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The Dirty Dozen 
Roadmap Roadblocks 
Roadmapping 312 
Bruce McCarthy 
Founder & Chief Product Person, Reqqs 
www.reqqs.com
Bruce McCarthy
What is a Roadmap?
A good roadmap 
inspires
It keeps you on 
course when 
storm clouds 
threaten
“Is this more important than what’s 
already on the roadmap?”
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
The Dirty Dozen 
1. Being Too Agile 
2. Prioritizing on Gut 
3. Over- or Underestimating 
4. No Strategic Goals 
5. Inside-out Thinking 
6. Trying Too Hard to Please 
7. Focusing on Features 
8. No Buffer 
9. Playing Catch-up 
10. Not Getting Buy-in 
11. Being Too Secretive 
12. One Size Fits All
1. Being Too Agile
“Plans are worthless, but 
planning is everything.” 
Dwight D. Eisenhower, 1957
2. Prioritizing on Gut
Value / Effort 
= Priority
3. Over- or Underestimating
4. No Strategic Goals
Ask yourself: 
“Why are we 
doing this product 
in the first place?”
Deriving Product Goals from 
Company Goals 
Improve 
Student 
Outcomes 
Serve 
Sm-Md 
Districts 
Improve 
Customer 
Satisfaction 
Increase 
New Wins 
Improve 
Engagemen 
t 
X X X 
Measure 
Usage 
X X 
Show 
Results 
X X X X
5. Inside-out Thinking
A roadmap 
demonstrates your 
commitment to 
solving problems 
for a specific 
market
6. Trying Too Hard to Please
Roadmaps are 
not a popularity 
contest
7. Focusing on Features
Keep Things Simple 
Fewer steps in the check-in, check-out 
process 
Streamlined workflow 
High-level, few words
Keep Things Simple 
Quicker access to your data 
A list of access points 
and time stats 
Consolidate details
Keep Things Simple 
Support millions of colors 
Match your branding 
Make the benefit obvious
8. No Buffer
9. Playing Catch-up
1. Be a category 
of one 
Analyze your losses 
Scare yourself
10. Not Getting Buy-in
Shuttle diplomacy
Eng 
UX 
Marketing 
Services 
Sales 
HR 
Finance 
BD 
Customers 
Partners 
Analysts 
Your Boss 
C-Suite 
Other 
Tech PMs 
Lead 
Legal 
Architects
11. Being Too Secretive
12. One Size Fits All
Roadmaps should 
come in flavors for 
different markets, 
but all made from 
the same basic 
ingredients
13. No Story
Your roadmap 
should tell the 
story of how you 
will make people 
(and yourself) 
successful
The Dirty Dozen 
13. No story 
1. Being Too Agile 
2. Prioritizing on Gut 
3. Over- or Underestimating 
4. No Strategic Goals 
5. Inside-out Thinking 
6. Trying Too Hard to Please 
7. Focusing on Features 
8. No Buffer 
9. Playing Catch-up 
10. Not Getting Buy-in 
11. Being Too Secretive 
12. One Size Fits All
Product X is focused on solving 
problem Y best for market Z 
H1‘14 H2’14 2015 2016 
Benefit A 
Likely Feature 1 
Likely Feature 2 
Likely Feature 3 
Benefit B Benefit D 
Benefit E, 
Phase II 
Benefit C 
Benefit E, 
Phase I 
Benefit F 
Weaselly Safe Harbor Statement
The Wombat Garden Hose is focused 
on perfecting the landscapes of 
affluent Americans 
H1‘14 H2’14 2015 2016 
Indestruct-ible 
hose 
20’ length 
Easy connections 
No-kink armor 
Delicate 
Flower 
Management 
Putting Green 
Evenness for 
Lawns 
Infinite 
Extensibility 
Severe 
Weather 
Handling 
Extended 
Reach 
Permanent 
Installations 
Weaselly Safe Harbor Statement
Discussion & Feedback
I Help Product People 
Team coaching via UpUp Labs 
Tools: Reqqs - the smart roadmap tool 
for product people 
Blog: ProductPowers.com 
Slideshare.net/bmmccarthy 
Twitter: @d8a_driven 
Email: bruce@reqqs.com 
Want to chat?: 
sohelpful.me/brucemccarthy
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire
Roadmaps That Inspire

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Roadmaps That Inspire

  • 1. The Dirty Dozen Roadmap Roadblocks Roadmapping 312 Bruce McCarthy Founder & Chief Product Person, Reqqs www.reqqs.com
  • 3. What is a Roadmap?
