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✨ Lemkin (@jasonlk) June 16, 2025 The Top 3 Reasons AI Sales Tools “Don’t Work” (Spoiler: They Actually Do, If You Use The Tools Properly) I get this question at least 3x a week: “Jason, we tried AI sales tools and they just don’t work. I’ve been in B2B and Saa sales for 15+ years.
And, when you do, do you even think about sale tax compliance? vary on how they handle sales tax and SaaS. It can be confusing to understand how and where you should charge sales tax. Let’s explore a few more ways in which sales tax compliance could impact your growing business. Here’s why you should. .
The Next Big Thing in AI Compliance: What ISO 42001 Means for Your SaaS Company The Cold Hard Truth About AI Risk in SaaS Picture this: Your product team’s AI chatbot gets breached. It’s marketing gold and enterprise sales rocket fuel. The Bottom Line ISO 42001 isn’t just another compliance checkbox.
Dear SaaStr: What Are Some Tips For Shortening Enterprise Sales Cycles? A bit more on that here : How to Cope With Long Sales Cycles But there are plenty of things that help : Hire a VP of Sales with Enterprise Experience : A great VP of Sales who’s closed deals at your price point can shave months off your sales cycle.
Traditional product sales training doesn’t always work for dispersed sales reps who can’t attend Demo Days or Lunch ‘N Learns. Choosing the right product sales training partner will have a significant impact on sales reps’ expertise and results. Verify compliance and comprehension. Drive more sales.
If you’ve been in sales before, you know, you always get objections from prospects. It’s just part of sales. But as a compliance application, we found that at least for today, it decreased compliance when the end user had to download the app. What is valuable is hearing the criticism as objections.
Dear SaaStr: What Should I Do in a Sales Audit? A sales audit should be comprehensive and focus on identifying strengths, weaknesses, and opportunities across your sales process. Sales Process Efficiency : Analyze how well your sales process is working. Are customers satisfied with the sales process?
When I look at the VP of Sales / CRO that didnt work out the past 12-18 months across the SaaStr Fund portfolio and my ecosystem, one thing stands out. And its an old SaaStr theme: #1: You have to hire folks in sales where their last job was harder. Security compliance? There may exceptions at rocketships. You often fly.
Training dispersed sales reps about your products is challenging, costly and hard to measure. Choosing the right product sales training partner will have a transformative impact on sales reps’ expertise and success. Effective Product Sales Training will: Simplify information and deliver it quickly and effectively.
This committee evaluates AI tools and use cases for security and compliance before deployment. Go-to-Market : Use dedicated incubation teams before scaling to core sales 4. AI Adoption : Legal and compliance stakeholders should be partners, not obstacles 7.
Here’s why domain data matters: Tighter accuracy gains : Domain-specific data allows you to optimize for specific use cases while maintaining general capabilities Vertical specialization : Different industries have different needs – Dialpad can tune their models for sales teams vs. support teams Competitive moat : While anyone can access (..)
You need: Sales leaders who understand complex, multi-stakeholder deals Customer success teams ready for high-touch support Legal expertise for enterprise contract negotiation Product leaders who can balance current needs with future vision Pro tip: Hire enterprise reps in pairs.
Moving from AI pilots to production-grade implementations requires solving hard technical problems around data pipelines, security, compliance, and workflow integration. This favors companies with strong enterprise sales capabilities over those relying on viral adoption. Price pressure is coming.
Longer sales cycles. Slow-moving compliance reviews. Every go-to-market team knows the frustrations that come from a drawn-out sales process. Larger buying committees. How can you speed it up?
Probably the biggest challenge in vertical SaaS I see is scaling the sales team. It’s pretty easy to hire SaaS sales execs to sell … a SaaS sales product. At the same time, it’s very hard to turn a domain expert that doesn’t know sales into a great SaaS salesperson. Plan to be in founder-led sales mode longer.
Key areas to watch: Model Efficiency Innovations Enterprise Data Integration Tools Vertical-Specific AI Platforms Industry-Specific AI Applications Governance and Compliance Solutions As always in SaaS, the winners will be those who can move quickly while building sustainable, differentiated solutions.
So you’re hiring your first few sales reps in the early days? Before you have a great VP of Sales? So you need a very certain type of sales rep. Not during founder-led sales. The #1 trick to making sure your first sales reps work out? But I’ve just never seen early sales rep execl that do this.
Dear SaaStr: How You Deal With Long Sales Cycles, E.g. 7-8+ Months? You cannot force 9 month sales cycles into 9 days. This is why “pipeline” doesn’t make any sense to start-ups, not really, but makes total sense for BigCo sales executives. Crazy discounting and high pressure sales tactics don’t work on long sales cycle deals.
Our comprehensive article delves into the merits and challenges of Payment Facilitators (PayFac) versus Independent Sales Organization (ISO) registration. Delve deeper into issues of scalability, compliance, and setup. Understand the nuances of speedy onboarding with PayFacs and the enterprise value advantages of ISOs.
The B2B Reality : You’re no longer selling to innovation teams with small budgets—you’re competing for the same enterprise IT dollars as traditional software, which means enterprise sales cycles, security requirements, and procurement rigor are now table stakes.
