HOW WRIKE LEVELED UP - Data-Driven Sales Enablement & Readiness

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HOW WRIKELEVELED UPSALES READINESSOnboarding,‘Ride Alongs’and VideoCoaching:WITH TECHNOLOGYAND DATA4WAY S T OSPEED UPSALESMERGINGONBOARDINGSALESWith Tactile Medical’sLisa Mauri ThomasTEAMS?HOW A4 FACTORSDATA-DRIVENTHAT MAKE ADIFFERENCEAPPROACH3 WAYS TOPLAN FOR A NEWREDUCINGPRODUCTLAUNCHCAN TRANSFORMSALES READINESSHIDDENCO TS OFISYOUR S:IRRELEVANT?5 THOUGHTS FORSALES READINESSIIssssuuee NNoo. . 65 SFaP Rl lI NG1 29 0 2 020

Editor-in-ChiefLauren BoutwellArt DirectionCorey RobinsonPublisherBrainshark Inc.130 Turner StreetWaltham, MA 02453PrinterPrint Resource1500 West Park DriveSuite 160Westborough, MA 01581Leadership TeamGreg FlynnGregory KeshianBrendan CournoyerChief Executive OfficerChief Product OfficerVP of MarketingChris CarusoDermot O’GradyMJ LanglaisChief TechnologistChief Financial OfficerVP of Talent & CultureDave CasionAlex LaatsKarin MoffettChief Technology OfficerEVP of Product & StrategyVP of Customer CareColleen HonanPhil GarlickChief Sales OfficerVP of Corporate Development& Strategic PartnershipsSales Enablement Magazine, Established 2017, Brainshark Inc.2

FROM THE CEOThe Role of Sales Readiness WhenUnforeseen Circumstances Affect BusinessThe COVID-19 health crisis has thrown us all Reliance on sales readinessinto an unprecedented situation. While thetechnology: we use our own platform tohealth and safety of all employees is paramount,ensure that sales training and coachingcompanies have also been reimagining customercan continue uninterrupted, reps areengagement and how they can better prepare andmessage-ready with the latest informationequip their workers for unexpected changes toand important sales meetings or eventstheir jobs.are conducted virtually; we can alsoquickly spin out video-based content toAs soon as the Coronavirus situation took hold,the jobs of sales reps immediately changed.Quarterly goals, quotas and other performancecommunicate urgent updates have daily or weekly stand-up meetingsnumbers suddenly became uncertain andso teams can connect, share what they’remany reps were relegated to a remote workFOLLOW MEON TWITTER@Greg Flynnworking on and strategize about the latestarrangement, making it more difficult to haveface-to-face meetings and other interactionscritical to the sales process.Stand-up meetings: many of our teamschallenges Leader and manager communications:we ensure that our leaders and managersAs a result, the roles of sales enablement andreadiness professionals took on new challenges.They were faced with preparing reps for thisunchartered territory and keeping them on trackare staying in touch with teams and thecompany as a whole; we often send outBrainshark presentations via video orPowerPoint with voiceoveras much as possible. With the help of technologyand some creative thinking, many companieshave been able to pivot quickly, embrace remotework and come up with new sales strategies foras long as they are needed.Sales enablement and readiness have never beenmore important than in these unprecedentedtimes. The companies that will make the mostof these tough situations are the ones that willFor more than 20 years, we have been helpingcompanies train and prepare remote teams. AtBrainshark, we’ve seen the following tacticsforget the status quo and embrace new methodsto keep their employees safe and their salesengine humming.work well: Staying connected online: we have SlackGreg Flynnand Skype for Business so teams can stayin touch and communicate in group chats;for calls, we encourage everyone to turn ontheir webcams via Zoom video conferencing3CEO, Brainshark

August 17-18, 2020 Encore Boston HarborThe definitive event for sales readinessand enablement professionals.HOT TOPICS: Accelerating sales onboarding and ramp-up Elevating approaches to salestraining, coaching and contentActivating data-driven readiness and enablementHarnessing new technologiesto achieve better resultsLearn More at: ready.brainshark.comFeatured keynote speaker:Ken Jennings,Greatest Jeopardy! Player of All TimeStatement Regarding COVID-19The health and safety of our staff, clients and attendees is our top priority. If cancellation or postponement is6 informed immediately. Check the READY20 website for the latest updates.necessary, attendees and sponsors will be

