Born Multi-Product


Dave Yuan

Founder and Partner, Tidemark

More products = More fun!

“Multi-Product” is the holy grail for all software businesses, especially Vertical SaaS. Acquiring customers is usually one of the most expensive aspects of building any software company. Selling multiple products to the same customer allows you to amortize that sales and marketing expense, increasing ARPU and TAM. It also can deepen the customer relationship, increasing net revenue retention and driving lifetime value.  Further, in verticals with a smaller TAM, multi-product changes from a nice-to-have to a fundamentally necessary strategy for building a large business.

The good news is that Vertical SaaS vendors(VSVs) are inherently multi-product. Their merchant customers want a “single throat to choke” and by leveraging a control point, VSVs are well positioned to deliver multiple integrated products that reduce friction and cost. 

A multi-product strategy scales all the way to the size of a public company. To help investors understand the power of being multi-product, more and more publicly traded VSVs are disclosing multi-product usage in their customer base:

80% of gross profits came from sellers using 2 or more products, 38% came from sellers using 4 or more products with these sellers generating more than 10x the gross profit compared to those only using 1 product.

- Block (owners of Square) Q421 Shareholder letter

Despite (or perhaps because of) its power, going multi-product is one of the hardest transitions for a software company to make. A new product may sound trivial, but it is like starting an entirely new business. It can require significantly different capabilities and it needs to be reconciled with your current go-to-market. That is why very few software companies have multiple highly successful products. 

If going multi-product is the goal, the question turns to the when, what, and how of starting this journey.

When: ARPU vs. Locations?

The two locations and ARPU. Most companies are limited in resources, and opportunity cost is real. So when should you prioritize multi-product/ARPU growth over locations?

All situations are unique, but two concepts tend to drive the answer: control points and TAM. If you are confident you are focusing on the right control point and you have sufficient GTM economics, always default to prioritizing locations. If you truly occupy the correct control point, you will have the unfair right to sell other solutions later. Keep scaling locations until you see a horizon where location growth will decelerate.

At some point in your company's journey, you start hitting the ceiling of the location count in your geography, and growth slows.  As you saturate your ideal customer segments, you will start to see increases in customer acquisition costs (CAC) and close times. Well before that happens (ideally a couple of years before), you should consider expanding your geography or segment. Expanding tends to be high risk and requires a significant investment, so you want to give yourself a couple of years to get it right before your core location growth slows.

As you undergo a location penetration rate analysis , there are 3 things you need to do:

  1. Obtain 3rd partydata sources: Buy the directory lists to obtain underlying data from industry associations and census data. Then, integrate third-party data with your own internal CRM data.  The combination can provide more accurate data and an incredibly rich understanding of your ICP, TAM, and segment numbers and characteristics.
  2. Look hard at segments: Don’t fall in love with the big TAM vanity numbers from your investor deck. Make sure your immediate TAM covers the segments where you have a strong right to win.Beware the temptation of expanding your TAM past a point of reasonable customer profile fit.
  3. Think about it on an operational basis: TAM can be an ethereal concept. Ground it in the form of “At Bats”. Based on the total number of potential customers and how often they look for a new solution, how many at-bats might you get in a year? Map that through to the sales territory analysis. What’s your win rate, and how many at-bats does a sales rep need to hit quota? How many sales territories are available to you at the current win rate and efficiency levels? When you struggle to find territories for new reps, you are hitting TAM ceilings.

Once you determine the shape of the location TAM, you can honestly examine your product roadmap.

What: Next Product

What should be your second product? Strategy dictates you should pursue the second control point, if it is unoccupied or does not create customer or competitor backlash. VSVs typically have an abundance of logical expansion opportunities, many with significant demand, wide-open greenfields, and attractive economics. But don’t lose sight of the prize. You want to own the category. To do so, you must own the control points. If you have the resources, focus on locking down any potential competing control points first. 

‍ If there isn’t an obvious second control point, you can still use the control point concepts in ranking the options for the second product. There are three important variables to consider:

  • High Attach Rate & Compounding Gravity: The higher the attach rate, the higher the compounding of gravity. Remember the sources of gravity from the control points essay: an additional product should add to your data, workflow or account ownership, and compound on your control.

    Dandy co-founder Toni Oloko articulates this well:

It has to be the thing that… will build more gravity for Dandy, and make it something people will check every single day. We become more integrated, versus having something that has a 10% attach rate with really good economics for 10% of customers. We’d rather see something that has 40, 50, 60, 70, 80% of customers attaching… because you're trying to build gravity over the long term. I can then say we can now launch anything on top of this foundation that is so wild and so incredible over time.

  • Compounding Customer Benefits: There are some inherent benefits to organic multi- product done right. In a recent Stratechery interview, Rippling founder & CEO Conrad Parker does a nice job cataloging them—deep integration, shared services and capabilities, a common UX, and pricing and bundling opportunities.  

    However, the ideal second product is even more impactful – something where 1 + 1 = 5. In a perfect world, the second product not only leverages the product benefits mentioned above , but also inherently improves your core product. A great example is adding earned-wage access to payroll. Earned-wage access integrated into payroll benefits from lower friction and better underwriting, but is also a great feature for payroll.


  • Customer Love: Certain products enjoy higher engagement and NPS than others. Pay close attention to new customer NPS and onboarding ease, as they tend to set the tone of the relationship with a customer and, ultimately, the long-term cross-sell opportunity. Hone in on products that are critical during the merchant customer’s formation period. Relations early in the merchant’s life are incredibly strategic.

