The five decisions, in order
Founders usually start with the channel question: should we do outbound, content, paid or partnerships? The answer depends on four earlier decisions, so we work through them first.
| Order | Decision | Output |
|---|---|---|
| 1 | Positioning | A written statement of who the product is for, what buyers use instead, and why yours is better for them |
| 2 | ICP and first segment | A list definition you can count and contact |
| 3 | Messaging | One message per role in the buying group |
| 4 | Channel | The one or two channels that fit your price and sales cycle |
| 5 | Sequence of motions | What you run in the first 30, 60 and 90 days, and what you add later |
One of our SaaS cases shows why the order matters. In #gtm-2, an HRTech company had a strong product, a message that did not land, and stalled pipeline. We rewrote the positioning from the buyer's point of view and launched a focused outbound motion behind it. The result was $1M in active pipeline inside 120 days (case #gtm-2). Outbound came after the positioning work.
Our GTM strategy service covers all five decisions. The sections below take them one at a time.
Positioning: start from what buyers use today
April Dunford, who wrote Obviously Awesome, defines positioning this way: "Positioning defines how our product is different and better than alternatives for a particular set of customers" (aprildunford.com; checked 18 October 2026). Her framework breaks positioning into component pieces. A summary of the book at Wudpecker lists them as competitive alternatives, unique attributes, the value those attributes deliver, best-fit customer segments, and a market category (Wudpecker). Heinz Marketing's summary of the book's ten-step process adds that the alternatives should include business as usual, since "customers don't always see competitors the same way that we do" (Heinz Marketing).
In practice, the alternatives step is where most SaaS teams go wrong. Founders list direct competitors. Buyers often compare you with a spreadsheet, a contractor, an existing platform or doing nothing. If your landing page argues against the wrong alternative, your outbound will too.
A short worksheet we use before any campaign:
- Name the three things your last ten wins used before you. Include "nothing".
- List what your product does that those options cannot, and mark each item only if you can prove it with a customer result or a demo.
- Turn each marked item into a value statement the buyer would repeat: hours saved, deals recovered, risk removed.
- Name the customers who care most about that value. Those are your best-fit segment.
- Pick the market category that makes the value obvious on first read.
The HRTech case followed this logic: the product was already strong, and the work was to rewrite the message around what buyers valued.
ICP and first segment
Positioning gives you a type of customer. The ICP turns it into a list: industry, company size, buyer title, and a signal that they need you now. Our guide to building an ICP for outbound covers the scoring in detail. This section covers the SaaS-specific choice, which is the segment.
Segment sets your economics. Bessemer Venture Partners' published guidance for cloud companies suggests CAC payback targets of under 12 months for SMB, under 18 for mid-market and under 24 for enterprise, and notes that enterprise customers tend to stay longer, which raises lifetime value (Bessemer; checked 18 October 2026). The same page reports an average CAC payback of 15 months for companies between $1M and $10M in ARR. These are general cloud benchmarks, so treat them as directional for your own segment. For a first segment, choose the one where a sales cycle you can afford meets a buyer who can say yes.
The first segment should be narrow, and widening comes later. In #gtm-6, an AI personalization platform sold into only a few verticals, and its positioning blurred in a competitive field. We rebuilt the go-to-market plan, expanded into more than 38 verticals and tied the messaging to demand we could see in each one. The addressable market grew tenfold and the work contributed to more than $3M of pipeline (case #gtm-6). Note the sequence: positioning and evidence of demand came first, and the long vertical list came after.
A long vertical list without a message for each vertical produces generic emails. Gartner's survey found that 73 percent of B2B buyers actively avoid suppliers that send irrelevant outreach (Gartner, 632 B2B buyers surveyed in August and September 2024; checked 18 October 2026).
Messaging for a buying group, not one buyer
SaaS purchases involve several people. Forrester's 2025 Buyers' Journey Survey, as reported by Digital Commerce 360 in January 2026, found that on average 13 internal stakeholders and nine external participants influence a B2B purchase decision (Digital Commerce 360; checked 18 October 2026). The report says the number rises for complex or strategic purchases. Definitions of "stakeholder" differ between research firms, so use the figure as a reminder that the person who replies to your email is rarely the only person who decides.
The same Gartner survey found that 61 percent of buyers prefer an overall rep-free buying experience. Gartner's advice to sellers is to offer unique guidance and act as a sounding board for buyers instead of handing over generic information. For an outbound message, that means saying something specific enough to start a useful conversation, and leaving the generic product description to your website.
