Michelle Elston of Tenaya Capital
Member Spotlight - Michelle Elston

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Michelle Elston Profile

Over the summer, Michelle Elston celebrated a huge professional milestone: 10 years in operations for Tenaya Capital, where she is now Vice President of Administration

In this role, Michelle helps keep the firm running at full steam—managing projects, running operations, and upholding the Tenaya brand through external office communications and messaging. She is in charge of sourcing, hiring, onboarding, and training new talent. She takes particular joy in managing events, including the annual limited partners meeting, as well as board and CEO events, where she manages staff and also designs and delivers presentations.

Michelle had never been exposed to private equity or venture capital when she moved to the Bay Area, and start-up culture was brand new to her. On her second day in San Francisco, she interviewed for a temp-to-permanent position she spotted in a nondescript ad on Craigslist. Three days later she was hired at a private equity firm in the city’s financial district. She excelled immediately.

“This was a whole new world for me,” Michelle says. “It opened my eyes to the importance of connecting the right financing partners with founders to build successful companies.” 

As a new receptionist, Michelle knew she was often the first interaction someone might have with the firm and internalized the importance of a strong first impression. Dedicated and driven, she moved from receptionist to an executive assistant role within ninety days.

After building a strong and consistent reputation for efficiency over the course of four years, a recruiter reached out to Michelle and convinced her to take a meeting with Tenaya Capital. Tenaya has built its culture on the belief that the best things in life happen with the people you like, trust and respect. The company has five equal founding partners and Michelle had to interview with them all. 

The interviews went well and the partners provided Michelle an offer on the spot. She was struck by how kind and straightforward everyone in the office was and appreciated the quick, dynamic and exciting pace. She accepted the offer and made the move from private equity to venture capital. “Venture capital is quite different than private equity; it was another world I had to learn,” she says. Tenaya was only two years old when Michelle joined. “It felt like we were all discovering our roles together.” 

From the outset, Michelle knew that she had an important part to play in helping the team and the funds succeed. She quickly raised her profile in the firm by eagerly embracing a growing list of responsibilities and was keen to take tasks off the partners’ plates, giving them more time to focus on their growing portfolio of investments. She enthusiastically threw herself into everything from managing the company’s relationship with its third-party service providers to heading up the remodel of the office kitchen. Her organizational skills and her tendency to be on the lookout for better, more efficient methods to get things done led her to assume responsibility for the operations of the entire office, becoming Vice President of Administration in 2017. 

Dave Samuel, Jenny Lefcourt, Molly Gunderson, and Josh Felser having some pre-COVID fun.

“We all know people who talk about getting things done. Michelle just dives in and gets them done while others are still chatting about it. She is constantly ready to embrace new challenges and responsibilities.” 

Tom Banahan, Partner, Tenaya

Empathy and intuition drive her interactions with her co-workers, and she recognizes the strengths these qualities offer. “I try to anticipate the partners’ needs, identifying and addressing issues before they bring them up,” she says. 

Not one shy to away from a challenge, Michelle is willing to deep dive into unfamiliar territory to gain a full understanding of complicated topics. She’s comfortable challenging the partners when she has a difference of opinion, and she knows that her perspective is valued. “The partners made me feel like part of the team from day one, including me on many critical decisions the fund makes,” she says. 

“Michelle is not afraid to make a decision and lead from the front. Michelle consumes information, analyzes the alternatives, makes a decision and drives it to a successful outcome.”

Tom Banahan, Partner, Tenaya

Working at Tenaya has allowed Michelle to fulfill her innate curiosity and desire to learn. In addition to talent management and events, she’s developed expertise in investor relations, IT support, and facilities management. What’s more, her interactions with the founders of a variety of companies allow her to identify and learn more about the subjects, people, and industries she’s interested in. 

Though early on Michelle may not have imagined she would end up in venture capital, she used her skillset to thrive and become an integral part of Tenaya. Her ability to master new skills combined with her strong emotional intelligence in navigating professional relationships has made her a uniquely forceful presence.

“When I started in this industry, I didn’t know that I would fit in so well,” she says. “But I’ve found a role that’s a really good fit for the way I think and the way I operate.” 

When not at work, Michelle can be found tending her indoor jungle, hiking throughout the San Francisco Bay area, practicing yoga, or spending time with family, friends, her dog, Tesla, and her partner, Ben. She is a lover of nature and knows how to recharge so she can bring her best self to her work. 

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Let’s Talk Ops (LTO) is a community of first-class operators powering some of the most successful venture capital firms in the world from behind the scenes. We provide connective tissue, mentorship, and tactical support to help members execute at top form across the many verticals they manage inside their funds. LTO also provides high-powered professional development to assist members with career navigation and to ensure the best talent stays. In that vein, we’ve launched our LTO Member Spotlights, aimed to elevate the visibility of VC operator contributions to the venture ecosystem at large.

Kristen Ostro
Molly Gunderson of Freestyle Capital
Member Spotlight - Molly Gunderson

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Molly Gunderson Profile

While most of us were wading through the wild adjustments of COVID-19 WFH last quarter, Molly Gunderson marked a major milestone: 8-years as the Director of Operations for Freestyle Capital.

In her role, Molly drives critical business and fund operations to help Freestyle function at top form. Additionally, she drives the firm’s annual internship program, recently launched a recruiting pilot program for Freestyle’s portfolio, and is responsible for curating the Freestyle Founder Digest, aimed to provide a bevy of resources and vendor discounts to their ever-growing portfolio.

Molly’s path to venture capital was anything but standard or traditional. Like so many of us tackling this nascent role in the world of VC, there’s a good story behind how she got here.

