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Sunday, June 22, 2025

17 Startup Leaders Share Their Most Memorable Pivot Tales


To realize perception into the method of figuring out and navigating vital enterprise pivots, we reached out to CEOs, founders, and different enterprise leaders to share their private experiences.

From pivoting to digital team-building occasions to increasing into power storage options, uncover 17 distinctive tales of profitable transitions and the teachings discovered alongside the best way.

Pivoting to Digital Group-Constructing Occasions

Our enterprise went by means of the large pivot of offering in-person experiences to digital team-building occasions—nearly in a single day! 

As you may need guessed, the pandemic necessitated this modification. When lockdowns shuttered museums for the foreseeable future, we knew we would have liked to adapt to outlive and noticed the chance in offering team-building experiences to distant groups and firms who had by no means labored nearly earlier than. 

Thus, our sister model TeamBuilding.com was formally born and started to develop. We navigated the change by creating a powerful baseline product that may very well be dropped at market rapidly, increase our search engine marketing and on-line advertising presence rapidly, and hiring quickly to maintain up with outrageous demand. The consequence was an early market lead in a rapidly rising trade and an enormous increase of enterprise in our first 12 months as a brand new model.

Tasia Duske, CEO, Museum Hack

Including App Options for Development

At Rephrase, we pivoted from being a single-use case productiveness app to being a broad software with paraphrasing, textual content technology, and translation. 

We realized that utilizing AI isn’t restricted to producing content material. If a person desires to get directions on learn how to do one thing, they will request an AI-generated step-by-step information. In the identical method, they will have their 200-word weblog submit transformed right into a 1,000-word paraphrased piece extra fitted to inclusion in {a magazine} or web site. 

Pivoting to this mannequin helped us achieve extra customers than ever earlier than and our income continues to develop.

Matthew Ramirez, CEO, Rephrase

Going from Weblog to Journey Firm

My firm began as a weblog sharing details about one of the best methods for vacationers to take advantage of their journeys to Las Vegas. It highlighted all the finest locations to go to and shared suggestions for these websites. 

Nonetheless, I spotted there was far more I may do to assist individuals maximize their journeys to Vegas, so I pivoted and created a journey firm. We nonetheless provide recommendation and the weblog is stuffed with info and sources, however now prospects can e-book their journeys with us as properly. 

To efficiently make this transition, I did quite a lot of market analysis to see what prospects needed, what was working, and what wasn’t for different companies within the journey trade and discovered about traits in journey expertise. This allowed me to create a enterprise catering to prospects’ wants whereas capitalizing on trade and tech traits.

Jenna Nye, CEO, On the Strip

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Adopting Expertise for Quicker Checks

As an organization that gives background checks for potential candidates being employed by firms, there was an enormous battle to supply shoppers with correct ends in a well timed method. 

In truth, throughout the pandemic, the hiring course of was decreased considerably and with it many firms eliminated the additional time and price of background checks, risking high-quality candidates within the course of. That’s once we began adopting new technological developments that helped velocity up the method, permitting firms to cut back the time to rent whereas nonetheless integrating background checks of their hiring course of.

Max Wesman, Chief Working Officer, GoodHire

Specializing in One Insurance coverage Sort

I firmly imagine that you must by no means cease testing new issues for your enterprise, even when what you’re doing is “working.” That’s how we determined to supply just one sort of insurance coverage moderately than attempt to be a jack-of-all-trades like most different businesses. 

Relatively than attempting to do all of it, we centered and have become one of the best at remaining expense insurance coverage. Steady testing allowed us so as to add over 15 totally different insurance coverage suppliers moderately than the standard 1 or 2, so we may serve prospects higher and extra conveniently than the competitors. Our pivot was extra of a gradual flip, pushing us nearer and nearer to turning into consultants in our class.

When you’ve determined to pivot, the plan to attain your new course may be composed of smaller steps. You don’t have to leap instantly until sticking with the established order will kill your money circulate or income.

Anthony Martin, Founder and CEO, Selection Mutual

Shifting to Darkish Internet Monitoring

As a startup founder, we underwent a big pivot, shifting our focus from offensive cybersecurity instruments to specializing in darkish internet monitoring for enterprise safety groups. This alteration was pushed by buyer suggestions and the rising demand for menace intelligence applied sciences. 