  • 4. A good roadmap inspires
  • 5. It keeps you on course when storm clouds threaten
  • 6. “Is this more important than what’s already on the roadmap?”
  • 11. The Dirty Dozen 1. Being Too Agile 2. Prioritizing on Gut 3. Over- or Underestimating 4. No Strategic Goals 5. Inside-out Thinking 6. Trying Too Hard to Please 7. Focusing on Features 8. No Buffer 9. Playing Catch-up 10. Not Getting Buy-in 11. Being Too Secretive 12. One Size Fits All
  • 12. 1. Being Too Agile
  • 13. “Plans are worthless, but planning is everything.” Dwight D. Eisenhower, 1957
  • 15. Value / Effort = Priority
  • 16. 3. Over- or Underestimating
  • 18. Ask yourself: “Why are we doing this product in the first place?”
  • 19. Deriving Product Goals from Company Goals Improve Student Outcomes Serve Sm-Md Districts Improve Customer Satisfaction Increase New Wins Improve Engagemen t X X X Measure Usage X X Show Results X X X X
  • 21. A roadmap demonstrates your commitment to solving problems for a specific market
  • 22. 6. Trying Too Hard to Please
  • 23. Roadmaps are not a popularity contest
  • 24. 7. Focusing on Features
  • 25. Keep Things Simple Fewer steps in the check-in, check-out process Streamlined workflow High-level, few words
  • 26. Keep Things Simple Quicker access to your data A list of access points and time stats Consolidate details
  • 27. Keep Things Simple Support millions of colors Match your branding Make the benefit obvious
  • 30. 1. Be a category of one Analyze your losses Scare yourself
  • 31. 10. Not Getting Buy-in
  • 33. Eng UX Marketing Services Sales HR Finance BD Customers Partners Analysts Your Boss C-Suite Other Tech PMs Lead Legal Architects
  • 34. 11. Being Too Secretive
  • 35. 12. One Size Fits All
  • 36. Roadmaps should come in flavors for different markets, but all made from the same basic ingredients
  • 38. Your roadmap should tell the story of how you will make people (and yourself) successful
  • 39. The Dirty Dozen 13. No story 1. Being Too Agile 2. Prioritizing on Gut 3. Over- or Underestimating 4. No Strategic Goals 5. Inside-out Thinking 6. Trying Too Hard to Please 7. Focusing on Features 8. No Buffer 9. Playing Catch-up 10. Not Getting Buy-in 11. Being Too Secretive 12. One Size Fits All
  • 40. Product X is focused on solving problem Y best for market Z H1‘14 H2’14 2015 2016 Benefit A Likely Feature 1 Likely Feature 2 Likely Feature 3 Benefit B Benefit D Benefit E, Phase II Benefit C Benefit E, Phase I Benefit F Weaselly Safe Harbor Statement
  • 41. The Wombat Garden Hose is focused on perfecting the landscapes of affluent Americans H1‘14 H2’14 2015 2016 Indestruct-ible hose 20’ length Easy connections No-kink armor Delicate Flower Management Putting Green Evenness for Lawns Infinite Extensibility Severe Weather Handling Extended Reach Permanent Installations Weaselly Safe Harbor Statement
  • 43. I Help Product People Team coaching via UpUp Labs Tools: Reqqs - the smart roadmap tool for product people Blog: ProductPowers.com Slideshare.net/bmmccarthy Twitter: @d8a_driven Email: bruce@reqqs.com Want to chat?: sohelpful.me/brucemccarthy

Editor's Notes

  • #2: A good product roadmap is one of the most important and influential documents an organization can develop, publish and continuously update. It’s the one document that steers the entire organization in delivering on the company strategy. It's key to success, and yet many organizations struggle to produce effective roadmaps. In fact, many organizations don’t create one, even to publish internally.