CONTENTSON THE COVERHow Wrike Leveled Up Sales Readinesswith Technology and Data10FROM THE CEOThe Role of Sales ReadinessWhen Unforeseen CircumstancesAffect Business3THE BUZZ3 Ways Sales Enablement CanConnect with Reps74 Sales Training Ideas to IncreaseTeam ReadinessSALES ENABLEMENTVOICESHow a Data-Driven Approach Can(and Will) Transform Sales Readiness8FEATURES4 Ways to Speed Up YourSales Onboarding14How to Reduce the Hidden Costsof Sales Training16Enabling Remote Workers:5 Thoughts for Sales Readiness18SEEN & HEARDInterview Questions to Ask Your SalesEnablement Next Hire2010816145

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3THE BUZZWAYSSales Enablement CanCONNECT WITH REPS123Understand theirchallengesUnderstand ‘what’s in itfor them’Understand whatmotivates themShadow reps to see how theyinteract with clients and handledeals, join sales meetings and surveysales reps for feedback on yourenablement programs.Make sure you tie your enablementactivities to what reps care aboutthe most: achieving quota. Topperformers can help you by sharinghow sales enablement resourceshave helped them win deals.Join reps on the road, at a clientdinner, or mingle with them at acompany outing or charity event;these situations give you a chanceto connect with sellers on a morehuman level.41.TEAMREADINESS2.Create a series ofmicrolearning courses thatcover the key activities repsneed to complete at eachstage of the sales process,and guidelines for howthose activities should becompleted.SALESTRAININGIDEAS TOINCREASESales processdeep dive3.Pre-call researchOutline how and where tofind news articles, pressreleases, and other publiclyavailable information aboutreps’ target accounts orbuyers. Reinforce it by askingreps to explain how they’lluse research in an upcomingsales interaction.7Leverage win/lossreportsMake win/loss reportsavailable as just-in-timelearning to increaseknowledge sharing across thesales team and tie takeawaysfrom each report to positive ornegative sales outcomes.4.Asking for the saleBuild training with examplesof good closing questions andhave reps practice them toincrease confidence. Pair lessexperienced salespeople witha more tenured “mentor,” whocan provide feedback on reps’ability to close.

How aData-Driven ATransform SaleSales enablement teams have somany different priorities. Howdoes data fit into their mission?AL: At the end of the day, sales enablement’s goal is toimprove sales performance. They’re asking: how effectivecan our sales team be? How effective can we be at trainingand coaching the sales team? That means enabling salesmanagers and reps, but it also means helping the salesenablement team improve what they do every day.Data is so important because you need to understand everythingthat’s going on with a sales rep when they’re interactingwith buyers. But the data you need to paint a clear pictureof rep performance resides in many different systems.Sales training is clearly important, but a sales enablementmanager who only looks at whether reps are completing trainingcourses is not really paying attention to the thing they’re reallytrying to improve – which is the performance of the sales rep.What they need is a holistic view of the rep with data thathelps them understand the effectivenessof their readiness programs. WithQ&A with Alex Laatsonboarding, for example, you want to useEVP of Product & Strategy,Brainsharkproduct launch, are my account managersdata to answer, how quickly and effectivelyam I ramping sales hires? Or with a neweffectively selling that new product?What is data-drivensales readiness? Andwhy does it matter?AL: Data-driven readiness centers around a feedback loopbetween the sales manager and the sales enablement leader.8