To navigate the transition efficiently, we prioritized workforce coaching, hiring OSINT consultants, and adapting our growth processes. We successfully communicated the pivot to our current shoppers, rebranded our firm, and performed shopper schooling and consultations to focus on some great benefits of our menace intelligence options. 

This strategic shift enabled us to capitalize on alternatives inside the increasing menace intel market, attracting new shoppers and establishing ourselves as trade leaders in darkish internet monitoring.

Josh Amishav, Founder and CEO, Breachsense

Figuring out Change and Navigating Transition

We recognized the necessity for change by carefully monitoring market traits and buyer suggestions. It grew to become evident that our current product was not assembly evolving market calls for. Recognizing this, we performed thorough analysis, engaged in discussions with our workforce, and sought exterior experience.

We formulated a transparent imaginative and prescient for the brand new course and communicated it transparently. We inspired open dialogue, embracing suggestions from workers in any respect ranges.

To make sure a clean transition, we invested in upskilling our workforce and revisited partnerships to align with our revised aims. Remaining agile and versatile, we monitored key indicators, buyer satisfaction, and market reception to make obligatory changes.

It was not with out challenges, however by staying true to our values, sustaining a customer-centric focus, and fostering innovation, we efficiently navigated the transition.

Luciano Colos, Founder and CEO, AI Pitch Deck Generator

Shifting to Group Coaching Lessons

I used to focus solely on one-on-one private coaching. However then I seen a pattern amongst my shoppers. They beloved the social facet of coaching, particularly after they often bumped into one another throughout periods.

Recognizing this, I made a decision to introduce group coaching courses. It was a big shift. Nonetheless, I felt the change would profit my shoppers and my enterprise. However to navigate this transition efficiently, I needed to fastidiously plan the logistics and guarantee I used to be geared up to handle bigger teams.

I recall one of many first group periods I held; it was a small group of 4 shoppers who had related health ranges. The power within the room was palpable, and their enthusiasm confirmed I’d made the fitting selection. At this time, group periods are a staple in my enterprise and are beloved by my shoppers.

The important thing takeaway? Take note of your shopper’s habits; they usually trace at what they want or need.

Evander Nelson, NASM-certified Private Coach, evandernelson

Navigating Enterprise Acquisition Challenges

After we began our enterprise three years in the past, we knew we needed to turn into essentially the most outstanding enterprise and finance publication on this planet. My founder and I already had some background and expertise working in profitable on-line media. We had been assured that we had the talents and experience to maneuver ahead.

So, we began, and shortly sufficient, we gained fairly some traction. Nonetheless, about two years into operations, we had been acquired by a a lot greater publication, and quite a lot of huge adjustments began to occur.

First, we needed to combine a brand new workforce of editors, and our focus by way of content material modified considerably. Though we weren’t in opposition to these adjustments, managing the transition took quite a lot of effort and time. However ultimately, we had been capable of keep open strains of communication that finally made issues work out.

Younger Pham, Founder and Challenge Supervisor, Biz Report

Constructing a Sustainable Mannequin

For our firm, we initially meant to construct a digital monetary schooling enterprise geared in direction of being a market for on-line private finance programs. Nonetheless, issues didn’t go as deliberate, and we felt the necessity to introduce just a few tweaks within the elements of our model and the way we goal a distinct segment.

After all, pivoting was troublesome to implement. We thought-about various factors similar to product-market match, enterprise metrics, benchmarks, thresholds, product worth, and alternative price. The toughest factor a couple of pivot, although, is committing to the pivot. It may be tempting to take shortcuts for fast income, however these shortcuts can significantly impression the success of the pivot.

Since our preliminary marketing strategy was not viable in the long run, we selected to pivot to a enterprise mannequin that’s extra sustainable. We had been capable of efficiently set up our firm, Moneyzine, which has been providing free, neutral, and professional monetary recommendation to our international viewers for 20 years now.

Jonathan Merry, Founder, Moneyzine

Broadening the Software program Ecosystem

We first constructed our software program as a route planner for drivers to get rid of last-mile supply challenges that couldn’t be solved by the merchandise at present in the marketplace. Although supply drivers proceed to be our important buyer, we’ve expanded and shifted our product because it grew to become clear that the problem went properly past the driving force.

So to ship in the best way we really wish to, we’ve expanded our platforms to repair the expertise for all events within the ecosystem—drivers, retailers, and prospects.