  • #3: Hi, I’m Bruce McCarthy. I’ve started 3 companies, raised money, and been through 3 acquisitions (on both sides of the table). I’ve got 20 years product management experience in roles from PM to Business Development to VP of Product to Chief Product Person at companies from just me to 100k+, including Oracle, ATG, D&B, NetProspex, and now UpUp Labs, where I work with product development teams to provide coaching and tools to help them ship the right products faster.
  • #4: A product roadmap is your vision for how a product (or product line) will help achieve your organization's strategic goals. In that sense, it is literally a map of the steps involved in getting your business where you want it to go.
  • #5: A good roadmap inspires. Buy-in from execs Confidence from salespeople Loyalty from customers Stick-to-itiveness & over-delivery from your team
  • #7: It’s a shield, used to deflect ideas that may be good, but will divert you from your goals
  • #8: A roadmap is not a project plan with resources, development schedules, dependencies, and ship dates. It should not be in a Gantt chart format. It’s a different sort of document for a different purpose.
  • #9: Even the agile version seems more focused on the work being done than on what sort of value is being delivered to market.
  • #10: As a communications vehicle, this public roadmap for Intel completely fails. It shows only code numbers with no notion of why I would want any particular one.
  • #11: This (also found on the internet) is getting close to something like a useful product roadmap It skips the details of the development project It summarizes the key deliverable for each release in a way that I understand the value immediately It gradually reduces the level of detail as we get further out into the future
  • #12: In my experience, there are some specific areas where companies commonly break down in developing roadmaps, hitting roadblocks that often keep them from getting where they want to go. I call these roadmap roadblocks the "Dirty Dozen."
  • #13: Agile was developed as a response to lack of consistent direction from business execs. That doesn't mean it's incompatible with good direction. Yet many companies fear to map out a course thinking it's not allowed in Agile. Don't let being agile become an excuse for indecision. You may choose to adjust course down the road, but you'll move a lot faster if you first take your best guess at a destination and get everyone moving in that diretion.
  • #15: Once you’ve accepted the necessity to have a plan, the next most frequent trap is to prioritize your actions based on your CEO’s gut instinct. This, of course, leads directly to what product manager’s call “shiny object syndrome.”
  • #16: The truth is that execs hire product people to provide a little more rigor to planning than that. They expect is to validate or “refine” their gut instincts with market data and a bit of math. A simple equation. It’s really the familiar ROI calculation. Effort is the investment you make to generate value in return. The items in your backlog that have the highest ROI are the ones you should do first, right?
  • #17: ROI is a critical consideration in prioritization, yet many product teams make the mistake of setting business priorities without considering development costs. Conversely, some teams spend months estimating every possible product initiative without first considering which are likely to be worth the time. Approach your technical partner for a quick, high-level estimate of the work involved in your 10 most wanted. What if #4 turns out to be trivially easy compared to the 3 ahead of it? Wouldn't you like to know that up front?
  • #18: If a roadmap is the path toward your goals, you obviously need to set those goals before you start. Yet many companies fail to sit down and explicitly describe the destination they are driving toward. A surprising number of exes can’t tell you what they are actually shooting for other than “grow revenue.” That’s great, but it pays to be both a little more strategic, and a little bit more specific.
  • #19: What is the goal of having this product? For the company? For the customer?
  • #20: This format comes from my friend Shardul Mehta, who is a product manager at DiamondMind, a leading provider of e-payment processing services for K-12 independent schools, in VA. I borrowed and re-jiggered the specific product goals from a company I am familiar with in the edtech business.
  • #21: Focusing on features can be a symptom of failing to understand your market. Yes, priorities should be driven by internal goals, but those goals must also respond to market reality. Ask yourself whether your roadmap priorities are driven by the needs of the people and organizations you intend to serve. Strive to bring that message from the outside in.
  • #22: The real question I am asking when I ask to see your roadmap is: "How committed are you to me?" I want to see myself and my issues reflected in your priorities. Much as I might like it, I know that you can't promise specific features on specific dates, but I do want to see that there are ongoing benefits to me and others like me in your vision of the future.