SALES ENABLEMENT VOICESApproach Can (and Will)es ReadinessFor sales enablement leaders, rep performance data informsHow can sales managers takea data-driven approach toimprove rep performance?what materials they need to create and prioritize. It also allowsthem to assess whether training courses are effective, becausethey can see the impact of those programs in the field. As aresult, sales enablement can better answer the question, ‘areAL: Sales managers often view data within dashboards or acrossour reps ready?’ and improve content, training and coaching.multiple spreadsheets, but what both of those methods lack iscontext around the data. Sales rep scorecards, now part of theFor sales managers, that same data allows them to see what’sBrainshark sales readiness platform, provide that context toworking and what’s not and motivate reps to participate inpower a data-driven approach to sales readiness and improverelated training and coaching activities by showing themsales coaching and 1-1 meetings between reps and managers:their gaps. They’re asking and answering, is it working? Arewe generating the desired results? If the answer is no, theyneed to address those gaps and ensure reps are ready.1.Rep performance relative to their peers: This mayinvolve how one enterprise account executive comparesto everyone else on his or her team in terms of pipelineor activity. For example, you could compare reps whowere part of the same sales onboarding class or view thatclass’s performance against a previous onboarding class.2.Rep performance vs. sales goals: Whether it’squota, opportunities, pipeline, or activity, being ableto show how a rep is performing relative to thosegoals and making that available in a 1-1 meeting isreally important. For a lot of companies, the datafor these goals often resides somewhere else, likethe CRM, a financial system, or a spreadsheet.3.Data that impacts a sales rep could even live in a marketingRep performance over time: You might want to seehow new sales hires perform during different phases andmilestones of the onboarding program – in their first week,automation system. Lead generation data, such as inboundfrom Day 1 to Day 30, from Day 30 to Day 60, and so on.The combination of ‘are they ready?’ and ‘is it working?’ is awonderful shorthand for what data-driven readiness is all about.What are the most important types ofdata for understanding rep performance?AL: You need all the data that relates to a sales rep. Some of it iswhat training courses they’re taking, but there are also activitymetrics that live in the CRM, such as pipeline, opportunities,and stage conversion information. You also may have data fromcoaching technology or conversational intelligence tools.leads, can show how many leads are being received,how quickly we’re responding and whether leads areUltimately, scorecards allow sales managers to see what’sconverting. If leads are not converting, maybe there’sworking and what’s not, identify gaps, and convey thosesomething missing when reps respond to inbound leads.gaps back to the sales enablement team – who then works toaddress those areas with learning and coaching programs.The result is that a sales manager views sales enablement asa critical problem-solver and driver of sales performance.9

COVER STORYHow Wrike Leveled UpSales Readiness withTechnology and DataBy Lauren BoutwellPhotography By Amina Touray10

When Kara Underwood joined Wrike to lead globalemployee and partner enablement, the collaborativework management software company was in needof a new, easier way to roll out onboarding and otherreadiness programs to its rapidly expanding team.With Wrike growing globally, creatingenablement team can regularly gathera consistent onboarding experiencebest practices from and vet content andfor salespeople in all regions was oneenablement deliverables with is critical toof Underwood’s most urgent priorities.success of a sales enablement program.”Since the company was adding 10-25new sales colleagues per month, sheAlong with developing a business planneeded to act quickly.and agreeing on goals and metrics withexecutives, another important task was toRevamping sales enablement programsfind a sales readiness platform that wouldis a challenge for any leader comingsupport onboarding, certifications andinto a new role at a new company. Butother enablement programs for Wrike’sUnderwood had been in this positionsalespeople and partners.before, having held many sales trainingand enablement roles at technology“We needed something that was easycompanies since 1998. One of her keysto implement and scale, with goodfor success involves having a plan fordata integrity and reporting, where weher first 100 days, which she treats like acould scale out content across multiplediscovery process with a new client.audiences,” said Underwood.“You should really understand [yournew organization’s] challenges,at a new company,” she said.Making the BusinessCase for SalesReadiness Technology“Make sure you’re tailoring whateverWhen it came to onboarding, part ofyou’re building appropriately and thatUnderwood’s approach was to give reps ayou’re checking with your internalsingle source of truth from day one.needs, inhibitors and best practices,of developing sales enablementclient on an ongoing basis to ensure itsrelevant and on-target with their needs.“What I’ve seen work is putting fact-Introducing a sales task force made up ofbased content around sales process,high performing colleagues from varyingsales tools and [the company’s productsales roles and geographies that the salesoffering] into eLearning courses, videos11

