce Ventures Investor, Jessica Bartos, shares the 5 metrics every SaaS company should care about in any market environment, especially the one we’re currently in. For SMB-facing companies, over 110% should be your goal. For enterprise-facing companies, great than 120% is a good number.

Metrics 264

Metrics Marketing SaaS SMB 264

SaaStr

OCTOBER 8, 2024

At the last Workshop Wednesday , Slice CRO Loren Padelford answered questions on how to build a vertical SaaS company for SMBs and create a massive TAM opportunity. To win for SMBs, you need to own the whole operation stack for them to achieve the ROI they need. Trust, value, and time are also essential to any SMB.

Scale 282

Scale Scaling SaaS Point of Sale 282

SaaStr

JUNE 3, 2022

It’ll be indoor/outdoors, with 4 stages, a Cantina, dedicated Networking, and Workshop spaces, a Co-Working Space (to meet or take calls on-site), SaaStr Square Park (to hang), and plenty of spaces for Braindate. 7 Secrets to a Successful SMB GTM Strategy with PayFit and Accel. SaaStr Europa Schedule At-A-Glance.

Mobile 278

Mobile Scale SMB Travel 278

SaaStr

JULY 24, 2024

In a recent Workshop Wednesday, SaaStr Founder and CEO, Jason Lemkin sat down to discuss 9 signs a startup isn’t going to make it. Another issue is when a CEO doesn’t know what to do, especially in a high-churn model like SMB. We all know, we’re living in strange times.

Sales Hiring 306

Sales Hiring Startup Scale SMB 306

SaaStr

DECEMBER 12, 2023

During Workshop Wednesday , held every Wednesday at 10 a.m., If you’re an SMB, sometimes you only have one person to talk to, maybe the Founder and/ or CEO. If it’s mid-market or Enterprise, sometimes there’s a champion, technical buyer, and decision-maker.

Forecasting 298

Forecasting Point of Sale Technical Review SMB 298

SaaStr

SEPTEMBER 14, 2023

That’s why SaaStr founder and CEO Jason Lemkin held an “Ask Me Anything” session at this week’s Workshop Wednesday, held every Wednesday at 10 a.m. SMB is more transactional, and Enterprise reps need to be subject-matter experts, know the industry, the workflow, the competition, etc. When you get hands off, you close nothing in sales.

Outsourcing Services 291

Outsourcing Services Sales Hiring Scale Sales Recruiting 291

SaaStr

MAY 10, 2024

At this week’s Workshop Wednesday, Lucas Price, former SVP of Sales at Zipwhip and founder and CEO at Yardstick, shares his insights on how to hire and build a high-performing sales team. You wouldn’t want to use this question in SMB or transactional sales. You want to find sellers who can succeed in this. The takeaway?

Sales Hiring 245

Sales Hiring Scale Sales Interviewing 245

SaaStr

DECEMBER 27, 2023

They started via SMB and are now serving the Amazons of the world. The more SMB you are, the faster the sales cycle and the quicker the team learns. Over time, they realized the product value was best spent with high-complexity organizations. As a result, the contracts got bigger because they were working with bigger companies.

Sales Hiring 282

Sales Hiring Scale SMB Outsourced Development 282

SaaStr

MARCH 8, 2024

Another mistake people make is going after an SMB segment when there’s a good enough free alternative. The reality is that any market with a good enough free alternative to the SMB-Mid-Market segment isn’t a compelling market. Overall, every company should try to increase the value for customers over time.

AI 273

AI Artificial Intelligence Pricing SaaS 273

SaaStr

MAY 3, 2024

You may have to tweak the ratio based on how Enterprise or SMB you are, but roughly speaking, if your new customer growth is not growing half of your top line, you are shrinking in relevance and market share, and your future is at risk. You’re hiding in NRR.

Metrics 306

Metrics SaaS Scale Social Media 306

SaaStr

DECEMBER 1, 2023

SaaStr’s own Jason Lemkin shares the top 10 mistakes he sees during the hiring process during Workshop Wednesday, held every Wednesday at 10 a.m. But they might want to stick with SMB. We’re all comfy at home and doing Workshop Wednesday or in the office, but we’re all running distributed teams at some level.

Sales Hiring 162

Sales Hiring Sales Recruiting Sales Interviewing 162

SaaStr

APRIL 4, 2023

They had SMB positioning with an unfavorable LTV to CAC ratio. Not only did they bring in and convert more leads, but they also moved part of the customer base upmarket, increasing LTV and revenue. A Strategic Move Upmarket Another company CIPIO Partners invested in needed to make a strategic move. How did they solve the issue?

Scale 246

Scale Scaling Strategy Outbound Sales Team 246

Sales Hacker

SEPTEMBER 16, 2021

But during the last few years, new nomenclature has emerged, such as proof of value (POV), pilot, guided trials, and workshops that can cause confusion both with prospects and account executives as to what should be used to win the opportunity. Sales Profile: SMB to Commercial. Sales Profile: SMB to Commercial. Deal Size: Low.

Revenue 103

Revenue Sales SMB Engineering 103

SaaStr

JUNE 16, 2020

It’s available to everyone bringing in third party speakers, bringing in, we had Mark Cuban couple of weeks ago, we’re having Brene Brown for our SMB business, around empathy, and leading through courage. It’s the SMB space. And so Leading Through Change is a series we’ve launched. One, Salesforce Care.