By BluLogix Team Revenue Recognition: Ensuring Compliance and Accuracy What is RevRec and how does it impact accurate reporting for compliance and financial integrity? Regulatory Compliance : Compliance with accounting standards is crucial to avoid legal issues and penalties.
Align sales comp with net revenue retention, not initial ACV 3. Lead with integration capabilities and security compliance, not just business outcomes 5. Your real buyer is probably the VP of Marketing or Head of Sales who can approve a $75K annual spend without CFO sign-off 7. Buyers have already done their homework with AI 8.
Canva Head of Sales and Success for EMEA, Jorge Bestard, and Head of Strategic Sales for EMEA, Daniela Nyarko, share Canva’s journey from PLG to Enterprise, strategies to navigate the PLG trap, and why it’s so attractive. You get traction in the market and raise a round to build a marketing and sales team.
How can you bridge the gap between sales and tech to drive customer success? Sarah Polan, EMEA Field CTO at HashiCorp, and Louise Fellows, VP NEMEA at HashiCorp, explore the relationship between Field CTO and sales to help you understand why it exists and how you can leverage this relationship when you have a highly technical product.
The companies have integrated FastSpring’s global localized payments and compliance platform with Nexus’ industry leading creator-powered web shops. A global payments & compliance orchestration platform that will allow your players to transact in the currencies and local payment methods that work best for them.
Further still, if you want redundancy in your ability to accept cross border payments — which everyone should have to ensure they never lose sales to payment system down time — this at least doubles your complexity in each region. You can’t get fast, meaningful revenue expansion with slow, piecemeal geographical expansion.
billion valuation after 175M round Scale AI : $29 billion valuation / “sale” with Meta’s $14.3 Industry observers like Josh Bersin remain skeptical about replicating complex systems like Workday’s payroll and compliance frameworks. billion total funding, $157 billion valuation Anthropic : $8.4
Contact sales Some of the key characteristics of vertical SaaS include: Industry-specific solutions. Functionality Vertical solutions are built with industry-specific workflows and compliance needs in mind. With clearer value props, tailored pricing, and purpose-built features, your sales and marketing spend goes further.
Key Functions with High Impact Generative AI is revolutionizing sales by enabling dynamic pricing and personalized customer interactions, boosting conversion rates and customer satisfaction. Post-sale, AI analyzes customer data to improve service and loyalty, making it a cornerstone of modern sales methodologies.
So how do you simplify and speed up your sales cycles? He started as the first sales hire at TripActions when the company was small and he helped scale the business to 5,000 customers, 1,200 employees and a $5 billion private valuation. Read on for Michael’s insightful advice for driving faster sales cycles. Sales Enablement.
But here’s the real kicker: PLG isn’t just another sales motion. The “SaaS Era” – Online trials, SEM/SEO, inside sales GTM 3.0: The “SaaS Era” – Online trials, SEM/SEO, inside sales GTM 3.0: It’s not just product or sales – it’s operational excellence.
The master merchant establishes a relationship with a payment processor or acquiring bank and is responsible for ensuring compliance with payment regulations, handling transaction processing, and managing risks associated with payments on behalf of the sub-merchants. fraud prevention, and risk management.
FastSpring allows you to offload the complexity of global payments, sales tax and VAT compliance, player payments support, and many other aspects of payments management. Spend less time managing your payments and compliance and more time making great games!
Spend less time managing your payments and compliance and more time making great games: FastSpring is a payments partner you can trust for your players and which you can use to sell games or in-game items on your website, web shop, or embedded directly into your game with fully customizable and branded checkouts.
Avalara manages a big problem — tax and related compliance automation. It’s in many ways the hardest way to do it (direct sales to SMEs), but like HubSpot, Avalara has made it work well. They earn commissions and are offered dedicated sales, marketing and training support. And growth is strong. market cap.
It is already daunting to steer your company through the whirlwind of sales tax. So why is SaaS sales tax so challenging? The reason is, there doesn’t exist any single standardized system internationally to preside over SaaS sales tax. The SaaS businesses have to navigate through the world of tax compliance themselves.
A lot of customers really do need SOC-2, HIPAA and other compliances. Here’s the fundamental flaw in SaaS sales, that as founders and executives you need to try to address: SaaS sales is seen as way, way too transactional. SaaS sales reps see everything as a “deal” It’s not to customers.
For many current large language models, once they are exposed to domain-specific challenges or niche inquiries—like in-depth product troubleshooting or compliance-related questions—they can stumble. That’s because their training data, while vast, may lack the level of granularity found in specialized enterprise environments.
Replace manual GRC efforts, reduce costs, and save time preparing for audits and maintaining compliance. Drata is the world’s most advanced security and compliance automation platform with the mission to help companies earn and keep the trust of their users, customers, partners, and prospects.
Stephanie Couzin, the VP of GTM Strategy and Ops, and Roderick De Greef, the VP of Sales and GM EMEA, share Lucid’s transition from a PLG company to a PLG and Sales-Led company. They talked to customers and peers in the industry to build an inside sales motion. This is where product-led sales comes in.
Many net-new purchases are for data security, compliance, risk management, and AI-powered tools. Compliance : The cost of GDPR compliance has totaled around $9B globally since its introduction. However, it’s not as simple as moving the money; since budgets are getting bigger, sales teams must support those budgets.
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