COVER STORYor documentation where people can getand get reps up to speedthat content from day one. Committing toquickly. She highlightedmaintaining that content on an ongoingthe value of having thebasis is important because it is volatile andfunctionality of both athere are constant changes,” she said.learning management system(LMS) and a video coachingAll she needed was a platform that couldtool in a single platform,make that possible. She was already verywhich would eliminate the need to togglefamiliar with the sales enablement andbetween multiple systems and sift throughreadiness technology landscape and haddata in different reports.experience using one particular platform atthe previous companies she’d worked for.That platform was Brainshark, whichUnderwood has gone back to time andRole-BasedOnboarding andCertificationstime again. At a former company, shereferred to Brainshark as a critical part ofOnce Underwood got the sign-off to bringher enablement strategy and the drivingBrainshark to Wrike, she began to put allforce behind cutting new reps’ time toaspects of her sales readiness strategyproductivity in half.into motion. She designed onboardingcurriculums byBut even thoughsales role (salesUnderwood haddevelopment rep,confidence thatBrainshark would bea fit for Wrike, shestill had to sell theplatform internallyand get buy-in fromthe C-level. She puttogether a businesscase showing thatWrike’s existingsolution for salestraining resultedin inconsistentreadiness, too manysupport tickets,productivity loss for“If you want tosee behaviorchange and youwant people tolearn, you needa multi-facetedapproach. That’swhere a solutionlike Brainshark iscritical.”her team memberssales engineers,account executives,account managers,sales leaders,channel sales, etc.).When new hiresarrive on their firstday, they experiencea multi-prongedtraining approachthat helps them learnand apply knowledgein multiple waysand see a roadmapfor what they needto learn and when.and unreliable data.For example, new hires might watchThen she demonstrated how the ease ofa training course on facilitating a firstuse of the Brainshark platform would helpmeeting and product demo, then applyWrike save time, increase productivitythat knowledge in a video coaching12activity, which is then reviewed by asales manager or sales enablement teammember. From there, the sales colleagueswould bring that knowledge full circle atan in-person onboarding workshop andduring shadowing activities with veteransalespeople. Finally, the new reps wouldcomplete a certification indicating theirreadiness to start selling.“The certification process is a requirementfor all sales roles. Brainshark is helpingto manage that process and track it,”explained Underwood.Brainshark also enables the Wrike SalesEnablement team to easily create newcontent and upload existing assets foronboarding curriculums. When contentchanges, it’s simple for them to updateit quickly.“It’s very easy to maintain content withBrainshark and leverage it for otheraudiences,” she said. “Other tools don’tmake content maintenance easy. I’vealways found if it’s too hard to update thecontent, it just doesn’t get done. Most salescontent is volatile and can be out-of-datewithin 3-6 months.”Underwood and her team can now keep ramptimes on track by monitoring reps’ progressand certifying them before they go out intothe field. And because sales onboarding hasrun so smoothly with Brainshark, Wrikealso uses the platform to onboard other newemployees and partners.

COVER STORY“Brainshark is helping us deploy this level ofdelivering a new demovolume – it’s hard to manage all of those role-for a new persona. Tobased curriculums for employees and partners.prepare the reps, the salesThe system allows us to do that with itsenablement team assignedflexibility. And our rigorous certifications needpre-work, including coursesgood reporting, which we’re able to do withoutregarding, ‘how to tailora lot of manual processes.”your approach to specificSalesReadinessat goingtrainingVideo opsSales kickoffpre-workand activitiesPartnerenablementpersonas’ and ‘how to demoHelping Reps ‘Wrise Up’Through ReadinessPreviously, Wrike had a lot of product trainingcontent for salespeople, but not a lot of coursesregarding selling and positioning the valueof the solution. With Brainshark, the salesenablement team can quickly create or bring inexisting content and design learning paths thatcover a lot more ground.Having all that content has been helpful forreps, but Underwood said the key to readinessis ensuring that reps are learning, practicingskills and earning certifications on an ongoingbasis, especially after onboarding ends.“You’re only going to get to a certain level ofknowledge and productivity with new hires,”she added. “You’ve got to look at how to take itto the next level, keep people up-to-date andcontinue to invest in them.”Underwood has extended her multi-prongedapproach to ongoing training. Activities likementoring from tenured reps and sharingsuccess stories and lessons learned are nowpaired with eLearning and coaching activitiesin Brainshark to keep reps’ skills and knowledgesharp. And when the company gets togethereffectively’ and resourcessuch as a pitch deck.“Brainshark gave us anopportunity to better useour in-person time atkickoff, by having peoplego through the materialfirst before they gotthere, which allowed formore time for interactivediscussion, exercisesand celebrating success,”Underwood said.Onsite at kickoff, all salesroles had other activities to complete throughBrainshark’s coaching tool to test theirreadiness. For example, sales developmentreps (SDRs) were asked to upload aprospecting email and account executivescomposed a deal strategy example based onWrike’s Value Selling methodology, as wellas a competitive value-based analysis anda time-based incentive letter, so managerscould evaluate the responses and providefeedback.The theme for the company’s most recent SKOwas ‘Wrise Up,’ and the event had no shortageof readiness activities to help reps be at theirbest in 2020. Salespeople were tasked withprogram, you’re going to get betterproductivity, a better end-user experience,better reporting and a better customerservice experience with Brainshark. There’s amarketable difference.”She said it’s important to be able toexecute on her learning philosophy, butthat method must also match up withthe needs of modern sales teams today –which often means multiple sales roles,Technology Leadership Readiness Successfor milestone events such as sales kickoff, it’s achance to see all of that knowledge in action.holistically at all the aspects of an enablementThroughout the year, Underwood said salesreadiness technology and reliable data helpto strengthen her enablement programsand ability to be an effective leader.“At the end of the day, when you look13across multiple locations, and enablementprograms that need to be tailored to eachrole’s key skills and goals.“If you want to see behavior change andyou want people to learn, you need a multifaceted approach. That’s where a solutionlike Brainshark is critical.”