Sales Hiring 216

Sales Hiring Scale SaaS Payments Payment Services 216

User Pilot

MAY 3, 2022

How is enterprise SaaS marketing different compared from acquiring and retaining users for an SMB? How is enterprise SaaS marketing different from downmarket/SMB-B2B SaaS marketing? Many large SaaS companies will go so far as to host conferences or workshops just to spread awareness across their target audience.

Enterprise 98

Enterprise Strategy Marketing SaaS 98

Intercom, Inc.

OCTOBER 24, 2022

Earlier this week, the Intercom team visited SaaStock Dublin for three days of incredible talks and informative workshops with the most exciting new SaaS companies in the industry. . Enterprise and SMB companies typically purchase in different ways and require different levels of support.

Strategy 91

Strategy Sales SMB SaaS 91

Sales Hacker

AUGUST 7, 2020

Showcase Workshop. Senior Vice President, Sales SMB. Sales Manager, SMB New Business Acquisition. VP, SMB Essentials Sales. Head of Sales – SMB New Business Acquisition. Dialog Semiconductor. Sarah Bennett. Trish Bertuzzi. Founder & CEO. The Bridge Group, Inc. Millie Blackwell. President and Co-Founder.

VP of Engineering 131

VP of Engineering Sales Recruiting Sales Hiring Payment Services 131

SaaStr

JULY 1, 2020

Then, we’ll end of the day with me and Stewart Butterfield and obviously Slack is doing well, but Slack also has a massive SMB base and its challenges. You’ll see a lot more of that added subsequently, but today, it’s basically workshops and discussions. That’s how it all works. Click on that on Zoom.

Merchant Services 265

Merchant Services Scale Sales Recruiting Sales 265

Sales Hacker

FEBRUARY 5, 2019

If you have a product that is absolutely crushing it in SMB/mid-market, you may be tempted to dive straight into the Enterprise market. SMB and Mid-Market orgs don’t have an analytics department with data scientists, so the technology fills the gap. SMB products tend to have similarly less flexibility or customization capability.

SaaS Payments 67

SaaS Payments Sales Hiring Enterprise Payments 67

Sales Hacker

OCTOBER 30, 2018

She helps SMB companies drive growth by incorporating the newest research and best practices to enable business owners to bring about sustainable change that leads to growth. She is adept at managing SMB, MM, and Enterprise sales coverage models, quota setting, and compensation plan design.

Sales Recruiting 111

Sales Recruiting VP of Engineering Scale Sales Hiring 111

SaaStr

AUGUST 12, 2020

We had SMB mid-market and enterprise teams, so we were attacking all those markets. Let’s see here, okay a question here. At the time that Microsoft bought the company, I want to say that we had about 50 AEs, so that should give you a sense. All right, let’s keep going.

Startup 299

Startup Software Review Scale Systems Review 299

User Pilot

AUGUST 6, 2024

Hosting webinars and workshops. HubSpot HubSpot is another CRM platform catering to all SMB and enterprise customers alike. It keeps users up to date with new feature releases , improves their skills, and, ultimately, allows them to realize the full product potential. Developing certification programs. Building a knowledge base.

Engagement 105

Engagement Retention Social Media Customer Lifetime Value 105

Stax

NOVEMBER 20, 2023

If you want to go the extra mile, organize product demos, mini-workshops, or interactive activities related to your products or services. The district’s staff and SMB owners team up to promote the Small Business Saturday event. Use a combination of signage, lighting, and creative arrangements to grab their attention.

Payment Methods 88

Payment Methods Merchant Services Payment Services Stax 88

yoursales

DECEMBER 12, 2018

PROFESSIONAL SALES SALES STACK 2019: THE TOOLS SALES STACK 2019: THE TOOLS I t’s 2019 and we’re back at the sales tools workshop, working out the best sales tools for your sales process. Mimiran – More Leads and More Deals for SMB Services Business. Mimiran – More Leads and More Deals for SMB Services Business.

Scale 100

Scale Payment Methods Payment Solutions Outsourcing Services 100

ChurnZero

OCTOBER 15, 2021

During one of our BIG RYG Hyper-Workshops on budgeting for Customer Success headcount, Kristen Hayer of The Success League, framed this shift by explaining that as a CS leader, you’re not running a happiness team, you’re running a revenue team. If you’re a startup or SMB, this sets you up with unrealistic NRR expectations.

Customer Success 97

Customer Success Benchmarks Scale Underperforming Technical Team 97

FastSpring

JUNE 11, 2024

So if you put yourself in the shoes of, you know, an SMB technology company and they wanted to keep it lean and mean in the beginning, what sort of affiliates would you recommend they say, you know, no, or not now to? Others do a loyalty and rewards program with a cross promotion so there’s a lot of different ways you can do it.

Sales Recruiting 113

Sales Recruiting Software Review Payment Solutions SaaS Payments 113

Sales Hacker

DECEMBER 30, 2019

Justin is the former SVP of sales at PatientPop and a current advisor to it, as well as a tremendous number of SMB SaaS companies. He then went on to help build PatientPop to over 60 million in recurring revenue and now he’s consulting to SMB businesses. Today on the show, we’ve got Justin Welsh.

Sales Hiring 53

Sales Hiring Revenue Scale Underperforming Technical Team 53