Miles Jennings

Recruiter.com

Recruiter.com Group, Inc. is an on-demand recruiting platform that solves hiring challenges for employers from startups to the Fortune 100. Hire a recruiter on a contract basis - anywhere in the world!

Founder & CEO

Founder, COO, Various Roles

Mediabistro

Mediabistro is the leading job board for the media industry

Techstars

Mentor

Young Entrepreneur Council (YEC) is an active community of founders and entrepreneurs that Forbes calls "America's Most Elite Entrepreneur Organization."

Member

instill

Instill is building a human capital-first employee experience SaaS, helping companies maintain a connected and healthy culture.

Strategic Advisor

WorkTech  by LAROCQUE, LLC

Impact WorkTech is the first global community-based accelerator focusing exclusively on emerging work and people technology start-ups.

VocaWorks

VocaWorks is an EdTech startup that helps people find challenging in-house projects that move their careers forward. Not just gigs, but real career opportunities. We partner with many top educational institutions, such as leading universities and technology boot camps, to bridge the gap between education and career success. The VocaWorks® platform is launching in 2018!

Founder and CEO

Sana Labs

Sana Labs is an artificial intelligence company that applies deep learning to personalize education. Sana Labs was founded in Stockholm in 2016 and is backed by a renowned set of investors and advisors. The team consists of experienced engineers and scientists with backgrounds ranging from Imperial College and the Royal Institute of Technology to CERN, Google, and Spotify.

Technology Evangelist

Modis

Modis, part of the Adecco Group, is a leading technology staffing and recruitment firm. As Managing Director, I managed P&L and sales development for a region focused on IT staffing.

Managing Director

Indeed.com

Indeed is a leading search engine for jobs. I worked with employers to drive the success of their recruitment advertising campaigns using Internet marketing.

Senior Account Executive

Miles Jennings is an entrepreneurial leader with over 15 years in the employment, finance, and workplace technology sectors. His expertise in digital transformation, strategic communication, and marketing, as well as his strong passion for startups, has empowered him to forge a successful journey as a founder. More recently, he added artificial intelligence to Recruiter.com's projects, created an AI program for recruiters, and launched educational AI courses. 

As the Founder of Recruiter.com Group, Inc., he transformed a startup idea into a Nasdaq-listed technology and services company serving numerous industries, including finance, healthcare, energy, and more. He guided the company to a significant milestone of $25M in revenue for 2022. This result was a testament to the commitment and strategic agility of the team at Recruiter.com, which now serves hundreds of clients and has a community of over 3 million social media members.

Miles led expansion by strategically acquiring relevant players in the job board, HR, recruiting, staffing, and RPO industries, including Mediabistro, Scouted, OneWire, Recruiting Social, and Novo Group. He has facilitated various investment rounds, partnering with angel investors, private equity, hedge funds, and investment banking institutions to ensure the sustainable growth of Recruiter.com.

AMS is a global total workforce solutions firm. We focus on talent acquisition and contingent workforce management, internal mobility and skills development, and talent and technology advisory services.

YPO is the global leadership community of more than 30,000 members in 142 countries who are driven by the belief that the world needs better leaders. Each member has achieved significant leadership success at a young age. Combined, they lead businesses and organizations contributing USD 9 trillion in annual revenue. YPO members become better leaders and better people through peer learning and exceptional experiences in an inclusive community of open sharing and trust.

NYU School of Professional Studies

Adjunct Professor -   Entrepreneurship

Opolis

Opolis is a trustless protocol allowing individuals to have fully portable, democratically chosen employment & benefits through a decentralized employment organization (DEO).

Member of The Board of Directors

MyStandard

Series Seed

Investor

Patented a dual purpose garment/tote bag which is currently being sold on QVC, Good Morning America and, Bed Bath & Beyond.

Investor - Hangeroo

Engineered a program using the Lexile framework to develop new content and repurpose old content on four different reading levels to pair the right book with the right reader.