4 Ways toSpeed UpYour SalesOnboardingWhen onboarding is fast and effective, itcan reduce ramp times by 3.4 months andimprove quota attainment by 7% – makingspeed an especially critical part of your newhire training approach.1. Start onboarding soonerTraditionally, onboarding begins onthe new hire’s first official day withthe company. A speedier onboardingstrategy would include “pre-It’s sales enablement’s job to not onlydesign an onboarding program that deliversthe right skills and knowledge, but to makeit an efficient process that decreases time toproductivity and gives you the best chanceat achieving sales goals. Check out 4 helpfultactics for accelerating sales onboarding inany organization.boarding,” which gets sales learningstarted before Day 1, giving reps achance to hit the ground runningduring that critical first week.Pre-boarding can be as simple ascreating a short training coursethat gives reps a high-leveloverview of company products andsolutions, value proposition, targetindustries and buyer personas. Thekey here is to make this learningpackage available as soon as anew seller’s paperwork clears.14

2. Make microlearninga priorityyour organization well and haveUsing a sales readiness platform,already spent months (or years)sales enablement teams can leverageselling in your target markets.onboarding data in a few ways:In-person bootcamps, which area common onboarding tactic, hitTry pairing new hires with high-1. See which training courses arereps with a ton of new informationperformers and create a checklist ofbeing viewed, and for how long, toat once – information they oftenlearning activities for each duo. Thebetter understand what content isforget once they start selling. Long,mentees might observe three of the(or isn’t) resonating with new reps.live training sessions can alsotenured rep’s calls in their first 30require major resources, like traveldays. In turn, the mentor can lead a2. Track the learning progress ofexpenses and time commitments“pre-brief ” and “debrief ” explainingindividuals and teams, ensuringfrom subject matter experts.how they approach each call andsales hires complete requiredtheir thought process behind it.courses and assessments ontime – and that managers areMicrolearning courses improveknowledge retention by deliveringIf you’re onboarding reps in a large ornew information in a series ofdispersed organization, you can also“bite-sized” chunks, such as shortuse a video coaching tool to capture3. Better understand whether sellersvideos, animated presentations, andbest practices from the A-players onhave mastered onboarding materialinfographics. This makes the learningeach team. Top reps can record short,using video coaching, whereby theymore consumable (and retainable).informal videos describing something“stand and deliver” what they’veas simple as an effective cold-callinglearned and submit a recording forSales readiness technology allowsstrategy or how they won their biggestscoring and feedback. If reps aresellers to easily access microlearningdeal. The best examples often make greatconsistently struggling with certaincontent on the go and progressadditions to formal training content!skills (e.g. objection-handling),holding each accountable.through onboarding at their ownteams can review and re-calibratepace. Video-based courses can berelated training as needed.further enhanced with attachments,links, and interactive quizzes. This4. Generate scorecards to gainmakes learning on the job easy andgreater visibility into the salesflexible, whether reps are traveling,activities of new hires bothat home, or visiting a client.during and after onboarding.4. Gain insight into youronboarding processThis makes it easier to identifyperformance challenges thatneed to be readdressed with3. Shadow A-playersTime to productivity is an importantadditional training, whilemeasure of sales onboarding success,providing insight into how newbut it’s also a lagging indicator. Knowingrep output is measuring up withwhether your program is workingthat of others on their teams.right now will help you course-correctsooner – and avoid waiting months toPeers can be priceless resourcesrealize that new reps are struggling.for new salespeople. They know15