Jack Underwood, CEO and Co-founder, Circuit

Guaranteeing Natural Visitors Enhance

As an search engine marketing company, we made a big pivot from providing an ROI assure to guaranteeing natural visitors improve. Initially, we assured ROI based mostly on the calculation of Advertising Certified Leads (MQLs) from search engine marketing.

Nonetheless, we realized this mannequin had its pitfalls as ROI was closely depending on conversions, which may very well be influenced by adjustments the shopper made to their web site, exterior of our management.

Figuring out this problem, we efficiently transitioned to guaranteeing a rise in natural visitors—a metric straight inside our purview. This pivot not solely set real looking expectations but additionally reaffirmed our dedication to ship tangible outcomes.

Jaya Iyer, Advertising Assistant, Teranga Digital Advertising

Embracing Rebranding and Adaptability

Our second of fact at Sip Herbals got here throughout a big tradeshow. We rapidly realized that our model messaging wasn’t resonating with the broad market. Swiftly acknowledging this, we introduced on a rebranding company to pivot our messaging. 

Navigating this transition was difficult however rewarding. With a renewed model story, we managed to attach extra successfully with our viewers. This expertise underlines the need of adaptability and a customer-centric mindset in driving enterprise development.

Kelly Raulerson, Co-founder, Sip Herbals

Transitioning to a Flat Price Mannequin

After I began my consulting enterprise, I charged an hourly payment. Not solely did this mannequin not enable me to plan my time accordingly between shoppers, as they at all times appeared to need extra of me, however I additionally realized that I used to be getting deeper into the shopper’s enterprise (and with one shopper felt like I used to be working their enterprise). 

To set clear boundaries and be capable to handle a number of shoppers at one time higher, I moved to a set flat payment mannequin. The flat payment mannequin helps my shoppers to price range for the funding in my companies whereas permitting me the liberty to not be watching the clock and giving the time wanted for every shopper. Whereas the pricing varies by shopper and scope of labor, the mannequin has labored properly in scaling my enterprise.

Kimberly Bogues, Founder/CEO, Flourish Enterprise Consulting

Rising to Direct-to-Shopper

I began my enterprise 15 years in the past. We’re a web based dental lab, however once we first began, we bought on-line and in addition labored with native dentists on making their merchandise. Three years in, we determined it was time to pivot away from working with native dentists and concentrate on the net a part of the enterprise. It was a tough determination to make. 

Working with native dentists was 50% of the enterprise, but it surely took 80% of our focus, and we knew there was a restrict on the quantity of development we may obtain working with solely native dentists. We did decelerate for just a few months whereas we tried to develop the net portion of our enterprise. It was of venture, however ultimately, it paid off, and now we solely cope with direct-to-consumer.

Evan McCarthy, President and CEO, SportingSmiles

Specializing within the Tech Sector

As a recruiter launching a agency in a aggressive market, my first intuition was to intention broadly and work in a number of sectors and industries. However I quickly fell into the jack-of-all-trades, master-of-none conundrum.

Niching down may be intimidating for enterprise homeowners. It’s pure to really feel like limiting your scope will reduce your buyer base. However the reverse is true. As soon as I accepted that tech was my true ardour, I used to be capable of slim my imaginative and prescient in a approach that made shoppers take discover.

One key was decreasing my focus slowly: pivot implies a fast change, but it surely’s often extra useful to shift incrementally to your new specialty. This ensures you’re not closing off relationships earlier than you’ve constructed recent ones.

Rob Reeves, CEO and President, Redfish Expertise

Increasing into Power Storage Options

We as soon as discovered ourselves dealing with a saturated market with dwindling revenue margins. We recognized the necessity for change once we seen an uptick in buyer inquiries about photo voltaic storage options—not simply set up. It was a eureka second.

We determined to pivot our enterprise from solely specializing in photo voltaic panel set up to together with power storage options. To navigate this transition easily, we educated our workforce on new applied sciences, partnered with battery storage producers, and revised our advertising technique.

The method was difficult, however the willingness to adapt and embrace change was our key to success. Now, we’re not simply offering renewable power however a very sustainable energy resolution.

Haya Subhan, Basic Supervisor, Photo voltaic Panel Set up

Photograph by Austin Distel on Unsplash



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