Back in early 2012, Molly was running point as a hostess with the mostess at The Buckeye in Mill Valley, where Freestyle founders, Josh Felser and Dave Samuel, often frequented and regularly chatted with the General Manager and co-owner, Peter Schumacher. Peter recommended Molly to Josh as a potential killer-hire for Freestyle. He lamented losing her but was confident someone with her level of tenacity and work ethic could help them tackle the administrative and operational challenges of running an early-stage venture capital firm.

Driven by her adventurous nature, Molly accepted the opportunity. She figured a job in venture capital could be a great chance to learn and grow, both professionally and personally. Molly’s vivacious approach to life is one of the primary reasons she immediately fit right in with Freestyle’s culture, philosophy, and approach to investing. 

“Molly’s resilient and moves toward challenges, which is the embodiment of entrepreneurship and of Freestyle.”

- Dave Samuel

Her energetic and up-for-anything attitude was instilled by parents who encouraged Molly to get out into the wild and do her own thing, be it on Outward Bound and NOLS wilderness expeditions or in her day-to-day adventures growing up amongst Marin County’s natural wonders. She followed in her Dad’s footsteps, attending college at UC-Boulder and then afterward, heading to South America. There she lived and worked for 2-years facilitating the Universal Student Exchange relocation program in Peru. These collective experiences, coupled with her family’s unconditional support, set a foundation of independence and trust that fuels her courageous spirit and conviction there’s nothing she can’t handle.

Molly has always needed to do something different. It just so happens the audacity to be different is something the team at Freestyle exemplifies:

Dave Samuel, Jenny Lefcourt, Molly Gunderson, and Josh Felser having some pre-COVID fun.

The company name (Freestyle) clearly defines their approach to investing and to life: we are at our best when we are free to just be. As such, Molly has taken the role of VC fund operations on with her own unique vigor. She has a prowess for managing the multitude of tasks thrown her way and a knack for figuring things out, big and small. 

“When you’re the sole employee, everything kind of just falls into your lap.”

- Molly GUNDERSON

Her dependability on the job has been critical to the fund’s long-term growth and success, especially so in these uncertain times. Molly has the grit and determination to see things through, and the partners at Freestyle know there isn’t anything they could throw at her that she can’t handle. 

“She is able to move seamlessly from the challenges of managing much of our back-office and the resource needs of our founders to planning our wildly fun corporate events.”

- Josh Felser

Her dexterity is elemental, and the fundamental reason why Josh, Dave, and Jenny Lefcourt (who joined the Freestyle partnership in 2014) trust her to navigate the firm’s day-to-day functions, as well as provide business-critical operations support to their early-stage founders.

“Molly has made herself indispensable to Freestyle founders. They know they can reach out with just about any need or request and either she will have great recommendations or go and find them. Her personality, smarts, EQ, and resources make for a powerful combination that our founders need and appreciate.”

- Jenny Lefcourt

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Having gone from zero VC experience (and, admittedly, not knowing what venture capital really was prior to 2012), Molly’s professional growth and depth of tactical experience have been immense.

In recent years, her role has expanded to managing the firm’s investor relations and helping lead Freestyle’s founder focused projects, driving efforts to ensure founder satisfaction and the launch of their (newly announced!) founder wellness initiative. Molly aims to see things from the founder’s perspective while building a relationship with them rooted in trust and mutual respect.

“Molly's superpower is deep founder empathy which translates into an even deeper understanding of core founder needs, both emotional and [in] business.”

- Josh Felser

Taking this innovative approach to founder success brings with it a unique set of challenges, but Molly believes in tackling them with an “ask for forgiveness, not permission” mentality. This grit and fearlessness come, in part, from some of the big wins Molly’s seen during her tenure with Freestyle. Notably, their 2015 investment in Airtable. Molly helped beta-test the product in its early days to provide user feedback and has relished witnessing the company’s trajectory during periods of unbridled growth. Anyone who knows Molly knows she’s a self-proclaimed Airtable “freak” and has adopted the software into her workflow best practices. Now she couldn’t live without it.

Molly’s proven adeptness at wearing a multitude of hats (something all VC operators are required to do!) suits the moxie she moves through life with. In addition to her work with Freestyle’s portfolio—and driven by its success—Molly’s enthusiasm for the investing side of venture capital has flourished. It motivated her to expand her VC skillset and learn about the fund’s deal flow processes, which she now regularly assists with. Taking this on gives Molly fantastic exposure to the tactical aspects of investing, while also giving the partners at Freestyle more time to focus on pursuing and nurturing the startups they’re most excited about.

“Molly manages the whole Deal Close process that I used to do. She does the whole thing and it’s been pivotal for me, Molly, and Freestyle.”

- Dave Samuel

Molly’s willingness to grow and take on more is an inspiring spark plug model of a successful operator. It’s allowed Freestyle to maintain a small, nimble team that’s able to accomplish big things. Additionally, it’s served to foster a culture of collaboration, authenticity, flexibility, and fairness that fuels genuine relationships and informal camaraderie amongst the internal team; something Molly values deeply the more time she spends in VC.

Though she came to the role (and to the venture industry) in a rather unexpected way, Molly has unabashedly blossomed and thrived. She’s added true, measured value to her firm and its growing portfolio, defining what being a first-class VC operator is all about. Her bold spirit, coupled with the creative and passionate team at Freestyle, have perfectly mulled into a meaningful and special tour de force. Here’s to many, many more!

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Let’s Talk Ops (LTO) is a community of first-class operators powering some of the most successful venture capital firms in the world from behind the scenes. We provide connective tissue, mentorship, and tactical support to help members execute at top form across the many verticals they manage inside their funds. LTO also provides high-powered professional development to assist members with career navigation and to ensure the best talent stays. In that vein, we’ve launched our LTO Member Spotlights, aimed to elevate the visibility of VC operator contributions to the venture ecosystem at large.

Kristen Ostro