Headings: Let Evaluators Find the Answer and Get the Message

Junho Cho · · 13 min read

Contrl is built by Cliwant, the company that leads the APMP Korea Chapter.

Picture an evaluator with a score sheet of 25 criteria and six proposals to read by Friday. For criterion 3.4, she has two questions: where is the answer, and is it any good? Your headings answer the first question before she reads a single sentence of body text. Done well, they start answering the second one too.

Illustration: an evaluator holds a scoring sheet with a column of checkboxes; orange lines connect each box to a matching tab on the side of a proposal binder, and the first two boxes are ticked
When the headings match the score sheet, every answer has a tab.

A proposal heading has two jobs: help the evaluator find the answer, and tell them why the answer matters. The APMP Body of Knowledge compares headings to the headlines of a newspaper or a web page. A reader who only scans them should still get the outline of your story, and a proposal that is easy to navigate is easier to score. Findability comes first, because an answer an evaluator can't locate earns nothing. The message comes second, wherever the rules leave you room.

This series works through the APMP Body of Knowledge as summarized in the APMP Foundation Study Guide. Episode 17 was about writing so the evaluator understands you on the first read. This one moves up a level, to the lines a reader sees before any sentence: the headings.

What headings do for evaluators

The Study Guide lists five things compelling headings achieve. In my words:

What a heading doesWhy the evaluator cares
Breaks up long textA wall of prose becomes sections the reader can take one at a time
Makes key information easy to findThe answer to each question sits where the reader looks for it
Simplifies complex materialA clear label tells the reader what a dense passage is about before they start it
Makes scoring easierThe evaluator can match a criterion to a section without hunting
Guides the reader through your storyRead in sequence, the headings alone carry your argument

Good headings, the guide adds, convey a clear message, catch attention, and speak to the evaluators' hot buttons or to specific requirements. They are also the obvious place to put your benefits and discriminators (see episode 9).

Two kinds of reader rely on them. Formal evaluators score particular responses against stated evaluation criteria, so they need to land on the right answer quickly. Informal evaluators, such as a senior manager or a user who reads part of the proposal, go straight to the topics they care about. Clear headings serve both: one navigates by criterion, the other by interest.

Rule one: follow the RFP's headings

Before you write a clever heading, check what the bid request tells you to do. The Study Guide's first best practice is plain: follow the instructions exactly, including the heading wording, the numbering scheme and the number of heading levels.

If the instructions don't set a heading format, use the main headings and subheadings of the bid request itself, in the same order. When your headings mirror the topics and sequence the evaluators are working from, finding the response to each evaluation question takes seconds. There is one sensible exception: don't copy the RFP's mistakes. If it misspells a word or skips a number, fix it.

Why insist on this? Because the evaluator built the score sheet from the RFP, not from your proposal. Every time your outline differs from theirs, the evaluator has to translate, and translation costs patience. This is the same logic as the compliance matrix in episode 12: each requirement has one place to be answered, and the evaluator should know where that is without asking.

Active headings: keep the label, add the message

Following the RFP's headings doesn't always mean stopping there. Where the instructions allow it, you can keep the RFP's wording and extend it with a supporting detail that states a benefit. The Study Guide calls these benefit-led versions active headings: their purpose is to pull the reader into the section that follows. Here is an example written for this article:

Exact RFP heading (when dictated)Active heading (when the rules allow)
4.0 Service Desk4.0 Service Desk: One Number, Answered Within 30 Seconds, Day and Night
4.1 Staffing4.1 Staffing: 12 Agents Who Already Know Your Systems
4.2 Escalation4.2 Escalation: Urgent Faults Reach an Engineer in 15 Minutes

Notice that each active heading still starts with the RFP's number and label. The evaluator finds 4.2 exactly where it should be; the added words tell them what they get. If the instructions dictate exact headings, use them unchanged and move the message into the first sentence below the heading instead.

Put benefits and discriminators in the heading

The Study Guide calls benefits and discriminators the most important message you have to deliver to evaluators. A heading is where many readers meet that message first, and for a skimming reader it may be the only place they meet it. So use headings to catch attention and to say what sets you apart.

Names your product

"Introducing FieldTrack 5.0, Our Next-Generation Inspection Platform"

Names their gain

"FieldTrack 5.0 Puts Inspection Reports Online Before Inspectors Leave the Site"

The first heading is about the bidder: a product name and a version number. The second is about the customer: what changes for their inspectors and how fast. Both are short, but only the second gives an evaluator a reason to read on, and a phrase to copy into their score justification. This is the same move episode 8 made for theme statements, compressed to a single line.

Illustration: an evaluator in an orange jacket glances past a gray sign labeled Our product, showing a cardboard box, and points with interest at an orange sign labeled Your gain, showing a clock, a check mark and a smiling inspector with a tablet
A product name gets a glance. What the customer gains gets read.

Informative or telegraphic headings

The Study Guide distinguishes two styles and gives each a place.