Even with these criteria, it isn’t always as clear as just grabbing hold of the control point. There is often a balance between acquiring control point positioning and monetizing on top of it. When you start thinking about monetization vs. control, consider the following patterns: 

  • Follow the Workflow: Use your current control point to expand into adjacent workflows. Merchants ideally want a single vendor, so it’s natural to add functionality onto where your current workflow ends. If your ultimate ambition is to extend through the value chain, extend your workflow towards the stakeholder you ultimately want to sell to (your customer’s customer, supplier, or employees).

  • Follow the Money is a specialized version of Follow the Workflow. Transaction flows can be the most important because money is involved. A VSV can add value by reducing friction and cost, creating automation and decisioning, and improving speed of payment.  Also, leverage tends to tip to the person paying the check, so too does the VSV benefit from buyer power when selling into adjacencies that are downstream of its merchant customer.

  • TAM Shark: Size and prioritize your merchant customer’s spend categories with other vendors. Build it early in your sales process and make adjacent vendors, spend amounts, and renewal dates a part of your account profiling and management process.

  • Sales Channel Considerations: Most of the time, the second product needs to be sold by your sales reps. Pick a product that works for your sales team: for example, higher ARPU will generally lead to more attention with the sales rep. A complementary value proposition that is on brand, easy for the sales reps to understand, and serves the same buyer will maximize sales buy-in.

You’ve now identified the locations and built the product. Figuring out the GTM is your final, crucial step.

How: Go-to-Market

Scaling multi-product is easier in Vertical SaaS, but it’s not without challenges.Ideally, you launch a new product, sales reps promote the new product to customers, and you go on to multi-product greatness. The reality is that sales reps have competing demands for their time and attention, and new products are unfamiliar and unproven. Your biggest internal task is to win the confidence and attention of sales reps so they give the product the chance it deserves. Here’s what we’ve seen work:

  • Sales Support: Focusing a team of specialist sales engineers on the new product brings expertise that builds sales rep confidence. Longer-term, you may want to get to a model with a single account owner to manage the customer experience, and some sales engineers who help you sell a specialized part of the platform. 

    One specific call out for payments: Payments products & pricing can be highly complex, and oftentimes you need to displace an incumbent provider. The area is sufficiently complex that in the early days, a VSV should field a specialized payments sales team.

  • Social Proof: Another way of creating confidence is through social proof. Start with a small seed group of reps with outsized pipelines and territories to sell the new product. Same quotas, but up to 2x opportunity, creates a great selling environment for the new products. Success and proof of demand will attract interest, and momentum begets momentum.
  • Pricing and Bundling: Make sure to think through multi-product pricing and bundling. Done correctly, it can increase overall ARPU for the VSV, lower effective cost for the merchant, and increase NPS. You want sales reps to see that higher ARPUs are the path to easier quota attainment. I’ve seen situations where within a year of a product launch, sales reps come to demand the new product to make quota. Pricing in general is a rich topic we will be covering more in-depth.
  • Compensation: Compensation is another powerful lever. The typical approach is to start with incentive programs, not a quota, to provide opportunity before accountability. Bundling (e.g., discounts for the new product) also provides a form of incentive for the merchant. When you do start layering in quotas, start with quotas for the management first, before the frontline representatives.
  • Stay Close to Sales Teams: Many companies create a sales representative counsel so that executives have regular feedback points from frontline sales teams. Certain sales technologies also allow senior executives and product managers to listen in on customer calls, and can provide data and analytics to identify and scale pockets of success. Separating product and sales will result in a disastrous new product rollout.
  • Product-Led Growth: Stealing concepts from Product Led Growth frameworks can also help. Be deliberate in determining your Land Product, which you lead with, and Expand Products, which you cross-sell to existing merchant customers, to drive focus and correct sequencing. As Tidemark Fellow Cameron Deatsch advises, look for engagement with administrative interfaces, as those can be moments when owners are open to new offerings. 

    A good Vertical SaaS example: When a store manager exports labor data to ADP, it is a great opportunity to merchandise integrated payroll. Likewise, understand the Customer Maturity Model: which solutions are most highly demanded, in which segments, at what stage in the company’s lifecycle. This will all help you understand which of your multiple products to push to whom and when.  

Share your thoughts

Multi-product is a massive opportunity and a huge topic. We will continue to add to this subject moving forward. In particular, we will focus on organizational models, product development, and Multi-Product pricing and bundling. We’ll also host small group, deep-dive sessions on multi-product go to market in our VSKP In Action series

We love the idea of bringing together a community to explore the boundaries of Vertical SaaS and are excited by what we can learn from each other. If you have thoughts or comments or want to get involved, reach out to us at knowledge@tidemarkcap.com. If you would like to keep updated as we publish these essays, sign up below.

Case Studies Relating to this Chapter:

Toast: Built to Serve


Born Multi-Product
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The information presented in this post is for illustrative purposes only and is not an offer to sell or the solicitation of an offer to purchase an interest in any private fund managed or sponsored by Tidemark or any of the securities of any company discussed. Companies discussed in these posts may include current Tidemark portfolio companies and/or prior investments made by Tidemark employees while at other investment firms. These companies identified above are not necessarily representative of all Tidemark investments, and no assumption should be made that the investments identified were or will be profitable. The information in this post is not presented with a view to providing investment advice with respect to any security, or making any claim as to the past, current or future performance thereof.

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