  • #23: That said, many roadmaps are simply lists of customer requests prioritized by number (or size) of customers requesting or voting for the feature. This may help with retention for a while, but will not drive your company into new markets or to invent anything new.
  • #24: Rather than just taking requests, listening for unsolved problems in your market (and doing something about them) is the best way to avoid a roadmap that's really just a popularity contest.
  • #25: A lot of roadmaps are just a list of features in upcoming releases. This is meaningless to most people outside of the development team. A roadmap should make it obvious how things will improve for your customers, organization or shareholders. Like any good sales pitch, it should focus on delivering value. Look at your roadmap from the point of view of a board member or a customer. Would they see their interests reflected?
  • #29: One reason an organization might be reluctant to share is if their roadmap is too detailed. A roadmap consisting of 40 bulleted features in each of 10 precisely-dated releases is impossible to read, and can really constrain your options for adjusting course down the road. Your roadmap should consist of problem-solving themes and broad time-frames. This gives you the leeway to cut or defer a specific feature without risking on-time arrival at your destination.
  • #30: It's often a mistake to focus on matching your competition feature-for-feature. All this does is commoditize your market. Instead, focus on creating unique value by developing solutions your competition can't easily duplicate.
  • #32: The best-conceived roadmap won't get you where you need to go if you can't get anyone else to come along for the ride. You've got to get your development, sales, marketing, finance and other stakeholders involved early so it becomes their plan, not just yours. If people use words like "intellectual," "cerebral," "theoretical," or "ivory tower" to describe you or your work, this is code for lack of buy-in.
  • #33: The best way I’ve found to develop this buy-in with your key stakeholders is via “shuttle diplomacy.” The idea is to speak with each major stakeholder individually, one on one, to understand what’s important to them before you finalize your plans. That way, they will feel they helped develop their plans and that you listened to their concerns, even if you have to disappoint them in some details.
  • #34: Henry Kissenger had tougher people to negotiate with in 1967, but these are some of the stakeholders you need to consider. When I showed this slide to my wife, she said: “Why you still you still do this job I don’t know, but it does explain all the beer.”
  • #35: Some organizations have a roadmap but shy away from sharing it with anyone. It might be fear of revenue recognition issues, lack of confidence in the company's direction, or just not wanting to look foolish if things change. A good roadmap is not a contract. It can and should be designed as a statement of direction and intent, but customers and investors expect you to accept and act on feedback from the market. They expect your roadmap to change, so stop worrying.
  • #36: You probably serve more than one market segment. When you are talking to customers or partners in one segment, the roadmap you show should focus on how you will address their needs. Make sure your roadmap is not one-size-fits-all. If a customer sees their interests in only 1 of the next 6 releases, they’ll get the message that you are not focused on them.
  • #37: If you serve more than one target market, you should develop a separate vision roadmap document (or at least a slide) for each. Notice I didn’t say a separate roadmap for each product; I said a separate one for each market. Unless your products are strictly vertical with no overlap, your roadmap for a given market should include any and all products that you sell or intend to sell in that market. If the same features of the same product would be viewed by individual markets differently, sell those benefits differently in each. Let’s say you have a new version of your tablet coming out next spring which will feature much greater graphics processing capabilities. You have two core markets that will care about this: gamers and architects. When you show your roadmap at E3, the main theme you’ll want to hit is “stunningly realistic explosions.” When you visit the annual AIA convention, though, you’ll emphasize “dramatically reduced rendering times.” And if you’ve got a third vertical, say delivery services, for whom graphics power is unimportant, leave that theme out entirely. Focus instead on the lighter weight or the adjustable brightness for outdoor use that will come out in the follow-on model.
  • #38: Ok, so it’s a baker’s dozen.
  • #39: A roadmap should tell a story It needs an honest assessment of reality (a beginning), plans for moving things toward your goals (a middle) and a clear vision for where you will end up that makes your customers and your company successful (a happy ending).
  • #41: A simple, strategic product roadmap template
  • #42: An example roadmap for a made-up product
  • #44: Please feel free to contact me about help for your product team or just for yourself.