Informative headingTelegraphic heading
What it isA short statement of content and benefitA bare label
What it doesSignals a new topic, shows the benefit, can link a feature to a benefit and name a discriminatorMarks a standard part of the document
Where to use itSections where you are making your caseExecutive summary, overview, technical volume, appendices, clarifications
Example"Two-Stage Data Checks Catch Errors Before Go-Live""Appendices"

Informative headings let evaluators see at once what a section contains and what their organization gains from it, which keeps them reading. Telegraphic headings are less engaging, but nobody needs to be persuaded to open the appendices. Use the label where a label is all the reader needs.

Illustration: an evaluator studies an orange-framed signboard showing a gear, an arrow and a rising bar chart; beside it stands a plain gray filing cabinet whose drawer carries a small label reading Appendices
Tell a story where you make your case. A plain label is enough for the appendices.

Verbs for action, nouns for answers

The grammar of a heading also sends a signal.

Answering a key question in the heading itself is one of the most useful habits in this chapter. It saves the evaluator from reading a full section to find a single fact, and it puts your answer in the place they are most likely to see it.

Section introductions: an informal table of contents

A short paragraph at the start of each section tells evaluators what the section is about and what to expect in it. Proposal professionals call it a section introduction or an informal table of contents. It works like the legend on a map: read it first, and the subheadings that follow make sense at once.

The rule that makes it work is simple: the subheadings should repeat the wording of the introduction's topic list exactly. Here is an example written for this article:

5.0 Training

Your RFP asks for every clerk at the 14 district offices to be using the new case system within ten weeks of go-live. Our training plan covers:

5.1 Training District Trainers
5.2 Running Hands-On Clerk Workshops
5.3 Supporting Clerks in Their First Month
5.4 Measuring Readiness Before Go-Live

Further down, the subheadings keep those words and add what is specific: "5.1 Training District Trainers in Two Groups of Seven", "5.2 Running Hands-On Clerk Workshops at Every Office", and so on. The evaluator who read the list can jump straight to the item they need.

The weak point is maintenance. When a writer adds, removes or renames a subsection late in the schedule, the introduction quietly goes out of date. The Study Guide's advice is to recheck the introduction whenever a section or one of its headings changes, so the list and the headings always match.

Illustration: a hand holds an unfolded street map; a legend in the corner lists the numbers 1 to 4, and four orange flags with the same numbers mark stops along a dotted route
Read the legend first, and every flag on the map makes sense.

A short introduction under an active heading

Some bids are long questionnaires, where the format leaves little room for a story. There, the Study Guide suggests short introductions at the start of major sections, within the rules, that summarize the key points to come. A few sentences under a strong heading can shape the evaluator's view before they reach the detailed answers. An example written for this article:

This section answers each of the 42 security questions in your RFP. Every answer meets your requirements in full. You will also see how our security lead joins your quarterly risk review, so you see findings as they emerge rather than in an annual report.

Three sentences: what the section contains, that it is compliant, and one discriminator the customer will value. The evaluator starts the detail already knowing what to look for.

Build a clear hierarchy

Heading levels are a promise about how ideas relate. A second-level heading should clearly belong to the first-level heading above it, and a third-level heading to its second-level parent. If a subheading could sit under any section, the structure is confusing the reader.

  1. Number your headings in longer proposals. The Study Guide notes that numbering helps evaluators find responses in proposals of more than about ten pages.
  2. Stop at three levels. Beyond that, readers lose track of where they are. 2.3.1 is fine; 2.3.1.4 is a warning sign.
  3. Use run-in headings below the third level. A run-in heading is a short phrase in bold or a larger size at the start of a paragraph, followed by a period or colon and then the text. It gives the effect of a new subhead without adding a level.

For example, under "2.3.1 Migration Testing" you might write: Volume test. We load a full copy of last year's records and compare totals line by line. Rollback test. We reverse the migration in the test environment and confirm the old system restarts cleanly. Two subtopics, no fourth level.

Illustration: three heading bars step down and to the right, labeled 2, 2.3 and 2.3.1 and joined by connector lines, with a person looking down from the top bar; a fourth, dashed bar below is crossed out with an orange X
Three levels the reader can follow. A fourth is one too many.

Keep headings consistent

Headings can sit left, right or centered, be indented or run in. The style matters less than consistency: every heading at the same level should look the same throughout the proposal. If one heading is bigger, bolder or a different color than its peers, there should be a reason, or the reader will look for a meaning that isn't there.

When you do need to distinguish levels, the Study Guide gives an order to vary them in, from first choice to last: font size, then bold, then color, then italics, then a change of font, then all capitals, and finally underlining. In practice most proposals need only the first two or three.

Parallel form

Headings should also be grammatically consistent. Parallel form means phrasing similar items in a similar way, so the evaluator can move through the proposal without stumbling over shifts in structure. An example written for this article, for a section about a records system:

Not parallelParallel
Why Are Records Getting Lost?Where Records Get Lost Today
Our Scanning ApproachHow We Scan the Backlog
Getting It Done by JuneWhen Each Office Goes Live
CostsWhat Each Phase Costs
The PeopleWho Leads Each Phase

The left column mixes a question, a noun phrase, a gerund and two bare labels. The right column uses one pattern, a question word followed by a statement, so the headings read as a set. Any consistent pattern works; what matters is choosing one and keeping it.