For enterprise software we plan one message per role. An economic buyer gets the business outcome and the cost of the status quo. A technical buyer gets integration, security and implementation detail. A day-to-day user gets what changes in their week. In #gtm-4, an enterprise AI SaaS platform in a crowded category had trouble standing out or reaching decision makers. We used tight targeting, outreach to several stakeholders per account and positioning written for enterprise buyers. The result was $3.7M in pipeline (case #gtm-4).
Write the messages as separate emails, not one email with three paragraphs for three readers. The mechanics are in how to write cold emails that book meetings.
Channel selection by price and sales cycle
Channel choice follows from who you need to reach and how much a customer is worth. The table below is our working judgment, not a published benchmark.
| Situation | Channels we start with | Reason |
|---|---|---|
| Annual contract value in the tens of thousands, named buyer titles, defined accounts | Cold email plus LinkedIn, account research | You can list every target company and reach several people in each |
| Low price, self-serve signup, buyers who search for a category | Content and search, product-led onboarding, paid search | Volume of signups matters more than one-to-one contact |
| Product sits inside another platform's ecosystem | Partner referrals and marketplace listings | The partner already owns the relationship |
| New category, few buyers searching for it | Outbound first, content after | No search demand exists yet, so you have to go to the buyer |
For most of the SaaS companies we work with, which sell to companies with a defined buyer title, outbound is the fastest test of a strategy because it gives an answer in weeks. If a segment and message produce no positive replies after a few hundred well-targeted sends, the fault is in positioning, segment or offer, and you have learned that cheaply. If they do, you have something worth scaling.
Within outbound, pick email, LinkedIn or both based on how senior the buyer is and how much volume you need. Our multi-channel outbound sequence playbook covers the combination. The email side needs infrastructure first; see the cold email systems service for what that includes.
Sequencing motions across the first 90 days
A common failure is running everything at once: outbound, content, webinars and a paid test, with no way to tell which one produced the pipeline. We run one motion until it produces a signal, then add the next.
| Window | Motion | Decision it informs |
|---|---|---|
| Days 1 to 30 | Write positioning and the first segment definition. Run a small outbound test (a few hundred contacts). | Whether the segment and message get positive replies |
| Days 31 to 60 | Fix whichever of offer, segment or message the replies point to. Add LinkedIn for senior titles. | Whether the motion produces booked calls repeatedly |
| Days 61 to 90 | Scale the working segment. Start a second segment with its own message. Begin content built from the objections raised on calls. | Whether a second segment is worth its own list |
| After day 90 | Add channels that compound slowly: content, partners, events. | Which slow channel deserves a budget |
The order in our cases was the same: HRTech reached $1M in active pipeline in 120 days with positioning first and outbound behind it, and the AI personalization platform widened to more than 38 verticals only after the plan was rebuilt around visible demand.
Track the motion by stage, not by activity. How to read each stage is in outbound metrics and benchmarks.
Questions
What is the first step in a B2B SaaS go-to-market strategy?
Positioning. Write down what your buyers use today, what you do better for them and which customers care most about that. Everything else, including ICP, messaging and channel, depends on it.
Should a SaaS company start with outbound or content?
If you sell to defined buyer titles at companies you can list, outbound gives you an answer in weeks. Content and search take longer to compound, so most teams add them once outbound shows which segment and message work.
How many ICP segments should we target at first?
One. Prove that a single segment books calls repeatedly, then add a second with its own message. Our AI personalization platform case expanded to 38+ verticals only after the plan had been rebuilt around demand visible in each one.
How long does it take to see pipeline from a new GTM strategy?
It varies with the sales cycle. In one HRTech SaaS engagement, rebuilt positioning and a focused outbound motion produced $1M in active pipeline in 120 days. Early signals such as positive replies appear in the first month.
Sources
- April Dunford: Home page (definition of positioning)
- Wudpecker: Obviously Awesome, the guide to perfecting your product positioning
- Heinz Marketing: 10 step positioning process, an Obviously Awesome book summary
- Gartner: Sales survey finds 61% of B2B buyers prefer a rep-free buying experience
- Digital Commerce 360: Forrester on B2B buying and AI in 2026
- Bessemer Venture Partners: Scaling to $100 million
Worked examples are illustrations unless a case study is linked. How we write and check these pages.