Issued first to market Jeremy Lin Biography entitled “Jeremy Lin: From the End of the Bench to Stardom.” 

Solidified partnerships with Ingram Publisher Services and Open Road Media to handle sales and distribution. Donated over 50,000 books ($350,000 worth of merchandise) to First Book. See less

Investor - Right Fit Reading

Talent Tech Labs

Talent Tech Labs is on a mission to elevate the state of the art in recruitment through technology. We do this by equipping corporate talent executives and staffing company leaders with the right mix of market intelligence, industry insights, human guidance, and decision support. This empowers them so they can wisely and confidently choose the right tools and solutions to more effectively orchestrate the complex recruitment to hire life-cycle. We believe the information you receive should be free of bias. We are the only research and advisory firm entirely focused on talent acquisition technologies that are 100% independent, which means we call it as we see it. This allows us to demystify the complicated emerging technology landscape so buyers can make the best right choices for the way they will attract and hire the talent they need to succeed.

Co-Founder & MD

StartMonday

StartMonday (CSE:JOB, XETRA:JOB, STMDF:US) is an Applicant Tracking System started by the founding team of Career Builder with a unique video interviewing component focussed on the hospitality and retail space.

Member of the Board of Directors

Ask A Nerd ® (Acquired)

AskANerd.co is "eBay for Tutoring". Students submit the help they need with all associated materials. Qualified Nerds then bid on the help request in real-time. Students select a Nerd and begin using a private message board to collaborate. An easy to understand step by step guide is sent to the student by the set deadline. Topic explanations are available in all academic subjects. Each Nerd is verified and rated.

Co-Founder & President

A lawyer by education and entrepreneur by trade, I'm passionate about pioneering initiatives that will change the way we live. 

I've dedicated my career to driving the use of technology that not only discovers and harnesses exceptional talent but also transforms and redefines the very nature of work. From building and successfully exiting a talent technology company to spearheading the leading research firm in the space, my path has been marked by a relentless drive to innovate. My tenure at an RPO, combining people, process, and technology to elevate service delivery, further cemented my commitment to this cause.

Beyond founding and running companies, I have also been an active investor in the talent technology sector. My contributions go beyond financial investments; I provide strategic guidance, serve on boards, and offer advisory support. These endeavors have catalyzed transactions worth over a billion dollars, highlighting the powerful impact of strategic investments.

Jonathan F. Kestenbaum

AI didn’t take your job in 2025.
It took your tasks.

And in 2026?
It’s coming for your org chart.

Here’s the uncomfortable truth 👇 
Most companies treated AI adoption like installing a CRM.
Flip a switch. Run a pilot. Celebrate a dashboard.

Cute.

But you don’t get real efficiency until you restructure the workforce around AI and almost nobody has done that yet.

Meanwhile, the ground is shifting under every talent leader:

- Programmatic advertising stopped being “spray and pray” and became “pay only for quality.”
- SaaS as we know it is dying.
- Identity fraud is exploding, and blockchain is finally (yes, finally) ready for its grown-up table.

And the next big KPI?
Not candidate experience.
Hiring manager experience.

2026 is going to be messy.
Not because the tech isn’t ready…
…but because the organizations aren’t.

I broke down the 5 Talent Tech Trends that will define 2026 and what leaders should be doing now to prepare.

👇 Read more below.

What’s the one trend you think leaders are still massively underestimating going into 2026?

Entrepreneur, Investor & Board Member - focused on WorkTech

2025 was about AI adoption. 2026 is the year we go all in – AI transformation through workforce planning, crushing identity fraud and making hiring ma

Open article: Talent Tech Trends to Watch in 2026  by Jonathan F. Kestenbaum • 5 min read

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The Battle

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Performance Score.css-goub6s{font-size:var(--chakra-fontSizes-md);font-weight:500;color:var(--chakra-colors-gray-600);display:block;margin-top:var(--chakra-space-1);}Jonathan F. Kestenbaum's LinkedIn Performance

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