Consistency is easier to keep when it is built in. The Study Guide recommends that proposal teams maintain their own library of heading styles, so every writer and every proposal starts from the same templates.

Common mistakes

  1. Renaming the RFP's sections. A heading that is more elegant than the RFP's but no longer matches it makes the evaluator search. Keep the RFP's label and add to it.
  2. Writing headings about yourself. Product names, version numbers and "Our Approach" tell the evaluator nothing they can score. Say what the customer gains.
  3. Letting the section introduction drift. A topic list that no longer matches the subheadings is worse than no list, because it sends the reader to sections that don't exist.
  4. Too many levels. If you reach a fourth level, use run-in headings or split the section.
  5. Mixed patterns. Questions, labels and sentences side by side at one level make the structure harder to see. Pick a pattern for each level.

Checklist for your next proposal

  1. Read the heading instructions in the RFP: wording, numbering and levels. If they're dictated, follow them exactly.
  2. If they aren't, copy the RFP's headings and order into your outline, correcting only obvious errors.
  3. Turn content headings into active headings where allowed: keep the RFP's label and add one benefit or discriminator.
  4. Answer direct questions in noun headings, keep verb headings in one tense, and remove question headings.
  5. Use telegraphic labels only for standard sections such as appendices.
  6. Write a short introduction for each major section whose topic list matches the subheadings word for word, and recheck it after every edit.
  7. Number headings and stop at three levels; use run-in headings below that.
  8. Check each level for visual and grammatical consistency, and save your heading styles in a shared library.
  9. Read only the headings, top to bottom. Do they tell your story, and could an evaluator score from them?

Where Contrl fits

A good heading is both findable and meaningful, and in Contrl those two jobs are kept apart so neither gets lost. The section numbers and titles come from the RFP: when you upload it, Contrl extracts the required outline and evaluation criteria and maps every requirement to a section of that outline, so the evaluator finds each answer where the RFP put the question. That leaves each slide's headline free to carry the message, built from the win theme and the key sentence you chose for the section. Each page also cites the RFP requirements it answers, so even a headline that leaves the RFP's wording behind stays traceable to the item being scored.

Anatomy of the top of one slide. 1, Findable: the section number and title, 2.3 Data migration, follow the RFP's required outline. 2, Message: the headline, Every record is checked twice before the switch, states the benefit drawn from the win theme. 3, Traceable: a tag cites RFP requirements 2.3-1 and 2.3-2
The outline makes the page findable; the headline makes it worth reading.

Next in the series

Headings tell the evaluator where to look. Graphics show them the idea before they read it. Episode 19 covers Graphics: why a proposal visual is a design tool you draft early, not decoration you add at the end.

This article is an independent study companion based on the APMP Foundation Study Guide, version 4.2 (© 2025 APMP), which summarizes the APMP Body of Knowledge. It paraphrases and comments on that material and is not endorsed by APMP. The evaluator scene, all example headings (service desk, FieldTrack, parallel headings and others), the training-section introduction, the security-questionnaire introduction and the run-in heading example were written for this article, and their figures are illustrative; no customer is named. For the authoritative text and certification information, see apmp.org.

FAQ

What makes a good proposal heading?
A good proposal heading lets an evaluator find the response to a requirement immediately and tells them what they gain from it. In the APMP Body of Knowledge, effective headings break long text into manageable parts, make important information easy to locate, simplify complex material, make the proposal easier to score and guide the reader through the proposal's story. The best ones are informative, numbered and consistent in structure.
Should I use the exact headings from the RFP?
Yes, wherever you can, and always when the instructions specify them. Follow the required wording, numbering scheme and heading levels. When the instructions don't set a heading format, use the RFP's main headings and subheadings in the same order, so evaluators find each answer where they expect it. Don't repeat obvious errors such as misspellings or wrong numbers. Where the rules allow, you can extend an RFP heading with a benefit, which turns it into an active heading.
What is an active heading in a proposal?
An active heading keeps the topic label an evaluator is looking for and adds a short benefit or discriminator, so the heading carries part of your message. For example, "4.0 Service Desk" becomes "4.0 Service Desk: One Number, Answered Within 30 Seconds, Day and Night". Its purpose is to draw the reader into the section. Use active headings only where the bid instructions do not dictate exact headings.
How many heading levels should a proposal have?
No more than three. Numbered headings help evaluators find responses in proposals longer than about ten pages, but more than three levels starts to confuse readers. Below the third level, use run-in headings: a bold or larger phrase at the start of a paragraph, followed by a period or colon and the text. Second- and third-level headings should clearly belong to the heading above them.
What is an informal table of contents?
It is a short introductory paragraph at the start of a section that tells evaluators what the section covers, often with a list of its topics. The subheadings that follow should use exactly the same wording as that list, so the reader can navigate by it. Check the introduction every time you add, remove or rename a subsection, so the list and the headings never drift apart.

You make the call. AI writes the proposal.

Upload an RFP and Contrl works through it with you, from analysis and strategy to the slides. Your first proposal is free.

Get started free →