How to Reducethe Hidden Co tsof Sales TrainingIf your sales training is builtorganization might pay to flyaround a set of sporadic bootreps into HQ, book hotel rooms,camps, the reality is that repscater meals, and book valuablewon’t retain most of thattime with subject matter expertsinformation. That’s because in-for each session – a shakyperson sessions often hit repsinvestment if sellers forget mostwith a lot of new information atof what was discussed.once, which can cause cognitivebacklog (which means learningHowever, the wrong approacheffectively goes “in one ear andcan also incur some not-so-out the other”).obvious costs. Here are 3 hiddentraining expenses and how salesThere are clear costs associatedreadiness technology can helpwith on-site training. Anyou reduce them.16

Hidden Cost #1:Sales Rep Turnover For many companies, sales onboarding is ineffective, too slow,or both. But for new sales hires to be successful, they need to betrained quickly and armed with the skills and knowledge thatwill help them start closing deals as fast as possible. The moreIf the answer is ‘no,’ you risk assuming sellers are ready to engagesuccessful a rep is, the more likely they are to enjoy a long andbuyers when they really aren’t. This can lead to trial-and-errorfruitful tenure at your company.learning for unprepared reps, who end up “practicing” in front ofbuyers, which can damage your brand’s reputation.But training goes beyond new hire onboarding. Sellers who arein Year 2 or 3 in the organization also need development – andSales readiness technology enables companies to hold repswithout it, they’re at greater risk to leave for another company.accountable for what they’ve learned and move beyond simplychecking for course completion. You can track individual andCompanies can use sales readiness technology to streamline theteam learning progress and measure sales readiness throughonboarding process. These tools allow you to quickly create newcertifications, which require reps to “stand and deliver” whatcontent, enhance it with quizzes and attachments, and makethey’ve learned in training.updates as needed. Content can then be organized into formallearning paths that are tailored by role or onboarding stage. Thebottom line: you can create, deliver and track all onboardingprocess and start selling as soon as possible.Hidden Cost #3:Missed OpportunitiesSales training tools also make it easy to proactively “push” bite-To get better performance from the B- and C-players in yoursized eLearning courses to reps on a consistent basis, which helpsorganization, use sales readiness technology to 1) address salesto combat turnover of second- and third-year reps and gives themskills gaps and 2) call attention to reps who are struggling.activities faster – which will allow reps to move through thea pathway to career growth in your organization. (An inside salesrep, for instance, might want to learn skills that prepare them for aTechnology makes this possible by providing sellers with a singleclosing role!)place to access learning content and earn certifications in keyskills, whether they’re at home, in the office, or in the field.This ensures that everyone, including dispersed or remote teamHidden Cost #2:Brand Reputationmembers, is equipped with the resources needed to improve.Managers can also view reps’ learning progress, making it easyto identify which ones are on top of their training and which mayYou probably know when someone views and completes abe falling behind. For those who need more help, managers canrequired learning course. In fact, many companies primarily relysend out microlearning content and assessments to reinforce theon this “check-the-box” approach to sales training. But do youoriginal training material and get them back on track with theknow whether reps can actually use what they’ve learned?other reps.17

Enabling Remote Workers:5 Thoughts for Sales ReadinessAs we all know by now, this is unlikely to be aMost companies are quickly exploring how besttypical start to the year for businesses.to do just that, and that certainly includes salesorganizations.With concerns over travel now heightened,annual activities like sales events and industryThe first priority, of course, is to do what it takesconferences are quickly becoming grounded,to ensure the health and safety of everyone.and many businesses are faced with the reality ofFor many businesses, this has already led tosupporting a primarily remote workforce.restrictions on travel (

The result is that a sales manager views sales enablement as a critical problem-solver and driver of sales performance. Data-Driven Approach Can (and Will) Transform Sales Readiness SALES ENABLEMENT VOICES 9 For sales enablement leaders, rep performance data informs what materials they need to create and prioritize. It also allows